It wasn't like it was a new idea or one I didn't understand. The reasons
for my request were fairly obvious. The reasons for her agreeing to my
request, were obvious too. She wanted something more from sex. More than
I could give her, both physically and physiologically. Bigger for
longer. I loved her more than anything. Our failure to have satisfactory
love making had been there, from the start, on our wedding night. We
overlooked it because we were in love. Later, we tried sexual toys, role
play, and even swapping. That gave her a taste, but my partner had to be
content with my oral attentions. Something I liked but my wife didn't.
But the sparks for her and her male partner didn't happen. Even if
better than me, it was still unsatisfying. Plus she was uncomfortable
with me being with another woman. I mean it wasn't that her pussy was
too big for me, it was my issue. So the process led to this moment.
Tess, my wife, was going out on a date. With a man she had met at the
fitness club she belonged to. They met innocently enough, both wanting
to use the same weight machine. They chatted at first, then began
working out together. This guy, Kent, who was bigger, younger, but also
much more sexually experienced than me. They'd flirted around, safe but
teasing, for more than a year. Finally, she'd decided he might be
capable of meeting her needs. Her sexual needs. We talked about it, the
process that I'd suggested. So it seemed like a good choice. He was
certainly willing and quickly accepted her invitation to go for coffee
after a workout last week. She had been intentionally more friendly and
open, producing her desired outcome of an inquiry from him about going
out one night. For dinner, maybe a movie, a proper date. Tess had acted
reluctant, but interested. Enough so that their plans for tonight were
made. Kent was due by any minute.
I was nervous but wanted to see him myself. So I could tell her request
was designed to get me out of the way. After she'd gotten ready, in a
nice form fitting dress, heels, her hair and makeup done perfectly, she
brought a skirt to me. The hem had come loose and she asked me to fix
it. I reluctantly agreed and headed upstairs to my sewing room at the
back of the house. Even though Tess didn't work, she wasn't much a
housekeeper or homemaker. So in our first year together, she suggested I
take sewing lessons, at a local conservative church college, as it would
be a useful skill. I did well. Well enough, that she soon suggested
classes on cooking, decorating, even deportment and manners. I agreed to
them, even though I was usually the only male in the classes. Once I had
the skills, I agreed to do those for her as well as taking over the
chores of cleaning the house and doing our laundry. It didn't seem like
much at first but by now, after five years, I not only worked to pay all
our bills but kept the house running smoothly. I had once suggested we
hire a cleaning service, but she'd objected. Telling me she felt much
better knowing I'd done her laundry or cleaned our bedroom.
Not having any domestic or work responsibilities, left lots of time for
her to do things like work out, shop and meet for lunch with the other
wives in our neighborhood. My work paid well enough that we had a big,
house in a fairly exclusive area. We drove nice, cars too, trading in
every couple of years to have the latest models. She preferred a sleek,
sporty Mercedes two seat sports car. Mine was newer too, but a more
practical option. A small electric SUV better suited to hauling
groceries and running errands. I readily agreed to our lifestyle and
provided anything Tess desired, as my sexual failures played on my guilt
about being unable to satisfy her. But she never really brought it up,
and was always loving when we were together in the evenings or weekends.
Still I perfectly understood when she told me she had a date.
I heard the doorbell ring and then her happy chatter. Her high, lilting
voice, was like music to me. I could make out the low rumble of a male
voice too. But I was too far away to make out words. Then the door shut,
a car started up, and they were gone. I kept myself busy, catching up on
several sewing projects I had fallen behind on, as well, as tending to
some special requests Tess had. I ironed several dresses, blouses, and
trouser outfits. I had done them once, but she felt they needed a better
job. She often did that, inspected my work, insisting I do my best.
Other chores, like polishing her dozens of shoes, were on a regular
rotation. So I caught up on those too.
The chores kept me busy, but didn't really keep my mind off of Tess.
She'd promised me this was just a first date and she'd be respectable. I
trusted her, as I knew she wasn't the kind of woman to go too far too
fast. Still I worried. I was only partly relieved when I heard a car,
then soft talk at our front door. More relieved when I heard the car
pull out of our driveway. It was early, not even eleven yet, so that
made me feel good. I felt even better when I heard her call out my name.
I made my way downstairs, toward our first floor master bedroom, as that
was where her voice was coming from. As I entered, she had already shed
her heels and dress, and was in the process of unhooking her bra. See
me, she smiled, and turned her back to me, so I could unhook it for her.
"Oh Walter, there you are. I'm so glad to be home. With you. I mean, I
had a good time and all, but I missed our time together. Did you miss
me? I hope you were able to get your chores done and not worry. I really
wanted to go out with Kent, but didn't want you to be lonely. How was
it?"
I finished unhooking her bra, while she asked me questions and shed her
panties, handing them to me. I then picked up the dress and heels. She
had gone to her dresser to get a nightgown. Although generally a neat
person, Tess had a habit of dropping her clothes everywhere, I guess
knowing I pick up after her. I could tell from her demeanor she'd had a
good time. I also knew she'd want to tell me about it.
"I missed you too, but I got everything done you wanted. Plus caught up
on a few regular chores too. I tried to be productive while you were
out. So tell me, how was it? Was Kent as nice as you hoped?"
"Yes, he was. I was surprised at how nice he looked. I've always seen
him in his workout gear. But he wore nice pants, dress shirt and a
blazer, even. Very sharp looking. He took me to a nice restaurant. You
know the one, the steak place by the park. It must have been expensive,
but it all tasted so good. We had a private booth in the back, very
romantic. Then we went to the late movie over at the Plaza Cinema. That
new romantic comedy was playing. It wasn't crowded, but we sat in the
back, so we could whisper back and forth and you know, be close. What
really amazed me about the evening was how right it felt somehow. I was
excited, but not nervous, relaxed in a sort of stimulated way, you know
what I mean. The best part was at the theater and later here, when we
said good night. He's such a good kisser. His lips are soft, but he has
a strong almost demanding way of kissing. I felt mushy inside every
time."
Tess had been sitting on the bed, her short nightgown sort of bunched
up, flashing her pussy at me. As she talked, she played with her hair,
sort of twisting it or flipping it out. She had a sort of understated
beauty, a mix of the girl next door and a model. Her hair was a soft
blonde, long and usually curled so it framed her face. Her deep blue
eyes and pale, unblemished skin, revealed her Scandinavian heritage. Of
course, she was lightly tan elsewhere, having regular appointments at
the tanning booths in the club. That gave her body a soft golden glow,
all over, except where the tiny thong she wore kept her pussy a soft
white. That way her round ass cheeks and her breasts, full C cup with
next to no droop, would look good in any outfit. She kept herself well
maintained as she had regular manicures and pedicures, waxing, facials,
and massages, to make her look polished at all times. With her lean,
toned body, she looked like a dream. Plus she wore the most flattering
clothes and sexy heels. I could easily see why Kent would be so
interested. When she mentioned his kissing, a light pink flashed on her
cheeks and she broke our gaze to look down where her right hand was
fiddling with the ruffled hem of her gown. I could tell she was a little
nervous and self-conscious about it. Still she wanted me to know.
"At the theater when we kissed, he moved his hand to me. To feel me. I
mean it was on the outside of my dress, but I could feel his strength
when he cupped my breast. Later he ran his hand over my thigh, near my
panty. It felt so good, hot and exciting. Just his touch. So I did some
too. I mean, I'd seen him of course at the club. The bulge occasionally
as he stretched or something. But I just had to feel it."
My mouth was dry and I could see how excited she was even now about it.
I knew she wanted me to ask, so I did. Even though I didn't want to
know.
"So how did it feel? Was it what you expected? What you hoped for?"
My questions brought a nervous giggle. Then she looked up at me,
smiling, before returning her gaze downward.
"Yes, I guess. It felt big, so big. I just sort of cupped it, but it was
more than a handful. He sort of moaned when I touched him and then
kissed me. Hard. I didn't leave my hand there long, but I did lean on
his shoulder after that. At the door, we just kissed and hugged. Then he
asked if I would go out with him again. Come to his place, for dinner."
Now I was the nervous one. Wanting to know, but not really.
"So what did you tell him?"
"Yes, of course. I mean, the whole idea of going out with him, was to
see if sex with him would be good. I know that's what he wants too. Now.
So I'm going over there on Friday. But I promise, I'll come home. I
already told him that. I mean, he knows I'm married, so he asked all
about it. If you knew, whether it was okay, if we were having problems.
You know the questions you'd expect him to ask. I just told him, you
were okay with us going out. That it wasn't a problem and that our
marriage was good. Just a bit different than most. He seemed okay with
that. I think. You know Walter, I can hardly wait. I just hope he's as
good at it as I think he'll be. Right? To be honest, I was so hot about
him, that I really wanted to ask him to come inside tonight. But I knew
that wasn't fair to you. Tell you what, since you're done with the
chores, why don't you put your pajamas on and we can cuddle. I need to
feel the touch of man."
It hurt to hear Tess talk like that. To be so honest. But I realized it
was better this way than her sneaking around. Also, I couldn't bring
myself to deny her sexual needs. If I loved her as much as I did, I
wanted her to be happy and fulfilled. I consoled myself as we spooned on
the bed. She continued to give me details about her date intermixed with
kisses. Of course, my hands found their way over her body, as he always
let me caress her. We were very intimate with each other, it was just I
couldn't give her an orgasm.
The next couple of days were torturous. I dreaded Friday, while Tess's
excitement continued to build. Finally, when I got home from work that
day, she was ready. She was supposed to be at Kent's around 6,
supposedly for dinner. But I assumed they'd likely go right to bed, as
would I if I were him. As I came in, I made my way to the bedroom. Tess
was getting dressed, working a silky, white jumpsuit up her body. It was
a halter design, very low cut in the back, so low that the top of her
ass showed. It was also skin tight, molding to her body. I knew from
when she wore it before that it was so tight she never wore underwear
with it, not even the thongs she preferred. I could imagine her
stripping out of it almost as soon as she got to his place. Seeing me
enter, she finished dressing and came to me, lightly kissing me.
"Oh good you're home. I need to leave shortly and we have to get you
ready."
"Ready? What do you mean?"
"Well even though I told Kent you were fine with me and him, he's
worried. He told me at the club today, he keeps thinking you'll get
jealous and come over. He doesn't want a scene, or even worse. So he
gave me something he wants you to use. I'm supposed to put it on, and
take all of our car keys. That way, he'll feel safe that you can't make
your way to his house. I told him it was silly, but he insisted. So come
on, get undressed for me."
"Undressed? What did he give you?"
Tess held it up. It was a metal bar with a leather cuff on each end, as
well as a chain that led to another set of cuffs. I looked at her oddly,
not quite sure what it was. Seeing my confusion, she smiled.
"This goes on your legs, one cuff at each ankle. The other cuffs are for
your wrists. I then lock it on, so you can't take it off. If you're
nude, with this on, you can't put on pants or anything to allow you to
go outside. But you can still move, slowly, around the house. Now hurry
up and take off your clothes."
I was embarrassed by the whole idea, but as she insisted, I began to get
undressed. Once I was nude, I tried to reason with her again.
"I really think this is ridiculous. I mean, we both know I'll not go to
his place. I don't even know where it is. Can't you just tell him you
put it on, and not do it?"
"No, that won't work. Kent wants me to take a photo and text it to him
as I leave. So just do it."
I wanted to protest more, especially the idea of texting him a nude
photo of me. But I could sense Tess was getting irritated at me. I guess
mostly because she was eager to go to Kent's. So I got undressed and she
helped me put the bondage gear on. She locked the spreader bar,
separating my legs, not real far apart, but enough to keep me from going
fast. I put cuffs around my wrists as well. The cuffs were hooked
together by a short chain with a longer one connected to the spreader
bar. Tess locked the chains together. All of it limited my mobility but
I could pick things up, and walk slowly through the house. Standing in
front of the bed while she took my photo was the worst part. Until she
kissed my cheek and left. Alone in the house, trussed up, I could only
wish I had been born bigger or something.
The rest of the evening went slowly. I heated up a frozen dinner and had
a soda while I watched television. Although nothing was too tight, it
was hard to get comfortable in this get up. Plus all I could think about
was my wife with another man. That thought was constantly on my mind and
seeing my small cock, not hidden by pants, reminded me why. Because of
the gear, I couldn't really do any chores even to distract myself. The
later it got, the more I began to worry. If he had this kind if gear at
hand, what might have he put her into. But finally, around 12:30 I heard
her car pull up and go into the garage. Soon, she was coming inside. I
was excited she was back, but nervous about what all happened. I heard
her call my name and soon she entered the bedroom.
"There you are. Oh my, I'm exhausted and I need a shower. But first I've
a few things to do for Kent. Stand up. He wants me to text him a selfie
standing next to you. That way, he'll know you were locked up the whole
time. Now smile and look at my phone."
Tess looked sloppier than I'd ever seen her. Makeup smeared, hair messed
up, jumpsuit only partially on, but she also looked satisfied. A sleepy
smile on her face, as she pulled me next to her. We looked up at her
phone and she kissed me on the cheek as she took a few photos. Showing
me one she liked, with me fully exposed next to her cleavage, she sent
it to him. Then she went to her purse, rummaging around till she found
what she wanted. The keys to my harness and a soft measuring tape.
Coming back to me, she was still smiling.
"Stand up straight, Kent wants me to measure you down there."
My nerves were getting frayed now, as I was tired of being locked up.
Tired too of another man, having his way with my wife and yet still
making demands.
"Why, so he can see if I'm small?"
"Oh no dear, it's pretty clear how small you are. I don't need to
measure for that. But Kent just told me to take a few measurements. I'll
only be a second, then I can unlock you."
Tess was right, she used the tape on my cock and balls, to get a few
measurements, which she texted to Kent. Then taking the key, she
unlocked my cuffs and chains. As I wriggled my way out of the harness,
to my relief, she stripped off her jumpsuit. Her body had a light gleam
of sweat and several noticeable love bites on her breasts and hips. Her
labia were also swollen and puffy, her pubic hair matted with sweat and
sexual fluids, which surprised me as we'd agreed he would use a condom.
"Tess, did he not use protection? You need to be safe."
"No, he didn't. Once it was clear we were going to bed, he gave me a
printout. From a doctor, that showed he had no diseases or any issues.
It was dated this week and since I'm on birth control, we both decided
we could do without a rubber. I'm glad too, it felt so good."
Leaving her things on the floor she went to take a shower. I picked up
the aftermath, putting her clothes in the hamper and her shoes back in
her closet. I wasn't sure what to do with the harness, although I'd like
to throw it away. I just put it on her dresser and put on my pajamas.
After being nude all night, I wanted to be clothed. I waited on the bed
for her to finish her shower.
When Tess came out, she was wearing a short, sheer white baby doll
nightgown. I remember when I bought it for her, I thought she looked so
sweet and innocent in it. Like an angel. She crawled into bed, curled up
next to me, and gave me a nice long kiss. She was almost purring. I
could tell she wanted to talk, but was too tired. Instead, she snuggled
up to me, pulling up her gown enough so that her bare ass was pressed
warmly against my cock. For her it was relaxing, but after a long night
of anticipation and worry, feeling her soft warm flesh against me down
there was just a reminder of how long it had been since we made love.
That wasn't going to change tonight. She fell asleep almost instantly,
but it took me an hour or so to join her.
The next morning, I got up early. Saturdays I was off from work, but it
was usually a very busy day for me. I had errands to run, including
taking clothes to the dry cleaners, buying fresh fruit and vegetables at
the farmers market, going to the butchers for meat and fish, and then
the bakery for bread and pastries. I used to go to a large grocery for
all of our food, but Tess preferred I go to specialty shops, as she
thought it tasted better. I also usually had to make stops at the
drugstore, liquor shop, bank, or post office, depending on our needs. It
would take a good part of the day. Back home, I would normally try to do
some cleaning or laundry, just so I might have free time on Sunday. Of
course, since I was home. Tess would ask me to make her meals,
breakfast, lunch, and dinner if possible. We ate dinner together, but
she usually preferred I serve her the other meals, although she would
let me sit and have coffee with her first thing. She told me it wasn't
that she didn't want my company, it just made her feel extra special to
be waited on and served her meals.
Knowing she'd be hungry after a night of sex, I made homemade biscuits,
cut up some fruit, and had everything ready to make a cheese omelet. I
put on a pot of coffee for us to share before I put the biscuits in the
oven and cooked her omelet. As I finished setting the table, I heard her
shuffling her way from our bedroom. I poured a cup of coffee and after
she sat down, I brought it to her on a tray. She was pretty groggy
looking, but beautiful. She had slipped on the robe that matched her
night gown, but being as it was sheer too, all it did was highlight her
sexy figure underneath. She smiled as I brought her coffee.
"Perfect honey. Just what I need. Why don't you pour yourself a cup and
join me? I'd love to tell you the details from last night, before you
serve me breakfast."
Tess spent the next half hour giving me a complete rundown of her
evening. How charming Kent was when she got there. How good the meal
was, tasty but not too much, as really neither one was that interested
in food at the moment. The way they stripped the clothes off each other,
and he slowly kissed her all over her body. How big, strong, and rigid
his cock looked the first time she saw it. His complete take charge
attitude about sex, and sexy body made her wet before he even entered
her.
She detailed her attempt to suck that beautiful cock, but only getting a
little past his glans before it was too much. He told her that was okay,
he'd be glad to teach her how to suck him properly later. As well, as
help her learn to take him up her ass, but tonight it was all about
filling her pussy the way no man had ever done before. That he did, as
he stretched her open in such a way that it felt like it would tear her
apart while making her shudder with delight. They fucked most of the
night, with her coming five times and him three. She raved about his
stamina and skill, the little touches he used to trigger her first
orgasm and how he produced a series of rapid climaxes, giving her new
sexual thrills.
I filled her cup again, while she gave me the details and I could see
how enraptured she was by the event. I could also tell it wasn't going
to be a one-night stand. I kept my jealousy contained while she gushed
over this man, but the details weren't lost on me. First, she'd never
given me a blowjob, as she told me the idea of taking a man's cock in
her mouth didn't appeal to her. The same about anal sex, she'd ruled it
out before I even mentioned it. Now she seemed eager to be 'trained' to
do those for him. I knew instinctively, he had given her more sexual
climaxes in one night than I had in all of our years of marriage.
Logically I could convince myself that this was among the best ways I
could show my love for her. To let her have the complete sexual
experiences she desired and deserved. As I could not provide them. Still
it hurt, but less so, when she began to praise me for letting her have
this chance.
"Honey, I so appreciate you letting me do this. Few husbands would. But
it shows me how much you love me and how lucky I am to be your wife.
Love is so much more than sex, even great sex, and I'm blessed to have
you as my husband."
That took a lot of the sting out, as did her pulling me closer so we
could softly kiss. I realized those soft kisses were my area and I would
get them as much as I needed. I would also have her full companionship,
even if she spent a few evenings a week with him. I also consoled myself
with the idea that Kent was used to fucking lots of women and it
probably wouldn't be long before he was ready to move on to a new one. I
could endure it until then, especially seeing the pure joy on her face
when she talked about it. Who knows, perhaps she'd tire of him first? I
also sensed her hunger, both from the light meal and strenuous sex, so I
left after filling her cup the third time to cook breakfast. It went
quickly and I served her again using the tray. I could see she wanted to
check her phone, so I gave her some privacy. I knew enough, that any
good ladies man would likely text his partner with little notes on how
pretty she was and how she had satisfied him. Also, how much he was
looking forward to doing it again. After I cleaned up in the kitchen and
started my shopping list, I was thinking of what to cook for next week's
dinners. I decided I'd do a medley of her favorite meals. A subtle way
to remind her of how much I do for her. As I finished, she called me
into our breakfast nook. Tess had somethings she needed from the
drugstore, so I added those to my list. I had long ago gotten over any
reluctance on buying feminine products, beauty aids, or makeup. So her
requests were just another way for me to show her my importance.
The rest of the weekend went by pretty much as usual. I finished the
errands, including dropping off her jumpsuit at the cleaners, and ran
all the wash in between cooking a big meal for her. I liked getting the
wash done on Saturday, as they left most of Sunday for ironing and
cleaning. One thing I noticed right away, was how more loving Tess was
toward me. After our meal on Saturday, we went to a movie and she
cuddled, close to me the whole time. Later in bed, she rubbed against me
and we kissed, for quite a long time. The same thing on Sunday. After my
chores, we went out to eat pizza and when we went to bed she initiated
more kissing with lots of contact. I became excited, erect in her hands.
Although she shifted so that it was clear I couldn't enter her, she
stroked me until I came. Even after my first climax, she continued to
fondle me until I was once again erect. Then once again, I came. We
kissed the whole time and she told me repeatedly that she loved me. I
did blush a couple of times, as each time after I came, she said I was
such a good boy.
I went to work on Monday on a real high, even though I knew she'd likely
want to hook up with Kent again. They worked out together, so it wasn't
much of surprise when she told me that night, they had a date for
Wednesday. I dreaded it for several reasons. First, of course, the idea
of my wife being fucked by someone else was difficult to accept even if
it was good for her. Second was the damn harness. As soon as she told me
they had a date planned, I complained about being locked up. She said
she'd talk with him and see if I could go without it.
Wednesday came and when I got home, she was ready for her date. They
were going to dinner, and although it wasn't said, back to his place.
Tess was dressed in a short dress. It was a pretty floral, that fit her
figure like a glove. It was low-cut in front, but at least this time she
wore a bra and thong panties. Nice high-heel sandals completed her
outfit. She had her hair up with lots of gold chain jewelry. I knew she
liked to wear a complete set, necklace, bracelet, and ankle and waist
chains. She looked like a million bucks when she was nude with only the
gold chains. I was sure Kent would like it. I could tell she was eager
to go.
"There you are. We need to hurry, Kent will be by anytime now to pick me
up. Go on to the bedroom and undress, so I can get you ready."
"Didn't you talk to him? This is really unnecessary."
"Just go on."
Tess let me go and came in shortly after. I was nude, sitting on the
bed, and still grumbling about the harness. She didn't seem to notice my
irritation and handed me a collar that connected by a short chain to two
wrist cuffs. Apparently, this was the replacement for the harness and
spreader bar. I put them on, the chain between the cuffs running through
a ring on the front of the collar. Then I let her lock them in place. I
tested out the design, if I moved one hand out, it pulled the other next
to my collar. I could reach out to get something, but not too far. While
I checked it out, she reached into her purse and brought out something.
She was fiddling with it. All I could see was a small metal contraption,
but then she turned a key and it came apart.
"Stand up for me and be still."
"What's that? Isn't the cuffs and collar enough? I asked you to see if I
could skip it, not replace it."
"Just be quiet. Kent said this would be better. With this you won't need
the spreader bar. Spread your legs for me."
I did as she asked, and looked closer at what was in her hands. It was a
hinged ring and a cap piece, with short metal posts on it. As I looked
at it, she reached out and began to fit the ring around my cock and
balls. It struck me immediately what it was. Some sort of chastity
device. Tess quickly had the hinged ring, next to my body with my balls
and cock inside of it. She began to fit the metal cap over the end of my
cock. I didn't like this idea at all.
"Tess, what is this? You're not going to lock me up there are you? That
isn't necessary at all. Wait a minute."
Tess didn't respond at all, focusing on working the cap onto the end of
my cock. Lining up the two posts, she fit them into holes in the ring,
connecting the two. She held it in place with one hand and with the
other, slid a small lock and key into an opening. Turning the key and
removing it, she finished and let go. It hung there, my balls bulging
out in my sack, tapped between the ring and the cap. My cock was
virtually hidden. The end was under the cap while the shaft was
compressed by it. It didn't hurt but worried me right away. Tess on the
other hand seemed pleased and softly giggled.
"Isn't it cute? Kent told me he had always wanted to use one with other
husbands, but never gotten a chance. It is easier than the harness. Now
tonight he wants you to wear the collar and cuffs too. But if you're
good maybe for our next date you can just use your little cage. He told
me it works really well on small guys."
"You've got to be kidding. This is ridiculous. I can't spend the evening
in this. What if I have to go to the bathroom?"
"Just go then. There's a hole at the end of the cap where the pee can
come out. Course, you'll have to sit. Like a girl, but that shouldn't be
a problem. Now stand still so I can send him a photo. Unless you want
him to come in and see you for himself?"
I shook my head no, let her take a photo, and watched her put our car
keys in her purse, along with the keys from my restraints. Looking down
at the small metal device, I couldn't believe how it held me in check.
Plus it seemed to emphasize my small size. I was almost relieved when I
heard his knock and then they left. The rest of the evening was
unsettling to say the least. I did adjust to wearing it but the more I
thought about it, the more I'd prefer the spreader bar. I mean Kent had
my wife and her sexual desires, but with the chastity device he also had
my sexual expression as well. Wearing it, not only couldn't I come, but
I couldn't even have an erection. I hadn't told her, but I had
masturbated while she was out on her dates. A sort of sexual release of
my frustration. But that wasn't possible now.
This was the worst night of her dates so far. Not being able to do
chores, or more importantly, play with myself, there was no distraction.
I could only have a light meal and be online or watch TV. The entire
time, I was frustrated by the device on my cock. I had begrudgingly
proposed the process of letting Tess find someone for sex, but I never
agreed to all of this. Bondage gear, chastity devices, and more or less
being a prisoner in my own home. We'd have to talk when she got home. I
finally heard the car and then there muffled kissing at the door and
Tess came inside.
This time when she came in, she was grinning, but in a sort of
embarrassed way. She was disheveled again. Her bra and panty were in her
purse, she was carrying her heels, and her makeup was smeared. I could
also smell sex, the musky odor of him and her. But she was intent on
completing her assignment. Like before, I had to stand next to her and
let her take a photo to send to Kent. When that was done, she dug into
her purse, after she took off her dress. Her underwear and dress were in
a pile on the floor as she took the keys to free my hands and remove the
collar. But she made no move toward the chastity device. She put the
keys away and turned back to me.
"Tess what about this? Unlock me down here too."
"Oh that. I can't. Kent kept the keys. He said he liked knowing my pussy
was for him only. That sometimes wives will feel sorry for their
husbands and let them fuck. He said my pussy is his now and only he can
fuck me. He knows I love you and might be tempted to give in. Kent said
it is important to get this clear right away. Kent said we're in a
special kind of relationship. You're a cuckold, I'm a hot wife, and he's
our bull."
Tess giggled when she said this. I sensed she liked the idea of being a
hot wife. Probably liked the idea of her lover as a bull, too. Strong,
virile, and always sexually demanding. I could sort of see that analogy.
But the role for me was more than I expected. I understood the dynamic,
but not liking the idea of being locked up all the time.
"Tess, that's not fair. I mean I can see you getting your sexual needs
met. By Kent. But why should I be denied? You know we don't make love
anyway. Didn't you tell him?"
"You're right. He said it wasn't fair too. On our first date, when we
talked about our marriage, he asked what we did for sex. He was
surprised that you weren't going down on me. He said most men with tiny
cocks learned to eat pussy to please their dates. When I told him, I'd
never liked it that seemed to be okay. But tonight, he said you deserved
some sexual pleasure too. He told me I need to let you lick and kiss my
pussy. He didn't like doing it, most real men didn't, but felt it was
perfect for a cuckold. That way you'd still be connected to me and have
some sexual relief. Even if you couldn't jerk off all the time now. Kent
told me, he was pretty sure you'd be doing it while I was out. So I
agreed. Kneel down by the side of the bed and I'll let you have some."
Tess had sat down on the side of the bed and spread her legs. I could
see her pussy was red and her labia still swollen. Also the results of
their fucking was spread all over in and out of her pussy. I felt my
face flame, a deep red. I had wanted to go down on her when we first
married. Hearing Kent tell her that's how tiny dicked men made love was
embarrassing though. I would still like it. But not like this, after her
being with another man. His cum all over her. Maybe I could get her to
shower first. I softly asked, suggesting she might want a shower first.
"Oh no, Kent wants a photo right away. He wants to see your face pressed
against me. He said not only is going down on me good for our
relationship. It helps define my new one with him. He said it was real
important that the cuckold learn his place. That you should be pleased
and eager to taste our lovemaking. That it was the best sign that you
accept him being my lover. If you do that, then all you'll need is the
little device on your dick. I think that's a big improvement because you
can do chores for me while we're out. Okay? So hurry up."
I felt trapped, lost, and defeated. Soon disgusted too. Tess took
several photos of me kissing and licking her pussy. The taste was bad,
at first, but the more I licked the more it tasted just only like a
woman. She seemed to adjust to it quickly too. Telling me where to lick,
how to kiss her and making sure I cleaned up as much of their juices as
possible. She sent Kent several photos to prove I was doing what he
wanted. Afterwards, she took a shower and when we cuddled in bed, she
praised me for being such a good husband. The last thing she whispered
was that she thought she'd get to where she'd really enjoy me doing her
down there.
The rest of the week was horrible. Wearing the cage all the time kept me
from releasing any of my sexual tension. Not even going down on Tess
after both her dates made any difference, in fact, only made it worse.
The device wasn't uncomfortable, being more inconvenient. Sitting to
pee, having to wipe off the cage, and just the way it pushed my balls
out so they were exposed to every bump or rub. I complained to Tess
about it, I mean even taking a shower every day, there was still a kind
of odor about the cage and it just looked unclean.
There were other surprises as well. One of the most noticeable being
that she got a Brazilian wax. Apparently Kent preferred her pussy to be
smooth and hairless. That was something I had asked her to do too, but
Tess had turned me down. Now she was willing to do it for her lover. It
seems she liked how Kent reacted to her new look. She also mentioned
that it made it easier for me to clean her after her dates. I was still
embarrassed by that, knowing it was a result of her lover. But she was
getting really attached to me serving that way.
The most difficult step was setup for the following Wednesday. Kent was
headed out of town and wanted a quick fuck before he left. So he was
coming by our house. It seems he also wanted to sort of lay claim to our
bed. Now that he was the only one capable of fucking my wife, he felt it
would be good for me to see them fuck. In our bed. Plus he felt I should
meet him too. When she told me, I was really anxious. Somehow knowing
they were having sex had become tolerable. I guess because it was an
abstract thing, just part of the process. But seeing him, put his cock
in her would remove any pretense about it. I knew that her moans and
thrashing under him would be seared in my brain. But she wouldn't allow
me any respite, denying my request to not come home from work until they
were done, or to stay in another room. In fact, Kent had given her a new
bondage toy to put me in, so I'd be right by their bed but unable to
move.
Tess had told me to come home early on Wednesday, as Kent was pressed
for time. So I showed up at 5, reluctantly. She greeted me in the
bedroom, completely nude, save for a pair of high-heels with her body
adorned by all the gold chains. Smiling she told me to strip and stand
next to the bed. After I complied, she put a collar and wrist cuffs on
me, locking my hands to either side. Then she used one of the keys to
unlock my chastity device. It felt amazing, to be free again. But that
feeling was short lived. Using my cock like a handle, she pulled me into
the bathroom. She proceeded to wash me down there and to my dismay
carefully shave me. I would have thought it would take longer, but a
quick fifteen minutes later, my cock and balls were smooth with all my
pubic hair removed. I cringed at the sight, as being hairless just
highlighted my small size.
Tess seemed not to notice and led me back to the side of the bed.
Telling me to kneel with my legs spread, she began to put me in the new
bondage device Kent had given her. She moved behind me and reached
between my legs. Softly pulling my ball sack backwards, my balls cradled
in her hand, she positioned the device. It was two wood pieces held
together by bolts and wingnuts. In the center was a narrow slot, just
wide enough, so that when she tightened the nuts, my balls were trapped
on one side and my cock on the other with my stretched sack in the slot.
Clipping a small lock on one end, she locked the pieces together. With
the device in place, she unlocked each wrist, one at a time, pulling
them behind me to lock them on the respective end of the wooden clamp. I
immediately felt a pull on my nuts, a painful stretch that was only
relieved if I bent forward at the waist, my head down. With my hands
clipped to the device, it was difficult to maintain my balance in that
position. I heard her giggle and she moved from behind me to sit on the
edge of the bed.
"Kent gave this to me. He called it a humbler, because it would keep you
in a humble position, on your knees with your head bowed. He told me it
works by trapping your balls so that if you try to stand it will hurt.
He wants you trapped in it, so you have to kneel here by the bed while
we have sex. I don't particularly like it, because I don't want to
physically hurt you. But he promised me you'd be fine in it, as long as
you remain in that position. He's been dying to use it on a cuckold
husband and thinks it will teach you a valuable lesson. The best part is
you'll be able to hear us and even sneak a peek or two while we do it.
Plus it will put you in the perfect spot for cleanup afterwards. Oh, and
he's the one who suggested I shave you down there. It should keep you
cleaner in your chastity and make it easier for you. Of course, he's
insisting we lock you up again before he leaves. Ooh, I think I hear his
car. Wait here, we'll be right back."
I was cursing under my breath at this man. How arrogant he was about
being with my wife. Also it was difficult not to be mad at her too, for
allowing this. But given the sexual thrills she was receiving, after
years without, I understood. Sort of. I know after a week of not coming,
I was more frustrated by that than anything. So when I saw his shoes,
next to hers, I had to glance up. I hadn't really met him, or even seen
him. I didn't expect my first view to be like this. Then I heard his
laugh.
"Well I finally get to meet you. Hello Walter. I've seen lots of photos
of you, of course, but I think I like this view best. I have to thank
you for agreeing to let your wife have real sex for a change. I know she
appreciates it. From all she's told me, you are a good husband. Taking
care of all of her needs At least the ones you can. But don't worry I
can cover for your inadequacies. Your little short coming. I've done
this before, help wives have good sex. But this one is special, because
Tess is special. So I'm going to make sure that it goes well. Okay? A
big part of that is making sure you understand your new role. Once you
see her have sex with me. Hear her come. Hear her excitement. Then
you'll know for sure that you can't deny her that pleasure. That will
make it easier to accept the other parts of our new relationship. You
see, I take it seriously. This kind of bond we all have. The bond
between your hot wife, her lover, and of course, you as the cuckold. I
think it adds a special spice when the husband gets to play a more
intimate role. So, just do as you're told and everything will be fine.
Of course, in your current situation, you have little choice."
Kent laughed again, and then kissed my wife. He quickly undressed,
helped by Tess and they moved to the bed. I had glimpsed his face,
briefly, when he spoke to me. Now I could see his body, quite sculpted
and muscular. His cock too. Obviously more than mine, thicker and
longer. Probably eight inches or so, but very thick. If Tess could have
that, why would she ever want my little one? Given my precarious
position, it was hard to see them on the bed. I had to lift my head up,
which stretched my sack, painfully. I could only do it for a moment.
Plus it was hard to keep from falling, face first, onto the floor,
because of how my hands were locked. But I saw, and heard, enough to
know what was happening.
I saw Tess gently take his cock into her mouth, but no more than the
glans. She licked and sucked it briefly, but it was more in tribute than
anything. He moved her over, on her back, and spread her legs. Her gasp
as he entered her, followed by an almost purring like sound, told me all
I needed to know. I'd never heard her make such noises when we made
love. But she was full of them now. I grudgingly had to admit, he was
good. I was only getting quick looks, but could hear it all. The squish
of her very wet pussy, the slap of his balls against her ass, and her
moans. Her first orgasm came only minutes after they began. As she began
to come down from her first climax, Kent flipped her over. So that her
ass was high in the air. He slapped it a couple of times, the sound
reverberating in the room. His thick cock plunged into her pussy again,
resulting in a loud squeal and then even more and louder moans. He
fucked her harder, and I assume deeper, in this position. Two climaxes
followed, in quick succession. Still he held out, rock hard.
After her third orgasm, he laid on his back and let her mount him. Tess
bounced up and down, joyfully, her boobs in a rhythm with her movements
on his cock. Her legs were spread wide apart which obviously gave her
clit more contact with him. He'd occasionally reach his hands up to
cradle her breasts, pulling on her nipples, as they fucked. Her fourth
climax was minor, but as she shook, he put his hands on her waist and
began to push up as she came down. Their increased motion finally led to
his climax. An almost violent, body-shaking event, joined by her fifth
orgasm. From my viewpoint below them, I could actually see his balls
tense up and then the lower part of his cock twitch, as he filled her
pussy with his come. Exhausted, Tess fell into his arms and they lay
side-by-side, his cock still inside her. They lightly kissed and he
whispered softly to her, too soft for me to hear what was said. I had to
admit, watching him fuck her removed any doubt about why she wanted him
so badly. I could never go that long, that hard, or begin to fill her
the way he did. It was clear that they would have sex as long as she
wanted it.
These thoughts were in my head, as Tess released Kent from her arms. She
looked down at me, and moved. Moved to the side of the bed. As her feet
touched the floor, she spread her legs wide. Her cunt was exposed, as
only her ass cheeks remained on the edge of the bed. Her pussy looked
thoroughly fucked. Her labia still engorged, redden, and covered with
their releases. I knew what she wanted, or more accurately, what Kent
wanted. After seeing them fuck, it was going to be hard to do it.
Especially with him watching.
"Come closer Walter. I want to share this with you. I know you've got to
be horny after watching us. Wasn't Kent wonderful? He always makes me
come multiple times before he does. He told me you need to have a fresh
cr?me pie. He told me that's what it's called. Once you have a warm
steamy one, you'll love it even more. And I want to feel your tongue on
me. Something about you doing this for me, makes sex with Kent seem
alright."
Inwardly I sighed. I had half expected this, and knew there was no way
out. I began to move toward her, slowly. The humbler holding my nuts
tightly only allowed me to scoot my knees forward a few inches before
becoming too taut and painful. So I slowly inched my way toward her,
working to keep my balance. But then I was there. The smell of sex and
honestly, the heat from her pussy was more than I expected. Tess was
obviously excited and as I got between her legs, she put her hands on my
head and guided me to her pussy. Normally, when I went down on her after
she returned from a date, I'd start slow. Licking her thighs first, and
kissing my way to her. But now, she wanted it too bad for any such
buildup. When I was close enough, she just pushed me into her pussy,
arching her back to make it all accessible. Smell, warmth, and taste
overwhelmed me, but I plunged in, licking and sucking immediately. Her
moan told me I was doing what she wanted. Kent's soft chuckle though,
told me I was also doing what he wanted too.
The next ten minutes, as I licked and cleaned her were a mix of shame,
excitement, and disgust. All these feelings were tied both to the
physical nature of what I was doing, eating my wife's lovers' cum from
her pussy, as well as the psychological aspects of what this
represented. Kent had managed to convince Tess to let me do something I
had desired for a long time. But now it was in a fashion that took much
of the thrill and sexual intimacy of the act away from me. For her
though, it was good. Something about me willingly doing this, must have
made her feel relieved of guilt associated with her having sex with
another man besides her husband. She actually made that purring like
sound, that I had only heard when Kent fucked her. As I got to the point
where she was more or less clean, I heard Kent kiss her and then move
over to the edge of the bed next to her. I couldn't see anything, as my
face was still buried in her pussy, but his move worried me.
"Walter you've done really well. I told Tess all along that if you were
willing to eat the results of our fucking then you were truly accepting
of our having sex. That's one reason I wanted to let you see her come
from me fucking her. To realize how good she has it now and why she
needs to be allowed to have as much as she wants. But I also realize
that you deserve some release too. I know how hard it is for a guy, even
a small one like you, to go without busting a nut. It's been a few weeks
for you now and I'm sure you'd like to have one. Because you've been so
good to Tess and let her have real sex, I think you need yours too. So
I'll give you a choice. I'll have Tess unlock you now. Let you jerk off
before I lock you up again in your cage. To show us how much you want to
come. But if you do so, it will be with my cock head in your mouth.
Otherwise, I'll just have Tess put you back in your device as she lets
you out of the humbler. We'll decide later how long you'll have to wait
for another opportunity. If you want to come, move on over here, between
my legs, and take my cock in your mouth. What do you want to do?"
My immediate reaction was it so humiliating an idea. Especially coming
from a man who was now routinely fucking my wife. Who had forbade me
from doing so myself. I hated it. But I also was desperate to come. I'd
not gone this long without an orgasm since I was a young teen. I moved
slightly away from my wife, but still between her legs. I could feel my
face heat up, as I began to blush. I could also feel the slick coating
across my mouth, cheeks, and nose. A combination of her fluids and his
come. I mean would it be much worse to hold his cock in my mouth? I'd
literally eaten his come many times now and his taste was fresh in my
mouth. I hated to do it, as I felt it was an almost complete
capitulation to his control, but I slowly began to inch back, moving my
knees as far as my stretched balls would allow. Heading toward his legs.
I heard Tess giggle and she slid out of the bed, tousling my hair as she
did so.
"Here let me get your keys so it's easier."
She came back and unlocked my wrist cuffs. Falling forward on all fours,
it was immediately easier to move with less pull on my nuts. I moved
toward Kent, his legs spread wide open for me. I cringed as I looked at
his cock. It wasn't erect, but hanging down it was easily twice my erect
size. The glans itself was bulbous, wide but his shaft got even wider
the closer to his body you looked. How could Tess take that big thing
inside her? If she could, I imagined how stimulating it would be. But
how could I put that in my mouth? Tess then unlocked the humbler. My
balls and cock swung free, no longer strained. Without any restraints, I
get a surge of excitement in them. That accelerated when Tess stroked me
and lightly fondled my balls. I got as hard as I could. That felt so
good, it seemed like forever since I had that feeling. Still I was
inches from another mans' cock, a full size one.
"Go on put it in your mouth and then you can play with yourself to come,
okay honey? Kent's letting you have some relief, so take it."
Hearing my wife tell me to put a man's cock in my mouth was bad enough,
but her implication that he also could decide if I could come at all was
almost worse. But her hand felt so good. I quickly convinced myself that
it couldn't be any worse than licking his come from her pussy. As if
reading my mind, Tess reached for the shaft and held it up for me. I
opened up, and put the glans in my mouth. I closed my lips softly on it
so that it would stay there. Tess had stopped playing with me, and moved
to sit next to Kent again. So I used my own hand to stroke my cock. My
word that felt good. Even with this huge thing in my mouth. I obeyed his
command to suck it, but my focus was on my own cock. Tess leaned over to
kiss him and he squeezed one of her boobs. But I was reveling in the
sensations coming from my crotch. It felt so good. My eyes closed to
shut it all out, so that I would only feel my sexual desires.
But as I stroked myself, I also sucked his cock. It responded, like mine
had to Tess's touch. Growing in response to my attention, he got bigger
and filled my mouth, the shaft stretching my lips open. Still I
concentrated on my own pleasure. In doing so, I forgot almost about him.
Kent had slid closer to me, his movement pushing his cock head to the
back of my mouth. As I got closer and closer to my orgasm, I
inadvertently began to take more of him into me, sliding up and down the
shaft. Coordinating the stroke of my hand with the movement of my mouth
on him, it was an unconscious movement for me, but very noticeable and
pleasurable for him. Even a momentary gag reflex as his big glans hit
the back of my mouth didn't affect me. I was close and I as began to
come, my climax peaking and come squirting out, I also plunged my mouth
forward. The glans going into my throat as my body tensed, then turned
rigid, as I squirted and squirted. Finally as my desire melted away,
followed by my cock turning limp again, I opened my eyes. I could see
the two of them, my wife and her lover, staring at me. I then realized
how much of his cock I had swallowed. Far more than I would have
imagined possible, given his size, and certainly more than Tess had.
Kent chuckled and put a hand on the back of my head, holding me in
place. I was breathing through my nose, as his shaft filled my mouth and
his cock head was at the entrance of my throat. Realizing what I had
done, I tried to pull back, but he held me in place. Then he kissed my
wife, and finally let me go.
"What a pleasant surprise, Walter. I guess there is one good cocksucker
in your family, even if it isn't your wife. I really hate to leave now.
I know it's rude to fuck and run, but I've got to make my flight. I'll
text you later Tess. But first, Walter, you need to clean up your mess.
Why don't you lick it up? Tess go get a wash cloth so he can wipe his
little button off before you put him back in the cage? I want him secure
before I go out of town."
Tess giggled and kissed him again, before heading to the bathroom. I had
pulled my mouth off his cock and looked down, between my legs. A puddle,
small for sure, of come glistened there. I felt like a worm as I licked
it up, off the floor. With my sexual desire satiated, it was a horrible
chore. Made worse by comments from my wife. First asking if that had
felt good, and then thanking her lover for allowing it. She then had me
straighten up, wiped off my limp cock and balls before locking it all up
again. Kent was getting dressed. Tess walked him to the front door, nude
before giving him a big hug and long kiss goodbye. She also gave him my
keys back. I could tell she was going to miss him. I just hoped it was a
long trip.
After he left, Tess came back to our bedroom, beaming. She seemed so
happy at how it went. She wanted to take a nice shower, while I stripped
the soiled bed sheets and remade the bed. Since neither of us had eaten,
I ordered some Chinese delivery, before taking a quick shower myself.
The rest of the night I was in a funk, depressed by how completely Kent
had taken control. Both of my wife and me. Plus, my sexual desire had
been released so my submissive desire was muted which made all of this
harder to accept. I kept flashing back to the moment when I realized how
much of his cock I'd swallowed and the look on Tess's face. It was a mix
of surprise, delight, and a hint of disappointment. Seeing her husband
seemingly eagerly swallow her boyfriend's cock made a lasting impression
on her. I feared it changed her view of me from her masculine companion
to a more submissive, feminine one. Maybe I could change that while Kent
was out of town.
But any plans I had to reverse her new opinion of me vanished in the
next few days. Even absent, Kent was still very influential. First Tess
texted him frequently and they talked, usually an hour or so, every day.
I didn't intentionally eavesdrop, but I did overhear then talk about
that night several times. As an offshoot of that, Tess told me that Kent
really liked my shaved look around my cock. It made me look cleaner.
Softer too. So he wanted me to start shaving everywhere, all the time. I
protested, but Tess just told me, she kind of liked that idea too. So
with her help, I shaved. She showed me how to do my underarms, legs, and
other areas to get the closet shave and how to keep it soft with lotions
and avoid ingrown hairs. She also suggested I start using feminine
deodorants, scented body wash, shampoos, and facial moisturizers, so my
whole hygiene routine would be coordinated. She even suggested a floral
perfume as a replacement for my cologne, not the same as the one she
used, but close.
Next she told me the news that when he returned he wanted to spend the
night, or more accurately, the weekend at our house. Kent thought it
would be beneficial for him to fully claim the master bedroom as his. In
his previous cuckold relationship, the bed in the master room was
reserved for him and the wife. The cuckold was not allowed there. We
weren't quite ready for that stage yet, but he liked the idea of the two
of them sleeping together while it was made clear that I was not
allowed. So he gave me two options. Apparently from the moment Kent
learned of our living arrangement, how I did most of the household
chores, ran errands and cooked, he had this mental image of me. Me as a
feminized domestic, his maid. If I didn't agree to that, then I would be
kept kneeling, all night, in the humbler, as a way to show my respect
for him. The choice would be mine.
At first glance, I hated both options. The humbler was painful,
uncomfortable, and true to its name, a humbling experience. I could only
imagine how dreadful it would be to spend the night kneeling next to the
two of them sleeping in my bed. Further, I wasn't sure that a prolonged
lockup of my balls like that wouldn't produce some lasting physical
effects. But the idea of portraying a maid would be worse, far worse. I
knew that role would likely be imposed the entire time he was there, not
just at night. I suspected it would then be expanded to any time I was
at home. I knew Tess saw me as a certain kind of man now, not a sexually
successful one like Kent, but still a man. After all I was her provider.
But if I agreed to appear as a maid, how long would any masculine
characteristic remain? No, a night in the humbler was much better. She
had presented the choice on Sunday night. I was to tell them my choice
on Monday after work. So when I returned home that day, I was prepared.
But I found Tess all excited and eager to talk.
"Walter, honey, you won't believe what I found today. Four of the cutest
little outfits. I know you were supposed to choose, but I couldn't bear
the idea of you suffering all night like that. So I went online and
looked for a cute maid's dress. Of course, there were lots of slutty
bedroom styles. You know the kind, made for girls trying to sex it up
for men. But there were also other choices, less slutty and some for
hotels and such. I found two regular, everyday outfits, dress and apron
combinations that would be perfect for when you clean or do your chores.
One was a darling pastel, a baby blue pinstripe and the other was a
regular black. I also found some showier outfits, ones that would do for
serving occasions or just times when Kent would want you dressed but not
actually cleaning. Something sexy, but not as small as a nightie Again a
cute pastel and a regular black. So I ordered them. They'll be here on
Tuesday, in plenty of time to get you ready for when Kent comes to stay
this weekend. Isn't that great?"
I was stunned, shocked really. When I asked her about it, surprisingly,
Tess hated the idea of having me locked all night in the bondage device.
She was ok with me being put in it while they fucked, but she felt it
was too painful for longer periods. Tess also voiced the same concern I
had about permanent injury. She just couldn't bear that level of
discomfort. Besides, she told me, wearing a cute outfit was fun. She
loved new dresses and was sure I'd like it too. It would even be easy to
find accessories so I would not only look professional but cute too.
"I mean you already shave your legs, so I'm sure you'll look perfect in
some stockings and heels with your maid's dresses. It's not like you're
all muscular and bulky. A softer look would actually suit you. Besides
it's just in the house, mostly when Kent's here. Just relax and have fun
with it. But tell you what, if you try them on and we don't like how
they look, I'll send them back."
Somehow that assurance didn't help. I made dinner and we watched a few
shows on television, but I couldn't stop thinking about it. Sure I'd
proposed her meeting a man for sex. But it wasn't supposed to lead to
this. To me losing control like this. I mean, not only was someone else
fucking my wife, but now I wasn't allowed to. Or even allowed to come.
Plus I would soon be dressed as the maid in my own home. Maybe it wasn't
too late. I mean, Tess didn't have to keep seeing Kent. Another guy
would be like starting over. A reset. We could find one who wasn't so
demanding. We had just turned off the lights to go to sleep when I
brought it up.
"Tess, I was thinking. About our situation. I know Kent is good. I mean,
I can tell he pleases you and all. But maybe we shouldn't settle for
just one guy, you know. I'm sure they're lots of guys who could give you
great sex. If you're going to go outside our marriage to meet your
desires, which I understand, you should be able to try out different
ones, new experiences. I am okay with that. It would keep us from having
to make these tough choices that Kent insists on. How about you tell him
you want to cool it for a while and see if we can find another cute guy
for you?"
We were laying side by side, her behind me, facing the same direction,
but not touching. Then she moved closer to a spooning position. Tess
didn't answer right away, but as she moved closer, she ran her hand over
my leg, stroking the smooth skin. Then she felt my chest, sort of
cupping around my nipple, like a boy would a girl's breast. She lightly
kissed my neck and then whispered.
"Honey, I appreciate how honest you've been about this whole process.
How you've being willing to open up our marriage. Admitting you weren't
capable, physically, of pleasing me took a lot of courage. But it was
hard for me too. I mean, I dated a lot before we married, but I always
thought of myself as a one man woman, you know? I don't like the
uncertainty of meeting new men. Especially if it is for sex, with all
the diseases and uncertainties. With Kent, I've gotten all I need. One
of the first things he did was show me test results that proved he was
disease free and healthy. Otherwise I'd never let him take me without
protection. Then of course, he has the physical tools to please me and
is willing to allow you to participate. I saw how excited you were
watching us have sex. Plus I felt how eager you were to use your mouth
on me afterwards. That told me a lot. I'm beginning to really like that
part too. But seeing how you took him in your mouth, practically
inhaling that huge cock, told me that this would work for both of us. I
think you're just worried about our relationship. But don't. You're my
husband and I intend to keep it that way. I'm even looking forward to
seeing how you look in a cute uniform. To me, it's just part of the
process we started to find the right balance in our lives. So like I
said, relax and go with it. I'm sure it will be fine."
Tess kissed my cheek again, squeezed my boob area, and cuddled even
closer. I could tell she wasn't at all interested in moving away from
Kent. She even made it sound like she was the reluctant one to bring
someone in to our lives. That it was as much about me as her. Her
description of how it looked when I put his cock in my mouth took all
the steam out of my argument. To her, it seemed like a minor detail for
me to wear a maid outfit, to dress in women's things. So I couldn't find
a path in the argument that would lead to another outcome. So I
abandoned that effort, at least for the moment.
I made it through the day, but coming home on Tuesday night, I felt
nothing but dread. Tess had gone shopping, but wouldn't tell me what
she'd got. All I knew was it was coming to a head tonight. To make
matters worse, I'd regained my sexual desires, as I couldn't release
them while wearing the cage. So my resistance was weak too. As I came
in, Tess was sitting on the couch, beaming. I could tell she was excited
which made me worry even more.
"Finally! I thought you were going to stay at work all night. Come on,
let's go to the bedroom. I want you to strip off those clothes, I've got
a lot of wonderful surprises for you. Let's go."
Tess grabbed my hand, and pulled me to our bedroom. She wouldn't let me
look but stood in front of me while I undressed. Ever since she'd
required I shave my body, I'd been uncomfortable letting her see me
nude. Now I was on full display. She'd had me shave all over last night
so I would be ready. So standing there, undressed, I was embarrassed
enough to blush. But Tess didn't seem to notice, she was so eager for me
to try on the things she'd gotten for me.
"Now Walter, I know Kent had said just to wear a maid's dress. But I
couldn't see putting you in one without all the right accessories. It
wouldn't look nice. If you're wearing a dress then I want you to look
presentable which means dressing completely. I was able to find just the
right things for every outfit. So lets' try them on. We're going to
start with one of your working uniforms, one in pale blue. I found
matching accessories. I know all of this is new to you, so I'll show you
the proper way to get dressed. That way you'll be able to do this on
your own. Let's start with your panties."
Tess had picked up a pair from the bed and handed to me. They were a
light baby blue, sheer bikini style with white flowers embroidered
around the top. They were pretty and I would love to see them on her but
not me. Reluctantly I pulled them up my legs and fitted them at my
waist. They fit snuggly, sort of wedged in my butt cheeks and tight
around my cage. But Tess liked how they looked and handed me a matching
bra. She showed me how to put it on and as I got it in place, she held
up a small, flesh-colored pad in a sort of oval shape.
"Here put these into your cups. I sized your new bras with a B-cup and
knew you'd need some help filling them out. This should do just fine and
it is a soft silicone that will bounce and warm up like the real thing.
I figured any dress for a maid would be cut in anticipation of a bust,
so to make yours look nice you'd need one too."
As I slipped in the pads, I felt a renewed flush to my face. It got
worse when Tess lightly squeezed me through the cup, giggled, and told
me I felt totally real. I could tell she was enjoying this, unlike me.
The last piece of the lingerie ensemble was again in a blue with white
trim, a short half-slip. In some ways this made me feel better as it hid
my panty. After I got that around my waist, Tess opened a package of
hose, stretching it out, before she gave it to me.
"Walter these are pantyhose. I thought about stockings but for a work
outfit, these would be a better choice. Since they're new, they needed
to be stretched but in the future you can skip that before you put them
on. I'm not sure you've seen a woman put them on before, as I don't wear
hose often. So I'll give you some tips. Just be real gentle with them,
as they can snag or run easily. To put them on, run one arm into a leg
and slowly gather the material together. Then put your toes in the end
and work them up your leg, stretching as you go. Once you've got one leg
on around the knee, then start over with the other leg. Then you can
work them up your legs until they're all covered. The brief just fits
over your panty and under the slip. Now you try it."
I followed her instructions, being careful with the hose. I'd never
realized how delicate they were and understood why many women, including
my wife, preferred to go bare legged. But the feeling as I pulled them
up my leg was amazing. A sort of silky, stimulating sensation that was
almost inherently sexual. I managed to get them up my legs without an
issue and was arranging the panty part over my hips and up to my waist.
Tess had watched me intently and smiled as I got everything in place.
"Good job. I got you regular hose although there are control top
pantyhose too. They have a brief with stronger fabric that acts like
shapewear. I know some girls wear them when they are bloated from their
periods as a way to keep smooth lines. But since you don't have that
problem I stayed with regular style. Also some women use pantyhose
alone, but I was afraid your cage might catch and snag the nylon, so I
bought you panties too. Plus it just seems more hygienic to wear a
panty, even if it is something simple like the thongs I prefer. But now
that we have your underwear situated, let's try on your uniform. I think
you're really going to like it too."
I was beginning to feel silly, but the way Tess was embracing it and
projecting my acceptance of the look worried me more. I admit the feel
of the stockings was electric but I'd rather be rubbing them on her legs
not mine. But she was in go mode now and handed me the dress. I had to
admit it wasn't as bad as I expected. Not covered in lace or ruffles nor
overly girly. It was a simple dress, short perhaps, but not low cut or
anything. Simple collar, short sleeves with cuffs, buttons down the
tight bodice with a flared skirt. The only decorative touch was the
white scalloped trim on the cuff, collar, and hem. I unbuttoned the
center buttons and pulled it on over my head. As I tugged it into place
and redid the buttons, I could see it did fit. The top fit but wasn't
too tight for my small bust while the flared skirt hinted at wider hips,
giving me a feminine profile. Tess seemed pleased. She moved behind me
and tied a white half apron around my waist. Opening a shoe box on the
bed she gave me a pair of shoes. A similar blue shade, pumps with a low
heel and a small white bow on the toe. I took them and slipped them on.
She seemed almost ecstatic now.
"Oh my word, Walter you look even cuter than I'd hoped for. I thought
you might look okay in a dress and heels, since you are trim and your
legs are shapely. But this is much cuter. I hadn't thought about it, but
if we added a cute wig, maybe something short and curly, and a little
makeup you'd be a perfect maid. I love it. Now, isn't this much better
than being stuck on all fours in that horrible bondage thing? Do a
little walk, back and forth. I want to see how you do in heels. I went
for a two inch heel, something manageable since you've not worn them
before. I think they'll be just right for doing your work around the
house."
Tess waved me on, and I obeyed. Gingerly I went to the far wall,
avoiding the window and then back to where she sat on the edge of the
bed. She watched me intently and then indicated I was to do it again.
The heels felt a little awkward, unusual for sure, but not too hard to
manage really. When I came back the second time, she nodded her head.
"I think this outfit is definitely a keeper. I can see you doing all
your regular housework in this uniform. The only things I might change
later, would be to go for a slightly bigger bust and higher heels. I
think you'd have a more feminine profile that way. But this is fine for
now. I have a similar one in black and white. Since they're the same
size and style, I don't think you need to try it on now. I figured since
you do chores every day, or make dinner at least, you can alternate
between them. With a couple pair of panties and hose for each outfit,
you'll be fine for the week. You shouldn't have to wash your new bras
and slips but once a week. Honestly, I can't wait for Kent to get home
to see you. I'm pretty sure he'll find this is much better than locking
you away on your knees. Of course, you'll need some kind of night gown
for when he sleeps over. Still this is much better. But there's more. I
also ordered two fancier outfits, so you can have a nice uniform for
serving us dinner or in a more formal situation. So go on and undress,
and I'll get that one. I think you'll like it even more than your day
uniform, as it is prettier and sexy too."
I knew from the way she talked that I'd be in a uniform from now on. I'd
heard that tone and level of excitement before about something, and
recognized what it meant. As I worked my way out of the dress and
lingerie, I silently cursed that man, Kent. Why did he even give me a
choice? Wouldn't it have been better to have me on all fours, waiting
the night away, my balls and cock locked securely, while he fucked my
wife? I'd do that in a minute rather than know I'd be mincing around in
a dress, hose and heels serving him and doing my household chores. I
took off the bra and glanced at Tess to see if had to remove my panty.
She had laid out my new outfit on the bed and was holding a pair of
panties. A lacy white thong, stretched out between her hands. I
reluctantly slid off the blue ones I was wearing.
"Isn't this darling? I love thongs and think you'll love them too. It
may take a little while for you to get used to the feeling back there,
but they're just much sexier, especially this one. Here try it on."
I took the panty and looked at it closer. It was white with two small
black bows on either side of the front. But, it seemed to have a gap in
front and rather than cloth in back, there was a string of pearls. I
gingerly stepped into it. Pulling it up, I felt the strand slip between
my butt cheeks, wedged in. As I fitted the top around my waist, my
chastity device emerged in the gap in front, sort of on display. I heard
Tess giggle and realized she chose this style to highlight the fact that
I was caged. I figured, Tess would want me to put on the rest, so I
moved to the bed. I could see the bra was as similar style, white lace
with black bows on the straps and one between the cups. I put it on the
way she'd shown me before. Once I had it hooked and the straps over my
shoulders, I picked up the two breast pads I'd used in my blue bra. The
cups in this bra were much smaller, basically being only half the size
of the ones in the other bra. Plus it had built-in pads, sort of half-
pads in the bottom of each cup. So I put the pads on top of those.
Looking up, I could see her smiling, widely.
"Here let me help. This is a balconette bra designed to create a more
uplifted look. When you put your pads in the cup, you need to reach
under you boob and pull up. That will let whatever flesh is there settle
on top of the padding. Let me show you."
Tess came to me, and did as she described. Reaching inside my bra, she
sort of pulled up the small amount of muscle and fat centered on my
nipple. Doing that, she let the pads fill even more of the bra cup, so
even though it wasn't a lot, what there was of my boobs was now exposed
and highlighted. Tess did both cups and then stepped back. Smiling, she
seemed to like the result. I glanced at the mirror and saw a hint of
cleavage and what could be described as boobs. This seemed to be getting
worse by the minute.
Tess then handed me the next item, a garter belt also in white lace with
black bows. It was simple to put on, but it took a minute or two to
figure out how to use the garter tab, even with her help, to connect the
stockings. They were a sheer black with a white line detail at the top.
By now I was getting eager to put on the dress, hoping it would hide the
very feminine lingerie. But when I looked closer at it, I could see it
wouldn't hide much. The dress was short, black satin, with a rounded,
low cut neckline, and a short skirt, flared out by a mass of crinolines.
The hem and neckline were trimmed in white chiffon ruffles that extended
over the top straps and around the back of the dress. I unzipped the
back and stepped into it. It felt like I was putting on a cloud, as the
crinolines kept the skirt puffed out. Tess stepped behind me and zipped
up the dress. It molded tightly to my torso. The neckline hit me right
where my bra was, so my small cleavage and uplifted bust was visible.
The skirt only came down to the top of my thighs, and I could not only
see the top of my stockings and the white garters with the black bows at
the tab, but also my panty. That meant both my ass cheeks separated by
the pearls and my cage surrounded by lace would be visible too. It was
as if I weren't really wearing anything at all. I turned in shock to
look at Tess. But her expression told me as much as I needed to know.
"Oh honey that looks so cute on you. Sexy, submissive and super
feminine. It looks better on you than I had even hoped. I know its
revealing, but at least it's bigger than a nightgown. Let's put on your
heels and accessories. I have to see the whole ensemble."
The accessories turned out to be a leather choker collar, trimmed in
white and black chiffon ruffles with a metal ring in front, a matching
pair of cuffs with similar rings, and a small half-apron in white lace
with black bows. The heels were nothing practical like my other shoes.
They were black strappy sandals with at least a four inch heel. I felt
like I was tottering when I stood up and was sure I'd fall over when I
walked. But of course, Tess saw nothing but how cute I looked.
"Walter what an outfit, don't you just love it? I can't wait to see
Kent's reaction. Once we get you a wig and do your face, you'll be the
prettiest maid possible. I don't think he expects you to look this good
at all. Honestly, I didn't think you'd look so pretty either. I guess I
never really looked at your features to see your feminine potential.
Although I chose this option to keep you from being tortured all night
in that humbler thing, now that I see how cute you look, I can tell I'm
going to have you be my maid all the time. But don't worry, I'll save
this outfit for special occasions. In fact, one reason I chose this
style of panty, you know with the open crotch, was I figured we could
take off your little chastity device and lock you in the humbler without
even removing any of these sexy things. I think you'll look darling
kneeling by our bed dressed this way. But we can try that some other
time, right now I want you to get used to these heels. Tell you what,
why don't you get us some wine to celebrate. I want to see how my new
maid looks when she waits on me."
Tess's enthusiastic embracing of my new look floored me. There was a
certain innocence to her excitement, in a way that made me feel she
wasn't seeing me as a man, but more like a girl role playing. But I was
way too uncomfortable with the whole idea of wearing such feminine
clothes and looking like a maid.
"Tess, I know you like this idea, but it doesn't fit for me, you know? I
realize I do many of the household chores, as a way to make life easier
for you. I also realize you want to impress Kent by doing things he
suggests. But this is just too much. There is no reason for me to dress
like this. I feel it is making fun of me, unnecessarily. I know you
worry about Kent putting me in the humbler for the night, but I think
he'll see it's unnecessary once he stays a time or two. But if I wear
these things, maid dresses and such, if he sees me once, I'll never get
out. How about we return these things, and take the other option?"
I started out my argument forcefully, looking right at her and talking
in a firm, commanding voice. But as it went on, and I sensed her
reluctance and then disappointment, my resolve began to fade. By the
last few sentences, I felt it was a long shot. I wound up looking down
at my new heels, my hands fiddling with the hem of my skirt, rearranging
the crinolines below it, and almost whispering. When I finished, I
looked up at her, not sure what to expect. Tess had a dour look on her
face, but when we made eye contact, she sort of smiled. A slight upturn
of her mouth that was more of a smirk than a smile. She lightly shook
her head no, as if amused by my presentation.
"Oh Walter, you can be such a silly goose. I think it's pretty clear
that these new things suit you really well. I understand your reluctance
to admit you like them. That you feel you need to pretend you're
uncomfortable in them. But I saw it. The way you looked at yourself in
the mirror. Plus you put your bra and stockings on so easily the second
time. You obviously took to wearing them and paid attention to how to
put them on. I think these clothes are a natural for you. But I will
make a concession for you. I can see you were disappointed. In the size
of bra I chose for you. So tomorrow, I'll take them back and buy some
with bigger cups, so you can have a full bust. The kind of bust girls
dream about. I'm pretty sure that the sites that carry wigs, will also
have larger breast forms too. So, don't worry we can make it look the
way you desire. So now that's settled. Just go get me my wine."
I felt totally defeated. My protest had not only failed, but made things
worse. I reluctantly left and went to the kitchen. I poured two glasses
of wine and carried them to her on a small silver tray. Walking in the
higher heel was different, much more so than the two inch ones. But if I
paid attention to how I stepped and went slowly, I could manage. I was
able to bring the tray into her bedroom without spilling a drop of wine.
What was harder to adjust to, was the string of pearls that was wedged
in between my cheeks. I was reminded of its presence with every step.
But again, I managed. As I came in, I saw her face light up. Tess was
beaming. When she took her glass, she had the warm, confident smile that
was her normal look.
"I knew you could manage those heels. I swear you look like you've worn
them for years. If I didn't know how much walking and standing you do
when you clean my house, I'd take those lower heel pumps back.
Congratulations."
Tess held out her glass for me to touch with mine. She saw this as a
real improvement. I took a deep drink, as I needed something to deal
with my anxiety of how this was going to affect me. She seemed as eager
for the drink as I did and we soon emptied the glasses. Telling me she
wanted more, she sent me back to the kitchen for the bottle and snacks.
Working in the kitchen, in the heels and dress, I thought about how this
might be the way it was from now on. I tried to be positive, telling
myself, everything would be okay. When I returned, I filled her glass
and she told me to try on the last outfit. So I undressed while she
watched.
Then I got the last outfit out of her shopping bags. Like my other
uniforms, Tess had bought lingerie that matched the color of the dress.
But there was only a pink sheer thong and a pair of glistening white
stockings with a wide band at the top made of stretch lace. I was
surprised, but pleased there was no bra. Even though it was still a
thong, this panty was way more comfortable than the one with pearls. The
stay-up stockings were easier too, as there were not garters involved. I
felt comfortable in these, even though they were girl's things.
The dress on the other hand was very different. First of all, it was
strapless. The top was a corset style, with laces in back that needed to
be tightened. The front was satin, with underwire cups. The bottom of
the dress was like a ballet tutu, made of tulle net and projecting
outward even more than the first dress. I stepped into it and pulled it
into place. Turning my back to Tess, she tightened my laces, pulling on
them several times, as she worked the sides of the corset top closer
together. At one point, after a couple of adjustments, she had me slip
the silicone pads into the bra cups, like I had before, with my boobs on
top. Then she finished pulling the corset laces tight. It was tight,
making every breath shallower, but it wasn't too uncomfortable. The
outfit was completed with a pair of light pink high heel sling-back
pumps, a white half-apron with a matching hair band, and a set of white
and pink lace cuffs and collar that laced up to match the corset style
of the dress. Again, Tess had me model it for her and let me look at
myself in the mirror. This outfit was not what I'd consider a maid
dress, but the apron and head band sort of qualified it. In any case, it
was super feminine and embarrassing to wear. I could tell as I walked,
my ass cheeks and cage would be visible because of the sheer thong and
how short the skirt was. Also, the corset top gave me the same slight
cleavage as before. Tess nodded her head in approval and giggled a
little as I walked. After about 10 minutes, I asked if I could take it
off.
"Well, I'd really like you to wear it longer, but I guess you can. Just
take all your new things to the spare bedroom. You can put your lingerie
and hose on the shelf in the closet and hang the rest up. Just put those
bras back in a shopping bag, because I'm definitely exchanging them for
a bigger size. By keeping your uniforms in the spare room, you'll be
able to get dressed in the morning without waking me. Or Kent."
Tess chuckled at the last part and finished her wine. Later after I had
put everything away, I made us some soup and sandwiches for dinner. We
spent the rest of the evening snuggled in bed, making me gripe silently
about the chastity device. In the past, times like these, might lead to
love-making or at least her masturbating me. Now all it did was make me
hornier. Still I was able to fall asleep that night.
The next two days we were sort of back on schedule, doing our regular
routine. Tess had decided to postpone my maid uniform requirements until
she got my new bra sizes as well as a wig she ordered online. So when I
came home on Thursday, I knew this was the start of a new way. Sitting
on the kitchen table was a wig head, complete with a short curly wig in
a light brown, a perfect match for my own hair color. Next to it on the
table were a makeup mirror, some makeup, just a few things, mascara, eye
shadow, lipstick and some blush, along with a few brushes and sponges.
All in tones that suited my pale skin rather than Tess's golden tan.
Hearing me come in, Tess called out to me from the sunroom.
"Walter go take a shower and shave. Then dress in the light blue work
uniform. When you're ready come back to the kitchen and I'll fit you in
the wig and give you some makeup tips. Now hurry up, I don't want to
wait too long for dinner."
I went to our bathroom, undressed and took a quick shower. I shaved my
face as well as touched up my underarms and legs to be sure they were
smooth. Wrapped in a towel, I went to the spare room. I was surprised
when I opened the closet. Tess had gotten a small chest, with four
drawers. The top one contained my new bras, all with C-cups. My small
silicone pads were there too, along with my new breast forms. They
looked huge in the box. Reluctantly, I put on the light blue bra and
slid the huge forms into the cups. I couldn't get over how far they
stuck out and how heavy they felt. The forms did look realistic, lightly
bouncing as I moved with the erect nipple making a bump in the bra
fabric. The next drawer had my panties and slips, while the third drawer
was full of hosiery and my garter belts. I put on the matching set, so I
was ready for the dress and shoes. Slipping on the dress, I immediately
noticed how much tighter it fit across my chest. Well, I guess my bust
since I was wearing a bra. I did notice how much more comfortable the
lower high heels felt. Trying off my apron, I headed to the kitchen, so
Tess could complete my makeover.
Tess heard my heels on the wood floor of the hall and watched me walk
into the kitchen. A big smile crossed her face which brought a slight
blush to mine. Even though it was just the two of us, being dressed like
a maid was embarrassing. Especially since she'd switched out my bra
size. Unlike before, when I walked now, there was a slight, but constant
bounce to my boobs which was noticeable to me.
"Well that didn't take long. You must have been eager to try out your
new look. I have to say, I think it is a big improvement. Larger breasts
suit your frame better. Sit down here and we'll get you finished."
I came closer and sat down on the chair next to Tess. She immediately
shook her head no and waved me back up.
"Not like that Walter. When girls sit down, while wearing a dress or
skirt, they have to smooth out the back, with their hands. Otherwise
you'll get wrinkles in it. I'm sure you've noticed that. Now try it
again."
I stood up and moved back a few paces. This time when I came to the
chair, I used my hands to lightly smooth and stretch out the back of my
dress as I sat. I must have done okay, because the smile returned to
Tess's face.
"Much better. I know this is all new to you, so I'll try to help you
learn how to do things like a woman does. Like putting on your makeup.
I've only laid out a few things now, and will teach you how to use each
one. Then as we go along, I'll show you one or two more each day. It
won't take long before it will be second nature to you. I've got eye
shadow, mascara, blush and lipstick now. But I also bought you
foundation, powder, eye liner, eyebrow powder, and false lashes, in
several styles and colors. It will seem like a lot at first but you'll
get the hang of it, I'm sure. I know you'll want to look your best when
Kent is here. Let's start with your eyes. Because you've got a blue
dress on, we'll use your blue metallic eye shadow. I'll do one lid and
let you try the next. Just watch carefully."
Tess took the shadow, using a small brush and gently applied it to the
lid of my left eye. While she put it on, she talked about layering and
blending. Telling me, that eventually I'd not only put some color on the
eyelid, but also use complementary colors on the crease, under my brow,
and in the corners of my eyes to create subtle shading and emphasis. She
also mentioned that I would need to shape my brows a little too, as they
would look better being thinner with more arch. But that would come
later. Now I followed her lead and put shadow on my other lid. A bit
awkwardly, but well enough that we didn't have to wipe it off and start
over. She did the same thing, showing me how to do it and explaining the
process, with the mascara, blush and lipstick. For the lipstick, she put
it on, then removed it, so I could do it on my own. The first time I
smudged it too much and had to start over. But the second time, it
looked okay. Tess was proud of me and told me all I needed now was the
wig. Taking it off the stand, she showed me how to pull it on my head,
being careful to adjust it evenly and then once it was on, to fluff out
the curls.
The feeling was a little odd, like wearing a tight stocking cap. But one
look at the mirror and I immediately felt a rush of emotions. First
shock, then embarrassment, and finally a sense of dread. Before when I
was wearing girl's things, even fully dressed in the maid outfits, I
still looked like a man. Perhaps a brow beaten one, being forced to
embarrass himself. But still male. The image I saw now had little trace
of any masculinity. Sure my face wasn't overly feminine, but with makeup
and curly hair styled like a woman, I had little connection to my former
self. Especially knowing how I was dressed. I glanced at Tess, seeing
what I feared. She seemed excited, almost thrilled at my new look. Which
made me worry more. I knew there was now no contest between me and Kent.
I was absolutely the maid and he was the man. I had hopes before, that
even if he was the better lover, that my role as the provider and her
husband, would keep my masculine role in her life alive. Now that hope
was gone. There was no way, she could look at me other than her domestic
servant a feminine one. I wanted to rip off the wig and wipe off my
face. To try to reclaim my male status. But her look told me I was
trapped, maybe for a long time.
"Oh honey, that's perfect. You look adorable. I can't wait for Kent to
see the new you. He was certain, based on all you did for me, that you'd
be suited for the role of maid. I didn't see it then, but now, it does
seem to fit. I would have never imagined you like this. Suddenly, I'm
really looking forward to having my own personal maid. Tell you what,
why don't you take all these things and put them with your uniforms.
Then you can make me my favorite cocktail and serve it to me in the
sunroom. Now that I see what Kent had in mind for you, I want to help
you embrace your new role as quickly as possible. That way when he comes
to stay for the weekend, you'll be adjusted to waiting on us and obeying
orders. I know you'd do what I wanted anyway, but somehow it will be
best for us to establish a more formal servant - boss identity. As part
of that, I want you to pick a new name, more suitable for your cute new
appearance. I want to keep Walter as my husband, not my maid. So start
thinking of a pretty name we can use for your new look. I've got a few
ideas myself, but I want you to feel connected to the servant girl who
will be in my house from now on."
I watched her leave and then gathered my new things. I went upstairs to
the small guest bedroom and put the makeup, mirror and wig stand on the
small table by the window. When we set up the house, Tess had wanted to
use the other large room downstairs for a guest bedroom. But I had
insisted I needed it for a study, a sort of personal man's space. As
such it was decorated to my male tastes. Structurally it made more sense
as a guest room, as it had a nice closet and attached bath. Tess had
reluctantly decorated this room for visitors, mostly her sister, but was
never accepting of my choice. Because of the room size, she could only
put in a simple single bed, a table, and a small armchair. The only room
for a dresser was in the closet. Even with limited furniture, the room
seemed crowded. She had done her best to decorate it well, but chose a
neutral scheme, with plain bed linens, simple curtains, and maple
furniture.
As I put my things away, I had a bad premonition. This would soon be my
room. She'd already called it that and I was sure once Kent slept in our
bed, I would no longer be allowed in it, even to sleep. Plus with me in
a servants' role, Tess would exert her control by redoing my study into
the grand guest room she had always wanted. It was with a sinking
feeling, that I closed the door and went back downstairs. To serve the
Lady of the house her evening drink.
The rest of the evening, followed that pattern. Tess told me she wanted
to be served dinner in the dining room. I was to use the china, crystal
glasses, and silverware we normally reserved for holidays or special
occasions. It was evident that she was preparing me for a new way. I
brought her dinner to her, waited on her while she ate, and refilled her
wine glass as needed. I had to wait to eat my meal until she was done
and then it was to be eaten in the kitchen. But she made it clear that I
was to be quick about it, as she wanted me available to wait on her. So
I grabbed a few bites while I cleaned up. Although Tess loved to use the
fancier table settings, I hated it. Because it all had to be hand
washed, and the silver required polishing regularly. If she was going to
require me to use it all the time, it would mean much more work for me.
So the only way to do that was just eat my meal from the pans rather
than plate it up. But I got done quickly, and checked in with her to see
if she had any needs.
Tess was in the living room, half watching a show and chatting on the
phone. I quickly determined she was talking with Kent. Before now, she'd
not talk openly in front of me with him. With my new appearance and a
confirmation of my role as the maid, she felt relieved of any pretense
of hiding her interactions with her lover. In fact, I think she wanted
me to hear their conversation as a way of cementing this new
arrangement. She asked me to kneel down and massage her feet for her
while she talked. By the end of her call, I knew that Kent understood
the new dynamic in our home, or rather her home. She gushed over how
eager I'd been to wear my new uniforms, how quickly I had learned to do
my makeup, and how 'naturally suited' (her words) I seemed for my
servant's role. She praised how I had served her dinner in an efficient
and quiet manner. Plus she confided in him, that I seemed relieved to be
freed from pretending to be a controlling, masculine presence when I was
actually instinctively submissive with a feminine aura. I had to kneel
there listening and cringing at her descriptions of me. The clinching
moment occurred near the end of their conversation, when she paused for
a moment, as if suddenly remembering something. Looking at me, but still
holding the phone so that Kent could hear, she told me that I needed to
move my nightgowns from her room into mine. That the bottom drawer of my
dresser was left open for them. I should also transfer some of my work
clothes from her closet. That way, I could get up and get dressed
without disturbing anyone in her bedroom during the mornings.
I rose from my knees, straightened my dress, and started toward the
bedroom. I could hear her laugh as I left. Kent had obviously said
something to amuse her. But my thoughts were more on how quickly Tess
had embraced my role as the maid. Although Kent had suggested it, she
seemed to really eager for me to fulfill that position. I know I'd done
most of the housework, errands, cooking, and laundry recently. But that
had been as her partner and spouse. Now she assigned me those chores as
her domestic, not her equal. I had begun the process of her needing a
lover, someone to meet her sexual desires since I could not. To make the
change I had, from husband to maid, was not something I ever considered
part of the process. It was not necessary for me to be in this role, a
feminized servant, for her to reach sexual pleasure. But she had seized
on an off-hand comment from her lover to push me into this submissive
and for me, humiliating position.
Perhaps our time as married partners was over. Would I be better off, if
we separated? Divorced? I mean, I still loved Tess and it was hard to
think about living without her. But could I live like this? All of these
thoughts ran through my mind as I moved the last of my dress clothes,
suit, pants, shirts, ties, and leather shoes from her closet to the
small one in the guest room. Hanging next to my maid uniforms, I was now
prepared to get dressed for work or to be her servant, without
disturbing her. The Lady of the House. Or even more, to wake her and her
lover. Seeing my clothes mixed like this, female and male, triggered my
thoughts again to whether our marriage was over. I was so lost in my
thoughts, that I missed her calling me name for a moment. Then I heard
her and went downstairs, my mind still troubled. But not wanting to be
lax, I hurried as much as I could in my heels.
Tess was still on the couch, but wasn't talking on the phone any longer.
She was smiling, the sweet intoxicating smile that had drawn me to her
in the first place. God, she was lovely. As I approached I worried that
I looked unkempt from rushing, so I tugged on my hem, adjusted my apron,
and licked my lips. I wasn't sure what she wanted, but I moved in front
of her to serve.
"Did you get everything rearranged? I know that all of this comes as a
surprise, probably more of a shock. But I think it will make things much
smoother in the end. I can't tell you how much your cooperation means to
me. I know you love me more than anything, and although he's super sexy
and a great lover, Kent will never mean as much to me as you do. I hope
you know that. I married you for a reason, a much more important one
than sex, support, or security. You touched my heart in a way, no man
ever did or has since. I'll always be yours and hope you'll always be
mine. It's just that we need to try out this new arrangement to see if
it works for us. I honestly think once you adjust to your new role,
you'll see it is for the best. I will still need your closeness and
love, so don't worry about that. In fact, when you were massaging my
feet earlier, I couldn't help but want more. I never really liked it
before, but now I seem to crave your touch. Down there. With your pretty
lips. You are such a soft kisser, sensual in every way. I should have
known I'd get where I crave it. So why don't we do this? I'm going to go
to my bedroom and get ready. You slip into a nightie, and come see me. I
want to feed you my pussy and let you taste me for a while. I need to
orgasm and I want it from you. Does that sound good?"
I felt a surge, a surge of lust that surprised me. I had dreamed of Tess
wanting me to go down on her and now she seemed to have realized how
nice it could be. I nodded my agreement and she got up and left. I
followed shortly after, having shut the kitchen down for the night and
made sure the doors were locked. I went to my room to get ready. I hated
thinking of it that way, as Tess hadn't told me that I would be sleeping
there from now on. But with my clothes there, it was hard not to think
that. I quickly undressed and faced my first decision. Tess had told me
to put on a nightgown. But she had also told me earlier when I was
trying on my new outfits that she wanted me to always be in heels at
home and never to be around her without my enhanced bust. So,
reluctantly I put on a short lace nightgown with a built-in underwire
bra top. The forms filled the cups and I put on my four inch black heels
to match. I went downstairs to our, or her bedroom. Suddenly, I felt
like a stranger. An interloper here. So I stopped at the door and
lightly knocked. I heard her giggle and then softly say come in.
I opened the door and was stunned. So much so, that I let an audible
gasp. Tess was nude, legs spread open, one finger playing with her clit.
The other hand was wrapped around a breast, teasing and pulling on her
nipple. Her pussy was lightly gleaming, coated with moisture. She looked
so sexy, so desirable, and so hot that I immediately felt my cock try to
get hard in the tiny chastity device. It was a wanton look she'd never
shown me before. She licked her lips and removed her hand from her
breast to point at the floor next to her bed. Where I had knelt before
when Kent fucked her. I hurried to my spot and got on my knees. Smiling
she moved over to the edge of the bed, swinging one leg over my head so
I was close to her pussy, legs on either side of me. I could smell her
excitement almost as strongly as I could feel my own squeezed in the
cage.
I closed my eyes and started kissing her thighs, slowly working toward
her pussy. Alternating between each one, I inched forward until I was
kissing and then licking her outer folds. Her labia were swollen with
excitement and warm to the touch. Her taste was much different than
after being with Kent, sweeter, more enticing. I was entranced, knowing
all her attention was on me and how I was pleasing her. I ate my way
into the heart of her pussy, licking and sucking her clit, pushing my
tongue into her, or gently lapping the length of her slit. Her moans
told me she wanted it. But unlike before, this time she whispered
commands on what to do. Suck her clit, flick it with my tongue, slowly
slide my lips along her outer labia, sucking as I moved, plunging my
tongue, stiff as I could make it, in and out of her vagina, and to just
plant my whole face in her folds, lapping her clit with my tongue. Being
commanded like that, kept my cock as hard as the cage would allow. It
also brought her to a rapid orgasm. When she began to come, she held my
head in place with one hand, squeezed me with her thighs, and rubbed her
pussy roughly against my face. Her moans and squeals were revealing and
as she shuddered and then slowly relaxed, I realized something. This was
the first time I'd ever made her climax. All of my previous lovemaking,
with my cock, had never produced this kind of reaction. The actions she
shown were clearly faked, to assuage my pride. Sensing she was done, I
began to move away. But Tess crossed her legs, at the ankle, behind my
head, and pulled me closer again with her hand. Followed by a simple
command, more.
I spent the next thirty minutes or so, licking, kissing, sucking and
using my tongue, lips, mouth, and face to give her two more orgasms.
Each one was stronger than the one before. After the second one, she
stopped giving me commands, as I knew what she wanted at each stage of
her sexual build-up. Knowing I'd satisfied her sexual needs, made me
feel so close to her. Closer than ever. It came at a cost, as my knees
hurt from kneeling, and my mouth, tongue and even face was tired and a
little sore from her rubbing. This time when I started to move back,
onto my heels and off my knees she let me go. Looking down at me,
smiling, sleepily, and satisfied, and then crawled back onto the bed.
Then she slightly giggled.
"Oh sweetie that was so good. I'm so happy that I followed Kent's
instructions to let you please me that way. You're really good at it.
But your face is a mess. Maybe I should get you lip stain instead of
lipstick and some waterproof makeup. What I really need now is a cool
glass of water and then some sleep. Bring me one from the kitchen and
then you can go to bed. Be sure to clean your face before you go to
sleep. Also, don't bother waking me up for breakfast tomorrow, you can
just go to work. When you come home, you'll change into your uniform of
course, so why don't you wear panties and hose under your boy clothes. I
think from now on, it will be best if you wear only girl's lingerie at
all times."
Tess waved me away to get her drink. I wobbled out of the room, my gait
unsteady from kneeling so long and still unsteady in the higher heels.
But I brought her water back, she gave me a good night kiss on the top
of my head and then I left. I went upstairs to my new bedroom, stopping
by the small bathroom in the hall to clean my face, pee and brush my
teeth. Looking in the mirror, I felt so torn. Proud that I'd given her
such sexual pleasure, but embarrassed at how I had to do it and how I
looked too. But I was as tired as Tess was, so even sleeping alone, I
fell asleep quickly.
The rest of the day I felt totally different. Maybe it was from the
panty wedge between my cheeks or the silky feel of the pantyhose under
my slacks, but something was definitely different. I didn't even protest
when my secretary chastised me for my poor handwriting and, in jest,
told me she'd have to make me practice writing my name, in pretty,
swoopy style letters. At home, I went straight to my room and changed
into my black uniform and accessories, did my makeup, painfully slow,
and fitted my wig. It still seemed unreal to check my image in the small
wall mirror of my room before going downstairs again. Tess hadn't told
me to get dressed first, before even saying hello, it just seemed proper
somehow. When I saw her, sitting in the sunroom, reading a romance
novel, her smile told me I'd made the right choice.
"Oh there you are. I heard your car come in. But I like that you were
eager to assume your new identity. Your face looks good. I'll show you
how to use some foundation and outline your eye brows after dinner. I
think you'll feel better if you have a more complete look when Kent
comes this weekend. I have to admit, all your attention last night, only
made me more eager for his visit. I loved how you pleased me, doing as I
said, but I did miss the wonderful feeling of his massive cock. I bet
you're excited too. I'm sure you want to show him your new look, maybe
he'll even let you out of your little cage. I realized he was right
about making you wear it, though. I would have easily let you put your
bud into my pussy last night, after I came. Even though I've gotten to
enjoy you pleasing me down there with your lovely kisses and obedient
tongue, it really amped up my desire for something hard inside me. I'd
have been satisfied with your little boy, but now I know he'll be back
soon enough so I can have man's cock instead.
But enough about last night, bring me a glass of wine. I want to read a
bit more, so plan on having my dinner ready at seven. Just keep yourself
busy with chores, if need be until then. I want you to serve me in the
formal dining room again. I think it will be the standard from now on,
certainly when Kent is here. I understand the value of putting some
distance between the Lady of the house and her maid. So I want you to
accept that too. That brings me to something I've been thinking about. I
noticed in my novels, that the ladies all have personal maids with
pretty, often traditional female names. I like your name, Walter, but
that is my husband's name. It is hard for me to use it now, when you're
standing there, in heels, hose, and a tidy dress. I mentioned this the
other day, but got so lost when you put your head between my thighs, we
forgot to pick one. So why don't we come up with a proper maid's name
for you tonight, huh? Something to use when you serve me. I'll still use
Walter, if we're out somewhere, or if I call you at the office. But I
want you to have a pretty name that fits your new image and role. Think
about it while you do your chores and we can choose one later."
Tess didn't wait for an answer, but looked back down at her book, in
effect dismissing me. That brief conversation hurt, in so many ways and
at different levels. Hearing that she would have allowed me to fuck her
last night was the worst. Followed closely by her description of my
penis and acknowledgment that her lover was right to lock me up. But the
one that lingered longest was the idea of choosing another name to use
for me. A 'proper maid's name'. She had mentioned it before, but when
she didn't follow up, I hoped it was forgotten. Just the idea that Tess
needed another name for me confirmed one of my greatest fears. That she
would begin to see me as someone else, not her husband, but an actual
maid. I tried to shake the thought from my head that my image as a man
was fading in her memory. Doing my chores, did help, as did preparing
dinner and setting the table for her. It was a bit ironic, because when
we first married, Tess insisted we buy all these elaborate serving
dishes, silverware, and table linens. She was adamant that as a married
couple we needed all of it, for the dinners, parties, and formal
occasions we would be hosting. We had used them, rarely, but now they
were going to get regular use. In preparation for dinners with her lover
as the guest.
Actually serving her reinforced my new station. She only spoke to me
when telling me to do something or asking about the meal. Tess told me
several times how she wanted me to serve. Approach from the left side,
stand up straight, don't lean in while putting the plate down or
refreshing a drink, bend at the knees so your torso remains upright,
answer with a yes mam, or sir to any inquiry or order, and don't speak
unless it was to ask if she wanted more of a dish. My role was to be
present but not intrusive. Tess was full of requirements. So many, I
wondered if she'd researched it. But afterwards, as she stood up to
leave the table, I felt good because she complimented both my meal and
my service. Her smile when she told me that I was turning out to be a
much better maid than she had ever imagined I could be, sealed the deal
for me.
I rationalized much of what she wanted as something I already had done
for her for years. All the chores, cooking, errands, I'd taken on as her
husband. I had done those out of love for her and wanting to make her
life better and easier. These new requirements, how to serve, my
feminized appearance, and even having to move into another bedroom,
weren't that much more of a change. I told myself that so it would seem
okay. I mean I wanted to be mad or hurt by these new requirements, but
somehow it only seemed like I was moving further along in a process. I
knew I'd been willing to let her have sex with other men. She'd been
reluctant, but I convinced her that it would be best, for both of us.
Now that she was embracing that process, and perhaps pushing it along in
ways I hadn't anticipated, it wouldn't be right to complain. I should at
least be willing to try it and see. Inside, I told myself that it would
all be temporary and I'd be able to go back to how it was before, after
she adjusted. So, despite having reservations, I obeyed. The only thing
I couldn't seem to do, was find what I wanted her to call me.
Tess had left for the living room, leaving me to clean up. When I
finished, including polishing the silverware, as I knew it would need
it, I sought her out. She hadn't told me to do that. I just figured, I
needed to see if there was something she wanted, or needed, before I
began my other chores. Usually on a Friday night, I'd relax knowing I'd
be working most of the weekend doing my domestic chores. Tonight I
wanted to get some started, as I knew Kent would be here on Saturday,
arriving late afternoon or early evening, so I'd prefer to have most of
my chores done by then. I also hoped, that perhaps last night would have
been good enough for Tess, that she'd want a repeat. That my pleasuring
her might reduce her desire for other men. I knew it was unlikely, but
hoped it was possible. When I got there, I could see she was texting, a
smile on her face, as she read and then responded. I stood there, just
inside the door, at the edge of her vision. I could tell she knew I was
there, but was content to have me wait. Before I would have thought that
rude, or interrupted her, as being there in person was more important
than any electronic connection. Now, though, I realized my role was to
support and serve. If she deemed her texting a bigger priority, then I
would just have to stand and wait. Finally after at least ten minutes,
Tess looked up, clearly in a good mood.
"Good news. Kent's finished his work and will be back in town tomorrow.
He said he has a few things to do, but plans on coming over for a late
dinner. He accepted my offer to spend the night and he's bringing enough
clothes so he can stay Sunday night too. He'll leave from here for his
office on Monday morning. I told him we were both excited to have him
stay with us and that you were very eager to show him how you've
accepted your new position. I'm excited that he'll be coming over
tomorrow, but in a way I wish we had a few more days together, just you
and I. If had I had a little more time to train you, and help you learn,
then you'd be a much better servant. Plus you need to practice your
makeup skills. I know you want me to be proud of you, but we can make it
work. First though, we need to select a new name. Did you come up with
any suggestions?"
I suddenly felt like a failure. I had hoped, somehow, her lover might
not make it. Hearing the excitement in her voice was like being hit with
the cold water of reality. I would have to endure more of them being
together in front of me, my wife and her lover. With me dressed, fully
now, as her servant. Worse yet, I had failed at selecting a name. I
glanced at her briefly, but couldn't look her in the eye for long and
focused my gaze on my hands, folded in front of me on top of my apron.
"Umm, no Tess. I was unable to think of something appropriate. I'm
sorry."
"Well that's okay. I mean, I guess I should really choose anyway. I
texted Kent and he had a wonderful suggestion. He said I should choose a
name from my past. A girl who had been mean to me, or a rival, or a
competitor. By naming you after someone who had caused me grief, it
would make it easier to ask you to do things that might be unpleasant
and keep you in your proper role. It only took me a few seconds to think
of a name that way. When I was in middle school, there was a girl who
seemed to have it out for me. Her family had money, she was cute, and
quite buxom for her age. She got any boy she wanted, and seemed to
delight in flirting with any boy I seemed interested in. She beat me out
for the last cheerleader spot, took the lead I wanted in our class play,
was able to wear the latest fashions without repeating them every week,
and generally got anything I was remotely interested in. I always felt
frustrated by her. Now, she'll be my maid, at least in name. Also, when
I texted her name to Kent he thought it was very appropriate for you. So
from now on, you'll be Willow. He told me it was actually a type of
tree. One that was thin and very flexible, with small delicate leaves.
It bent easily in the wind, not being big or strong enough to stand up
to pressure but survived by submitting. He told me it was perfect. So,
Willow, I want you to go upstairs, remove your makeup and then bring all
your cosmetics and supplies down here. I'm going to show you how to use
all of it to make yourself even more presentable as a girl. I want you
to be the best maid you can be, to be pretty for me and Kent."
I smiled and left, trying not to cry. I had hoped, absurdly I know, if I
didn't pick a name, Tess might relent and continue to use my real name,
my male name. Now I knew she was serious about it. I could also sense
that Kent was really invested in her, in making her like him more, maybe
even love him. His suggestion that she tag me with a name that Tess
associated with dislike was brilliant. She saw it only as a way to get a
symbolic measure of revenge against a childhood rival. Kent realized
that if she called me her rival's name that some of the angst created
earlier would seep into our relationship. That Tess would not only be
less resistant to telling me to do things for her, but would relish it.
Things she would have hesitated at asking me to do, because they were
unpleasant, or humiliating, or perhaps even painful. I couldn't be sure
that Kent wanted anything long-term with Tess, but it was clear he
wanted no obstacles from me while he decided. Actually, he seemed to
enjoy putting me in a submissive, obedient place as much as he enjoyed
having Tess. For him, this was all a win-win. I tried to bury these
worries as I did as I was told. Reappearing quickly in front of Tess, my
face bare and clean, and carrying a tray with all the beauty supplies
she gotten for me.
The next two hours were a mix of her showing me something, me trying it,
me removing it, and then going over it again. I was instructed on the
use of foundation and powder to get a smooth, almost flawless
complexion. How to use a pencil and powder to create a more feminine
brow. She also plucked a few 'stray' hairs, creating a thinner line with
a touch of arch. I wanted to protest, but by then she was firmly
committed. She showed me the techniques for using several eye shadows,
eye liner, and false lashes to create a more intricate look for my eyes
that both made them look bigger and infinitely more feminine. The same
with lipsticks, lip liner, and gloss. The final effort, where I had to
use all the new things she showed me actually turned out well. She was
very pleased at my new look and I had to admit it was much more feminine
appearing, if obviously more artificial than using just lipstick, blush
and a few eye products. That attempt also took a full 45 minutes. When
she concluded by telling me she wanted me to look that way whenever I
served her or Kent, I knew it would mean a lot of headaches. Weekends
wouldn't be an issue, but she told me I was to be pretty for her when I
served her, and by implication her lover, coffee and breakfast. That
meant getting up an hour earlier to do my face and get dressed, plus
more delay because I'd have to remove it before I could leave for work.
I was already concerned about Kent staying over on Monday, because I
needed to be at work early. This was going to make it all worse. I had
to speak up.
"Tess I agree that I should look nice when I serve you, but can't I just
wear my uniform in the mornings? If I apply makeup, it will take longer
to do and to remove. That will make me late for work. I may be the maid
at home, but I still need to be a man at work. I can't really come in
late every day and not have problems. Income from my job is vital for
us. Will you reconsider?"
"Now Willow, I expect you to do as I ask, not complain. Do you want me
to shop for a few skirts for you? Something to match your blazers or
suits, so you can just change from your dress to a nice women's suit for
work? That would make your transition from maid to worker really quick.
Surely there are women who do your kind of work. Didn't you tell me
almost all of your customers work with you over the phone? How would
they know if you were in a pretty skirt, pantyhose and heels or that you
had sexy red lips and long lashes when you helped them? I think it would
be really cute. A sexy office girl."
Tess had started giggling as soon as she answered, so I knew or at least
hoped she was teasing me. I mean truthfully, almost all of my work was
by phone or online. But my office was in a building with other
businesses, so I'd have to walk past people who'd known me for years.
Plus once in a while, a customer would want to meet face to face to
review their files or a new one would come it. I don't think that would
go well, if I went from being dressed like a Walter to looking like a
Willow. Then there was Anette, the secretarial help who served me and
several businesses in the building. I didn't necessarily work with her
every day, but at least once a week, we'd get together and she brought
me mail or packages. I couldn't imagine her reaction to something like
that. Finally, I had taken some consolation in knowing that most of my
day I was still a man. An independent, in control man rather than a
female servant. I don't think I'd have the same overall demeanor if I
lost that pressure release and had to appear feminine at all times.
Because for me, being feminine also meant being submissive, which I know
isn't absolute, but for me they were firmly associated. Finally, Tess
stopped giggling.
"Well think about it. I do believe it would make your life easier. But
for now, how about you program your office phones to your cell phone.
That way you can take calls in the morning before you get to your
office. I will also relent, and allow you to just use some mascara,
blush and lipstick in the mornings when Kent hasn't spent the night,
okay? But if I allow that, then I want you to begin to run some of your
errands as Willow. There is no reason that you can't look as presentable
as possible on the weekends. That way you can move seamlessly between
doing your chores, and running errands, without wasting time changing
back and forth. Honestly, although this was Kent's idea, the more I see
you dressed like a proper maid, the more I like seeing you like this.
Somehow it fits your personality better and makes it easier for me to
treat you like my maid. So that's my offer, you can go lighter on makeup
during the week, if you're all Willow on the weekends."
I reluctantly agreed, already dreading my first foray as a woman. Tess
seemed pleased, both at how I looked with full makeup and the fact that
I was in her view acclimating to a more feminine role, a more natural
role. It was clear to me that if I looked like a maid more often,
particularly if I was fully feminized with a girl's name, then she was
much more comfortable treating me like one. It was almost like makeup,
wig, and female clothes erased the presence of her male husband. I took
my cosmetics and supplies back to my room and even though it was late,
began doing some chores. Tess seemed to want to watch me more now, even
interjecting on how I was doing something to tell me what she'd prefer.
I noticed I quickly she became comfortable using Willow as my name. The
first few times she said it, there was some hesitation. Now it came to
her lips, naturally, as I looked appropriate for the name, while Walter
didn't match. By the time she went to bed, it seemed her mind was
totally fine with having her house only be occupied by her and her
obedient maid. I stayed up another two hours, later than usual to
complete a few chores.
I knew I'd be up early the next day, both because I had a lot to do
before her lover arrived, and because I dreaded putting on all that
makeup by myself. Plus the worst thing that faced me now, was not having
Kent here, but doing my Saturday errands as Willow. Tess had told me
what she wanted me to make for their dinners and most of it I didn't
have on hand. Also, she wanted me to buy a special bourbon that Kent
favored. She wanted him to know we both would go out of our way to make
his stay with us as nice as possible. When I expressed my concern about
shopping looking like Willow with my card saying Walter, Tess told me to
use hers, as it said Mrs. on it. Of course, the best solution would be
to add Willow to our accounts so they would send me new cards to use.
Until then, she'd allow me to use her cards. The speed at which Tess was
pushing me into my new identity worried me. I suspected that once she
had me going out on weekends in my female persona that she would
surprise me one day with a bevy of skirts coordinated with my suit
jackets and I would wind up being Willow all the time. This was never
any part of the process I'd imagined for her sexual relief. It was
getting way out of hand and beyond my control quickly. But it seemed to
be something Tess really wanted.
As I got ready for bed, I realized removing the makeup was also a time
consuming job. I went ahead and took a quick shower and shaved so I
could get an early start tomorrow. Despite my worries, I was able to
fall asleep quickly as the warm shower was relaxing. The alarm rang only
a few times before I turned it off. I had fallen asleep easily, but
didn't sleep well, waking up several times as a result of bad dreams.
The kind where you find yourself back at school or at work, without any
clothes and running late for something. But I knew, I had to get going.
I laid out my clothes and went to the bathroom, down the hall, to pee. A
small reminder of my lost privileges. I sat down on the floor next to my
bed, with my makeup mirror on the nightstand. I slowly began to apply my
cosmetics. I went super slowly, as I felt a mistake would take even
longer. I managed to get it all on, but didn't do as good a job on my
eyeliner, or blending the eye shadow as I would have liked. Still it
would do. I quickly put on my panty, bra, hose, and slip and then the
blue maid uniform with apron. Heels and wig, then downstairs to make
coffee. I needed a jolt for sure. I was up an hour and half earlier than
normal on Saturday, but had to be quiet so as to not disturb Tess.
A normal Saturday for me, was errands and laundry. But since we were
having a guest for the weekend, I decided to spend all my free time
cleaning. I reasoned that both of them would be fine if I did laundry
and ironing on Sunday, as they'd be more interested in spending time
together with each other than with me. Still it was only 6 AM, so I
would do some work before going out. So I started by cleaning the
kitchen and bathrooms, outside of the master suite. That also meant, I
would delay vacuuming the house until after I ran my errands, just
before Kent was due here. The one thing I was glad about, was that by
now, I was comfortable in the two inch heels and moved through my chores
liked I had worn them my whole life.
As I worked, I also planned my errands. Since I had so much to do to
prepare for Kent, I figured Tess would be okay if I just went to the
grocery instead of the specialty shops. They'd have all I needed for
meals and in just one stop. Plus, if I went early and used the self-
check lanes, I could reduce interactions with people. Only buying the
liquor would be face to face. Still it would be my first time outside
the house in women's clothes. Although my wig and makeup gave me a
reasonable female appearance, I worried about my dress, and heels. It
looked okay, without the apron, you wouldn't necessarily assume it was a
maid's dress, still because it was short, I felt vulnerable and exposed.
I also worried about my voice, whether it sounded too masculine for me
to pass as a woman. All these worries stayed in my head, while I worked,
until Tess came in. She still looked sleepy, but I could tell she was
beginning to get excited. About the arrival of her lover. As she sat at
the kitchen table, I poured her a cup of coffee and she gave me a
surprised look
"My Willow, I'm impressed. Knowing you had to run some errands today I
didn't expect you to go all out with your makeup. Does that mean you're
ready to venture out in your new identity? I guess I underestimated how
eager you were to embrace being a girl full-time."
"I thought you wanted me to do my face. You said last night that I would
have to be Willow all weekend, or whenever Kent was here. So I just
assumed you meant I was to start today. But I am worried about going out
in a dress and how I sound. I don't want everyone to know I'm a man or
recognize me."
Tess chuckled as she sipped her coffee. I could tell she was enjoying
this, as my discomfort but willingness to try, meant she was right to
continue the process we'd started and Kent had modified.
"Well your dress looks fine. I mean most women don't wear one to shop or
run errands, but you look nice really. I imagine the men will enjoy your
pretty legs and curvy figure. As far as your voice, honestly yours is
not deep, or extremely masculine. Just speak softly and you'll be fine.
You can also try to talk with more variations in tone and end sentences
on a rising note, like you're asking a question. Those are traits women
often have in their speech patterns. But overall, just be quieter and
you won't stand out. I know you have a lot of cleaning yet to do, so to
make your errands quicker, why don't you go to the large grocery rather
than the specialty markets? That should help. I'll allow it today, but
want you to plan your work better from now on. I do need you to pick up
some dry cleaning for me and go to the 'Elegant' dress shop on Forster
Street. I bought a dress there last week but it had to be altered, so I
left it for them. They texted me it was ready and I want to wear if for
Kent. I expect him to be here around four, so you need to be quick about
it. Tell you what, scramble me some eggs with toast for breakfast and
then you can go. Oh and Willow, don't worry about being seen as a man
anymore, I think those days are almost gone. I can't imagine any of our
friends recognizing you as Walter when you're dressed so nicely."
I made Tess breakfast, her last words echoing in my head. While she ate,
she told me to use one of her purses, a navy blue tote with light blue
trim and rigid handle. It would match my dress and was a good size for
me to start with. She also reminded me to take her credit card, as I
definitely needed a feminine name with the way I looked. After clearing
her dishes, I checked my face and appearance once more, lightly touching
up my lipstick. Then I got her purse, put my wallet, her credit card, my
phone and keys, a few makeup items, and taking a deep breath went to my
car. Although we had a two-car garage, I parked mine outside. Tess had
told me to start leaving the other space for Kent's car. Walking
outside, my heels clicking on the cement pavement and the cool breeze
softly swirling around my legs and up my skirt reminded me how different
this all was going to be. Driving my car felt totally strange too, as
pushing on the pedals in my heels was new. I drove slower, as I wanted
to get used to how they felt. Mentally, I laid out my route. I had
wanted to go to the grocery early, but with these new stops for Tess, I
knew I should do those first. Luckily for me, by the time Tess had
gotten up and eaten breakfast, it was nearly 9:30 so all the shops were
open. Unfortunately the most efficient route, had me going to the dress
shop first. I had no faith that the salesladies wouldn't immediately
detect that I was male. Maybe not a man any more, but definitely not a
woman.
As I drove I practiced the type of voice Tess had suggested. Raising and
lowering the tone of my voice as I spoke and seeking to end each
sentence on a high note. It was difficult to do, requiring me to think
about how I said things as well as what I was saying. But at least to my
ears, I did sound more feminine. I hadn't noticed that speech pattern
until she mentioned it but now hearing it, I recognized the sounds. I
parked the car in front of the store and got out. I smoothed out my
dress, making sure the hem was straight and with my purse hooked in my
bent elbow walked toward the front door. The store wasn't big, styled
like a cute cottage, with shutters and flowerboxes around the windows.
As I entered I quickly looked around. The place although small was full
of dresses and had a sort of side area with purses and shoes. There was
a woman, about Tess's age working behind the counter, so I headed her
way. I had mentally practiced what I was going to say, but I was still
very nervous. Taking a deep breath, as I stopped in front and she looked
up, I began.
"Good morning. I need to pick up a dress for Tess Adams. She bought it
last week and left it for alterations. It should be ready."
"Oh hello. Of course. You must be Willow. Ms. Adams just called. She
said she'd forgotten to mention that you might want to look at a pair of
shoes. They are a nice pump that match your purse. I can see which shoes
she means, as we sold her that purse. What's your size? I'll grab them
when I go back to get her dress and you can try them on. Just take a
seat over there."
I smiled and tried to act calm, although I'm sure my face turned white.
I wasn't sure if Tess had done this on purpose or actually forgot. In
any case, I was stuck. So I told the clerk my size and went to the shoe
area to sit down, smoothing my dress as Tess had taught me to do. My
heart was racing and I glanced around, just glad that no other customers
were in the store. It was only a few moments before the lady came back.
She handed me a shoe box and then took the dress, in a bag, and hung it
by the register before returning to help me. I opened the box and saw
immediately how the shoes matched the purse. They were mostly navy with
the same light blue trim. They did indeed go with my dress too. They
were also a higher heel, probably four inches. The clerk smiled at me as
I looked at them.
"Aren't they gorgeous? I have a pair like that in coral with the
matching purse and use them all the time. I know when Tess bought the
purse, she thought about buying the shoes too. Now seeing how the purse
was for you, it makes sense for you to try on the pumps. I think you'll
really like them."
The clerk helped me remove my shoes and then slip on both heels. I stood
up and walked back and forth and then stood in front of a mirror to see
how they looked. I was just glad I had worn my other higher heel shoes
before, so I didn't wobble or stumble. I did see how it would make a
coordinated outfit. But it also signaled to me that Tess wanted me to
wear a very high heel when I ran my errands too. The saleslady came up
next to me, and looked at my reflection.
"I really like how they go with your dress, an almost perfect match for
the light blue. I can see why Ms. Adams wanted you to get these. They
feel okay? Personally, I prefer a higher heel when I wear dresses as it
helps my legs look nicer. Yours are so shapely, it's not as critical for
you, but I do think they look better. Tell you what, why don't I put
your other shoes in the box and you can wear these out. Tess said you
were running some errands for her today. I'm sure you want to look your
best."
I felt trapped, so I nodded my head yes. While she boxed up my old
shoes, I moved to the register. As she rang them up, I took a second but
went ahead and gave her Tess's card. The clerk ran it with no problems.
Smiling she handed me the shoe box and dress bag. I wasn't really sure
if she made me as a man or perhaps knew I was Tess's husband, which I
guess was good. I took the things and was on my way. I walked a little
slower as these higher heels were not quite familiar to me as the two-
inch heel. Still I made it into the car and went on to the next stop.
The feel of the four-inch heels on the pedal was quite a bit different
and I almost removed them to try in my stocking feet. But I was afraid
I'd snag my hose, so I just drove slower. The dry cleaners was much
easier. Just gave them my ticket and I took her things. The liquor
store, however, was worse. First of all, I was again the only customer
and the man working the counter, came around to ask if I needed help.
I'd been there a few times, as Walter, and was always ignored until I
was ready to pay. I could sense this time would be much different. So I
just told him the kind of liquor I wanted. He smiled and said excellent
choice. Then he asked if it was my favorite brand. My answer that I was
buying it for a male guest, made him smile even more, and he muttered
lucky dude. I was on my way not long after, although I swear I could
feel his stare on my ass as I left.
The grocery store was busy by the time I managed to get there and grab a
cart. I had hoped to avoid crowds by being there earlier, but now it had
a normal level of Saturday shoppers. I also had told myself that it
would be easier here, as I was familiar with the store and where and
what to buy. But I immediately felt that I stood out. First, most
shoppers were female, probably 75%, but only one was in a dress and she
had leggings on underneath with flat sandals. I saw no one else in high
heels with hose. I was reminded of my new look with every step, as my
heels clicked as I walked on the tile floors. Also, I quickly realized
that reaching or bending over to get items off high or low shelves,
meant exposing more of my legs, perhaps even my cheeks. What was usually
a twenty minute trip quickly turned into double that, as I slowly made
my way down the aisles.
Even though the grocery was a one-stop shopping, I still had to go to
the butcher, bakery, and fresh flower counters to get items. I knew Tess
well enough to know she had certain preferences for the cut of a steak,
the type of sweet roll and breads, and what specific arrangement of
flowers to use. So I had to talk and interact as much here as if I drove
to individual stores. The feeling was also creeping up on me that my
appearance wasn't completely convincing as a female nor hid my identity.
Since I had shopped here a lot as Walter, I was recognizable to many of
the employees. It was a by-product of my friendly nature. As I finished
selecting my items and made my way toward the checkout, it struck me. I
had planned on using the self-checkout lanes. But this store prided
itself on customer service. That meant that there were only three such
lanes, and were limited to use when you had only a few purchases. I had
way more things in my cart than was allowable. I really began to panic,
when I saw who was running the registers at each checkout. I recognized
each person, as they were long time employees. The flip side was that
they knew me, at least as Walter. Even if they didn't see me under my
female clothes, wig, and makeup at first, once I ran my credit card,
with Mrs. Tess Adams on it, the connection would be made.
I was trying to figure out what to do, when one of the young baggers saw
me. With a smile he said this lane is open and let me unload your cart
for you. He pulled my cart into the lane, letting me pass so I would
have to stand across the counter from the checker, a nice man named
Tony. I cringed as I stepped over, because I knew Tony liked to chat
with the customers. His friendly hello and usual question if I found
everything I was shopping for, seemed like an inquisition now. I merely
nodded, and smiled back. He seemed to look at me a bit unusually but
went on with his job, still making small talk about the weather, the
upcoming holiday and his usual quips about my items. His constant
chatter meant I had to provide some answers, but I tried to keep them
short. As he worked, I turned to the credit pad to run my store discount
card and Tess's credit card. After it registered my information, I
glanced up at the screen near Tony. There was Tess Adams on the screen,
making the connection I dreaded. Finishing, Tony printed out my receipt,
and as was the store custom, showed me how much I'd saved, my total, and
the bonus points I'd accumulated on my visit. Folding the receipt and
handing it to me, Tony smiled.
"Thanks for shopping with us, Ms. Adams and please come again. It's
always a pleasure to have the prettiest ladies visit our store. Have a
good day."
I took the receipt and sighed, silently, to myself. I recognized this
line, as one he used with every woman he waited on. Also, it wasn't lost
on me that as we looked at each other, his eyes drifted quickly down to
look at my bust and lower. Thankfully, Tess didn't shop here enough that
her name was connected to Walter Adams. I turned to leave, faced with
the last hurdle. As Walter I always turned down the offer of the baggers
to help me out. But in a dress and heels I had no option, the young man
had already taken my cart to push it for me. It was standard practice,
even if a bit chauvinistic, for the baggers to help most women. So I
walked next to him and showed him my car. As he transferred the items, I
got a small tip ready for him. His thanks mam and smile told me he'd not
made me either. As I left to come home, my elation at not being noticed,
soon disappeared. My shopping had taken way longer than I had planned,
plus it had showed me how vulnerable I would be on future trips dressed
as Willow.
At home, I quickly realized how helpful the young man had been. It was
much harder to carry my grocery bags while in heels and quickly learned
that two bags were all I could handle at one time. I finally got it all
inside and began to put things away. Just as I finished, putting the
flowers on the dining room table, Tess appeared. She was wearing a dress
I'd bought for her. It was a cute sundress, white semi-sheer, with
eyelet trim, spaghetti straps, long skirt, but with a very high slit in
the front. She had on simple sandals, a tiny thong but no bra, which
meant her nipples and areola showed. It was the kind of dress she would
wear only around the house and in the past, only for me. It sent shivers
up my spine as she looked totally gorgeous. She'd done her makeup and
styled her hair, which was unusual for a weekend unless we were going
out, and smelled sweetly of floral scents. I would have been excited
normally, but now, knowing this was for Kent, it put my stomach in
knots. But she was all smiles.
"So how did it go? Any problems venturing out as Willow? I see you
bought the shoes I suggested. Don't they look good with your dress? I
know I said you could wear shorter heels, at least when you do chores,
but I do think a higher heel looks better. I just remembered them after
you left. I wanted you to look your best when running errands for me. I
know it seems odd, but I when you're doing things for me in your new fem
persona, I expect you to be as perfect as possible. I hope you don't
mind that I'm wearing this for Kent. I know you bought it for me, but it
makes me feel so sexy. Honestly, I didn't expect to want him so badly,
but since he's been out of town, having him in bed is all I can think
about. I'm just glad you're here to get everything ready. I so want to
impress him during his stay. So please be on your best behavior. It's
important to me that he feels comfortable here, sort of an at home
feeling, like he belongs here. I have to admit, not having you sleeping
next to me in bed was harder than I imagined. It will be nice to have a
strong, warm male presence in my bed again. That will make it easier for
me to adjust to you sleeping in the maid's quarters. Although, I'll
still invite you into my boudoir to kneel next to my bed whenever Kent
isn't here. But enough chat, put on your apron and finish your chores
before he gets here."
I felt my face flush, both from her expressing her desires for Kent and
the sort of dismissive way she ended it. I did put my apron on and began
my last chores. I also noted she said nothing about changing back to the
lower heels. I still had vacuuming, dusting, and then a thorough clean
of the master bedroom suite left. I did the chores in the other rooms
first, before going to the master. It reinforced my angst as I put the
flowery, satin sheets that Tess told me to use. She'd bought them for
one of our anniversaries, as part of a makeover of our bedroom in an
attempt to spice up our lovemaking. A failed attempt. I scrubbed the
toilets, counters and bath tub, as I assumed Tess would lure Kent into
the tub so they could kiss, soak, and sensually wash each other. Another
step she tried with me, without a lot of success. I finished cleaning,
made the bed, and put out scented candles, and several vases of flowers.
All to her specifications. She seemed excited when she looked it over,
telling me I'd done a good job. Seeing I was done with my prep, she
suggested I go take a quick shower and dress in one of my formal maid
uniforms, as she wanted my appearance to reflect well on her.
I obeyed, even though I hated the idea of wearing my formal uniform. My
face still looked fine and I didn't want to have do my makeup again, so
I made the shower quick, just to wash off my body. I did reapply lotion
and got dressed in my room. Going through it again, putting on panties,
bra, garter belt and hose was a concrete reminder of how much I'd given
up in this process, just so Tess could have her sexual pleasure. I did
feel a certain pressure to look my best, as this would be my unveiling
in front of Kent. So I opted for the black satin uniform with its
accessories. The bra, a balconette style was designed to hold my large
forms, but still allow me to pull my extra flesh up on top of them,
creating cleavage. The thong panties, with their open crotch didn't hide
my cage at all. It was embarrassing because when I zipped up my dress,
it was obvious that everything was on display, highlighted even by the
ruffled crinoline and garter straps. The last accessories, leather
collar and wrist cuffs, was the final endorsement of my new role. Even
the heels, which were my highest yet, took some adjusting to. Still I
made my way to the kitchen, as I planned on getting things ready ahead
of time for their dinner tonight. I knew enough that I would have only
leftover scraps as I would not be allowed to eat with them. As much as I
hated doing all of this, in some ways it was good, as it kept me from
thinking about how soon Kent would be here.
I had almost forgotten about him, when I heard a car pull into our
garage. He was here and making himself at home from the start. I had
covered my formal outfit with a long working apron, so I removed that,
did a quick check of my appearance and stood by the door of the kitchen.
Not in the way but available in case needed. Tess had heard him too, so
she left the sunroom and quickly walked to the meet in the hall outside
the door from the garage. It opened and Kent walked in, smiling, as if
this was already his home. The absence of a knock or any pretense that
he was a guest added to my uneasiness. But he was only focused on Tess,
dropping his small carryon bag in the hall, before wrapping his arms
around her and kissing her. It was a passionate one, on both sides,
clear that they were eager to renew their intimacy. Eventually they
broke off the kiss and he whispered something in her ear. Turning her
head a little and looking my way, Tess indicated me standing there.
Kent's face broadened into a big smile, as he pulled her close to his
side. He waved me closer and I walked slowly toward the couple. My heart
was racing and felt totally embarrassed and emasculated. He looked me
over as I approached but didn't speak until I stood in front of them,
waiting for orders as I had been trained to do by Tess. Then he let out
a low laugh and shook his head.
"So, this is what you wanted? I guess I shouldn't be surprised given how
easily you allowed another man to please your wife. Still, I would have
thought a night in the humbler would have been easier than this. I will
give you credit, you make a credible looking fem. Some guys stick out no
matter how much they do, but you have all the natural looks and manner
of a real maid. A slutty, sexy slut one maybe, but real enough. Tess
told me she'd found several cute uniforms but this is more than I
expected. I especially like the collar and cuffs. I'll see how well they
work later. I'll be honest with you, even doing all of this, trading
your male look for a girl's, I'll still insist you spend a considerable
amount of time in the humbler. I just think it adds the right kind of
respect to our relationship."
"Isn't he darling? I followed your suggestion for a name, so she's now
Willow. She's embraced this change far quicker than I expected or even
hoped. She actually ran her errands today, fully dressed. I could tell
she loved it, so much so, she bought a pair of heels to wear with her
regular uniform. I know this one seems a little over the top, but I
couldn't wait for you to see it on her. But enough about the help, I
missed you so much. My bed has never felt so empty. I didn't realize
once you'd been in it with me, I'd come to crave having you there all
the time. I just hope you enjoy your stay this weekend. Willow has
helped me go all out, so you'll be comfortable. She bought your favorite
bourdon today. So how about we go to the sunroom and enjoy the rest of
the afternoon?"
"That would be great. I'd love a drink and a chance to unwind. I was
running late, so I've not even gone by my place to drop off my laundry
or change into anything fresh. I've only got a few things in the small
bag I carried in that are clean, the rest is in my car."
"Well that's no problem. Willow, make us a couple of drinks with the
bourbon. Kent likes his neat, a double. I'll have one too, but on the
rocks. Then you can put his clean things in the dresser drawers where
your clothes used to be. Any toiletries can go in the master bath. Then,
get his bag with the laundry from his car. You can wash his things for
him tomorrow when you do ours. I want to be sure he has clean and ironed
clothes so he can stay with us until Monday morning."
"I appreciate that, but when you unpack my things from the car to wash,
there's a box in the big suitcase. Bring that to me while we relax."
I nodded my head, face flaming red, and retreated into the kitchen while
they went to the sunroom, his arm still wrapped around her waist. There
was no denying her desire for him, it showed in her speech, her body
language, as well as how she reacted to his kiss and touch. It also
seemed she wanted to demonstrate to him, how totally compliant I was. As
if he needed any more assurance after fucking her in front of me and
putting his cock in my mouth. That seemed so long ago, I'd almost been
able to put it out of my memory. Seeing her melt in his arms, just
brought it all back. Being addressed as Willow only further crushed any
masculine feelings I had. I quickly mixed up the drinks, and put a few
snacks on a tray too. I knew Tess well enough, that she loved the happy
hour traditions of a few drinks, light appetizers, and conversation
before dinner. Getting to do it with her lover would start the evening
off right for her. I took it all out on a tray, stopping to serve him
and then her, before putting the snacks on the table next to where they
sat on the couch. They barely acknowledged me, so I turned and left.
Taking the case with his clean clothes to the master bedroom, I put it
on the dresser and opened it. There wasn't a lot, a couple pair of
briefs, t-shirts, socks, athletic shorts, some polo shirts, a dress
shirt, and two pairs of pants, all casual stuff. I put his underwear and
athletic gear in drawers, and hung up the rest. I took the small kit bag
to the master bath and laid out his stuff, in the space where mine had
been, next to the second sink.
Going into the garage was another jolt. I knew his car was parked there,
but it just reinforced how I'd switched places with him, as it was next
to Tess's car. It was unlocked and I pulled out two big suitcases. They
seemed full, which sort of made sense, if he'd not been home yet because
his trip was more than a week. I lugged them upstairs to the laundry,
awkwardly in my heels as I could only carry one at a time. There I
opened them to sort out whites, darks and anything needing dry cleaning.
There was more work style clothes in these bags, dress pants, white
cotton oxford shirts, a few ties and a mix of workout and casual
clothes. Unlike handling mine or Tess's things, his soiled clothes had a
different, musky odor. It was hard to quantify, but it had a strong
masculine component to it. One thought flashed in my head, testosterone.
I blushed just thinking it, as it suggested my clothes lacked that
component. The smaller bag actually contained suits, as it was more like
a folding garment bag. I took those out and hung them up, figuring some
would need dry cleaning. I also found the box Kent had mentioned. It was
long narrow box, wrapped in pink paper with a small bow, flattened in
the suitcase. Knowing I had been gone awhile, I hurried with the box to
the sunroom.
I hadn't needed to worry, as they were laughing and snuggling, obviously
not missing me at all. Tess was sitting as close to him as possible,
with her skirt spread open by the slit. I could see her panty was wet.
Kent had obviously been stroking her there. As I came in, I stopped and
waited. It felt so odd playing this role, the help. I had to be there,
but not be there. I knew from what Tess had told me that I should just
stand ready but not intrude. That was so difficult when you could see
your wife being intimae with another man. Finally, she acknowledged me.
"Yes Willow?"
"Tess, I have the box your guest mentioned. Also would you like another
round of drinks?"
"Yes another drink would be great. But don't refer to Kent as a guest.
He's far more than that."
"Well that's nice to hear, honey. I do feel so comfortable and at ease
here, like a second home. But I can understand Willow's confusion. She's
not been fully trained, in such things. From now on, I'll make sure I
clear that up any issues like that for her. Maid, you can call me Mr.
Fulton or simply Sir, if you prefer. I also think when I'm here that you
need to respect my lover. Using her first time is a bit too informal.
She's the Lady of the house, so you can call her Ms. Adams, or Madam. I
think the gift I brought for her will reinforce that distance between
servant and Mistress. If you want dear, you can open the box. When I saw
it I thought it would be perfect for helping you find that balance
between you, me, and Willow."
My face flamed hotter the more Kent talked. He was quickly establishing
himself in my home and as I feared putting distance between me and Tess.
Having to use Sir and Madam when addressing them, plus he called me
maid, not even bothering to use my new name, just my servant's role. Now
I was dreading what was in the box, but dutifully handed it to my wife.
She giggled and fused at Kent that he didn't need to do this, as she
eagerly unwrapped her gift. Taking off the top, she reached in and took
it out. I recoiled immediately, as the gift looked like a leather crop
type whip, except the end had a flat, square of leather. Seeing what it
was, Tess looked over at Kent, a questioning look on her face. Seeing
her unease, he smiled.
"I saw this and knew it was just what you needed, I knew from how you
described Willow and her sometimes reluctance to do what was necessary.
You needed help setting the proper tone of your relationship. This is
like the riding crop, you'd use with a horse, to guide them and spur
them in the direction you want them to go. But it's modified with the
leather swatch at the end. That allows it to be used on very sensitive
parts of the man's body. Say if such parts were stretched out and
presented in a way that greater access is afforded to them. I want you
to use it to help Willow learn her new role. That can be if she fails to
do something correctly or in a timely fashion. It also can be used to
set a general tone, as a reminder of who is now the Head of the
household and who is the servant. It seems harsh, I know, but almost
every servant responds well to such guidance. It's part of their
submissive makeup, in their DNA, even. I bet after she's gotten a taste
of it, she'll find it a reassurance of how much you care for her, when
you use it. Why don't you try it out, just a few taps?"
"Oh Kent, you're so nice to think of this. But I don't really think I
need to correct Willow that way. She does as I want, mostly."
Kent leaned in and kissed her, lightly rubbing her exposed thigh. Then
with his hand still inches from my wife's pussy, he turned to me, a
stern look on his face.
"Willow, come here. Stand in front of your Mistress. Turn around, bend
over, with your legs spread, and grasp your ankles. Remain that way,
until told you can go get our drinks."
I looked at Tess, panicked, but not hearing her dispute his orders, I
complied. My legs were starting to shake. Just bending over and holding
onto my ankles, fully exposed my ass cheeks, as my skirt was so short
anyway. The pose also pulled the strand of pearls on my thong deep into
my crack, furthering my unpleasant position. But, I remained there,
trembling, dreading what might happen, and hoping Tess would refuse. I
was pleased, as she again told Kent she didn't think it was necessary.
"Honey, so you're telling me Willow does everything right? That there
isn't something that could be improved? That she follows every request
or suggestion you make, without complaint or offering alternatives? I
guess Willow has more control here than I thought. She must know how to
get her way with things. That you'll just go along with her wants rather
than let you wish. If you're okay with Willow still pulling the strings
on your life, then okay. If not, I'd like you to give her a swat across
her buttocks."
Hearing Kent describe why Tess should whip me, I really feared she do
it. He was so cunning, to get her to name me after a former rival. A
girl that caused her grief. The way Kent describe it now, it was as if
Tess was still allowing her nemesis to have control. I just hoped her
love for me would stop her from using the crop. But I feared she'd feel
her old jealousy, and take out her hidden frustrations on me, just as
Kent hoped. I didn't have long to wait, as Tess finally swung the crop,
and struck me across the right cheek. But it was a very light tap,
stinging, but not very painful. Even the sound was more like a light
slap.
"There you go. That wasn't difficult was it? Believe me, girls like
Willow need discipline. She's already shown her true nature. The way
she's embraced dressing like a girl, eagerly it seems. I think she's
wanted this kind of relationship with you since the day you married,
maybe even before. What man does all the household chores for his wife,
runs errands for her, and cooks her meals? Even more, what kind of man
suggests his wife take a lover, admitting his failure to please her? Not
only lets her take a lover, but welcomed him into her home. Didn't you
tell me she moved her things into another bedroom, cleared out her
things from the master bedroom to make room for mine? No, Willow needs
this in every way. But it must be firm enough to resonate with her. To
always be in her mind that you are now in charge and she is to serve you
exactly as you wish. Here let me have the crop and I'll demonstrate what
she needs. What she wants. Then you can try it again."
I heard him moving. I couldn't see, as I was facing away. But I knew
what was coming. Kent didn't waste any time, striking me swiftly across
the left cheek. This time the blow rang through the sunroom, echoing off
the glass. The pain was immediate, a sharp sting, A sudden burst of pain
followed by a continuing stinging, burning sensation. I also heard a
soft gasp from Tess, but followed quickly by a giggle.
"It got so red so fast. Wasn't that too hard?"
"No, this kind of whip focuses on surface blows, not deep enough to
cause damage. It will sting for a while, a good reminder to Willow to
behave. It helps that she has a fat butt too, almost made to be spanked.
Now you try. Give her four or so more, with proper feeling this time so
she knows you care enough to discipline her properly."
Again a soft shuffle, as I imagine she was taking back the crop. Then in
fairly quick succession, four more stinging blows, alternating between
my cheeks. These were far stronger than her first, but not quite to the
level Kent used. The pain surged through me with each strike, but Kent
was truthful. After the initial blow, the pain dropped to a more
manageable stinging, burning sensation. What hurt more, was the constant
giggle from Tess, ending in a full laugh when she finished. I remained
bent over, fearful of moving or assuming they were done.
"How was that honey? I see what you mean, you can tell if it is hard
enough by how quick she turns pink. It's rather cute, really. So am I to
use this whenever Willow disappoints me or fails to do as I wish?"
"That's the idea. Plus I think preemptive correction is also helpful. A
kind of paying it forward, so she is always mindful of pleasing you, or
when I'm around, me. Willow should be submissive to anyone here in your
home, as she represents you. So a good discipline session prior to
having visitors or even other guests is good policy. Establishing a
regular schedule, a sort of maintenance spanking, to remind her to be
humble. I feel it's never a good idea to be lenient with the help. They
actual prefer knowing you will keep them in their place and doing their
job properly. Speaking of that, Willow why don't you go get us those
drinks? Do you have any more of those shrimp appetizers? They were very
good."
I straightened up, relieved for this to be over, but mindful of how it
might be repeated if I wasn't efficient.
"Yes Sir. I'll bring both right away, Sir. Madam, is there anything
else, or may I go?"
"No that will do. Oh, Kent, she is so much more responsive. You are
right about discipline."
I turned and left, trying to walk steadily but a bit quicker than usual.
The sound of laughter, soft chatter, and what seemed like kissing echoed
behind me as I left. The burning feeling had radiated through my butt,
and it felt so hot. My face was still warm, as this had to be among the
most humiliating moments of my life. I'd not been spanked since I was in
primary school. The insinuation that I'd actually perform better with
regular spankings, both for correcting mistakes and as a reminder, burnt
too. How had this process to relieve Tess's sexual frustrations led to
this? I had not seen any of this and now, I could see no way out. I
hustled to make the drinks and plate up more of the shrimp. I needed to
know too, when to start dinner. I did not want another round of
corrective actions if I could avoid it. I hurried back with the tray,
reminding myself to not go to fast as I didn't want any spills. In the
sunroom, I kept my eyes down, placed the drinks, and food on the table
in front of Kent and my wife. I could hear soft sounds of kissing, so
turned to leave.
"Willow, wait a minute."
Fearful that I'd done something wrong, I pivoted to face them, a lump in
my throat.
"Yes Madam, do you need me?"
"Just take my whip and put it on the nightstand of our bedroom. Kent
says we will need it later. I think that will be a good place to keep it
from now on. That way, when I tell you need to learn a lesson, you'll
know where to get it. That's all Willow."
I reached down and picked up the whip, remembering that I forgot to ask
about dinner. I was getting scared now, as I didn't want to intrude but
didn't know how to get her attention. Awkwardly, after I got the whip, I
held my hand up in the air, about as high as my shoulder, as a child
might do at school to ask a question. Seeing me, Kent chuckled, poked
Tess and she smiled too.
"Do you have a question Willow?"
"Yes Ms. Adams, when do you want me to have dinner ready for you and Mr.
Fulton? I will only need 15 minutes or so to sear the meat, so I can
have it whenever you desire."
"Seven will be fine, maid. I enjoying your wife's company and the
drinks, so that will give us enough time."
"Yes, Sir."
I turned and left. I heard giggling again and wondered if they were
amused by the pink glow of my cheeks. I walked to her bedroom and put
the crop on the table. I had noticed right away, that she called it our
bedroom, indicating her and Kent. I was sure now, that he'd be here more
than just this weekend. I could only hope that somehow they'd tire of
each other, otherwise it could be a long time till there was a change.
Seeing as I had almost an hour till I was needed, I went upstairs. I was
worried about my makeup and wanted to presoak a few items from the
laundry. With all of his clothes too, I faced a long day tomorrow. I did
a few things with the wash, pretreating several item, and putting Tess
and my delicate lingerie to soak. I'd come up later, after dinner to
scrub and rinse them. Before going to the kitchen, I touched up my
makeup. Looking at myself in the mirror, while sitting on the bed as
gingerly as I could, reminded me how much the process had changed me.
And made me worry if I could ever reverse those changes.
Back in the kitchen, I put on my work apron and began final dinner prep.
We have a griller on our cooktop, so I could cook the T-bone steaks
inside in a manner of minutes. I set the table in our formal dining
room, got everything else ready to go, removed my work apron, and
checked on the happy couple. Tess was beginning to feel her drinks, as
she rarely drank hard liquor. Sir was just mellow and told me I could
proceed with dinner. I let them know when it was ready and they took
their places at the table. The next 45 minutes were both humiliating and
scary. Not because they did anything but rather how they essentially
ignored me except for a request of some item or a refill of their tea.
Standing there, out of the way, trying to be inconspicuous but ready
really made me think about my new role. They were chatting, occasionally
holding hands, and looking into each other eyes. The looks weren't love
per se, but more lust. I could see how they both wanted the other. When
they finished, Tess told me to clean up while they relaxed in the living
room. I followed her orders, eating a small bit for my dinner from the
extra food left in the pans. It wasn't much for me, no steak, but given
how tied up in knots my stomach was, I don't think I could have eaten
much more.
When I checked on them, they were snuggled on the couch, watching a
movie. I was a bit surprised, assuming they'd be headed to bed. But it
dawned on me, there was no rush. They were kissing, cuddling and being
intimate. Enjoying each other's company, probably in a way they hadn't
been able to before. Since Kent was staying, they could work up to sex,
like most couples would. They ask for some water and I brought them each
a glass on ice. I was getting used to how to serve, close enough,
bending my knees, and staying out of their space. Moves I had to think
about before were becoming automatic. I wasn't sure what to do, when
Kent stop kissing Tess's neck long enough to ask me a question.
"Willow, did you get my clothes out of my bags? I have some things I
need to be ready on Monday morning, but others you can take care of this
week."
"Yes Sir, I sorted your clothes and will do them as part of our regular
laundry tomorrow. I also hung up your suits, separating the dry clean
only from the others."
"Perfect. I want you to wash those that can be done here, properly
ironed of course. The others you can take to the dry cleaners. Tess
suggested I keep a certain amount of my things here, as there is lots of
space in the master bedroom closet and dressers. That way when I stay
here, it won't be such an effort."
"Yes, I want him to feel at home here. Hopefully he can stay the night
often. We both like how this feels and now that you've begun to fully
embrace your servant role, I think it's better for you too. I have a
feeling you'll get much better training the more Kent is here. Are you
all done in the kitchen? Everything ship shape?"
"Yes Ms. Adams. I've finished there."
"Wonderful. We won't need you for anything before we go to bed, so I
want you to wait on us. Go kneel in you spot by the bed. Put the humbler
between your legs. One of us will be in shortly to get you ready. That
way when we do want to make love, we won't have to interrupt it to take
care of you. You'll be there, ready and waiting. Now go on, maid."
I nodded my understanding and told her yes madam. I went straight there,
cursing myself for all of this and worried about the rest of the night.
But what bothered me most, was that Tess referred to me simply as
'maid'. The first time she'd been so blunt about my new role. Kent had
done it, several times, but hearing it from my wife made reality sink
in. As I settled in on my knees, I was sure my worries about her
perceiving me as feminine, a maid and not her husband and a man were
coming true. I only had to wait about 10 minutes before Tess came in.
She had me bend over, legs spread, and unlocked my chastity. But my cock
was barely free when she pulled my balls back and roughly locked the
humbler in place. My hands were next, using small locks to connect my
wrist cuffs to the device. With my hands out of the way, she attached a
short leash to the ring on my choker. Then she was gone. It's not like
she was rude. Tess complimented me on dinner, my service, and getting
Kent's laundry ready, while she put me in place. But she was just
efficient, no dawdling. Clearly she wanted me ready so she could get
back to Kent.
The wait seemed like forever. I guess because I didn't want them to come
in. Because that would mean they'd fuck again. I'd rather kneel here all
night if it meant they'd not do it. But eventually, of course, I heard
them. Opening and shutting the door, the sounds of clothes slowly
dropping to the floor amid kissing and touching sounds. Then I could see
their feet, naked, as they crawled into bed. I dared not look up, afraid
to see if Tess was enjoying this as much as I hated it. They fucked,
furiously the first time, then slower and longer the second time, while
I knelt there. Unlike before, Kent came with her both times. I guess the
absence from her had excited him. But she also came so it was still far
better than what I could do. At least this part of the process was
working as I hoped. A few minutes after her second climax, Tess moved to
the side of the bed. Tugging on my leash, she pulled me to her pussy, my
knees scooting along to minimize the painful stretch of the humbler on
my sack. She didn't say anything, nor did she need to. It was clear she
wanted me to lick up their cum. I spent ten minutes, licking and sucking
her wonderful pussy, before she seemed satisfied and crawled back in
bed. I heard the soft sounds of them cuddling, kissing and whispered
pillow talk. Soon nothing, but the sounds of breathing. They'd fallen
asleep, leaving me trapped by the bed. Both in my maid's uniform and
stretched by the humbler. Doing both of the 'choices' Kent had offered.
I'm not sure how long I knelt there, my knees having gone numb for a
while. Then I heard rustling in the bed. Kent came around the bed to me.
He quickly and roughly released my hands and removed the humbler, before
locking my cock back in its metal prison. With a light tap of his foot,
he told me to leave and be ready to serve breakfast in the morning.
They'd fuck again of course, but I'd not be allowed the pleasure of
eating her out. I made my way out of the room, picking up the scattered
clothes, just as he turned off the light. It was far worse this time
than when he fucked her in our bed the first time. I guess, because he
remained there while I left.
With my knees still a bit numb, I wobbled up the stairs. I was tempted
to remove my heels, but I didn't want to somehow risk a punishment. I
went to the laundry, stripping down my clothes and adding theirs to the
baskets of sorted laundry. Weary, I went to the small bath, cleaned my
face and fell in bed. I had set my alarm earlier and could see I'd only
get about six hours of sleep. It didn't take long to drift away, even
with all my thoughts about the day's events.
This time the buzz of the alarm went on for some time before I
responded. Groggily I went to the bathroom, did my business and took a
shower. I made sure my face was shaved and moisturized everywhere, a
process Tess had insisted I adopt. I was beginning to wake up now, so I
began what was becoming my normal morning prep. Makeup, put on my
lingerie, hose, wig, and finally maid's uniform and heels. Because I
would be doing routine chores, I wore the black daily uniform rather
than the pink fancy one. Somehow this felt better, even though it was
equally embarrassing to wear any dress in front of the man who was
fucking my wife. Still, I had no choice, really.
I started a load of laundry and went downstairs to make a big pot of
coffee. I had preplanned each meal, so I knew I would make omelets,
sausage, biscuits, and fruit today. I made as much of it as I could, so
I would have it all ready to cook whenever they got up. It seemed so
strange to tip toe past the master bedroom door, to go upstairs to
continue my wash duties. It was another stark reminder of how my life
had changed in the process of freeing my wife to find sexual
satisfaction. I plunged into my chores, to clear those thoughts from my
mind. The whole time, listening for any sounds of them arising. The last
thing I wanted was to be caught unready for their arrival in the
breakfast area. After a couple of hours, with a lot of progress on the
clothes, I heard what sounded like love-making, followed by the muffled
moans of Tess climaxing. I made my way to the kitchen and was dong more
food prep, when I heard the shower running. My next day of service was
starting.
They showed up in about 10 minutes, wearing robes, but nothing else.
Tess had a short, satin robe I'd bought her last Christmas, it was sexy,
especially on her. Kent had a lush, black and red plaid, long robe. A
very expensive one. A robe Tess had gotten me for my birthday. Seeing
him in it hurt, not just because it was mine, or used to be, but more so
that it fit him. On me, it was too long and oversized, while for him it
fit perfect. I tried not to let my feelings show, but smiled as they
moved to the table.
"Good morning, Ms. Adams, Mr. Fulton. Would you like to start out with a
cup of coffee?"
I was a little surprised at how cheery I actually sounded, given my
emotions. But they didn't sense anything false about it. I took their
orders, served them and Tess told me I could start breakfast. I went to
the kitchen and began to cook. I was close enough to hear, not
intentionally eavesdropping, just listening. Most of the conversation
was what you would expect from lovers. Comments about how good it had
been, what they liked, and how nice they'd felt, intermixed with a soft
kiss or two. They also talked about plans for the day. I was surprised
at what they were discussing. It sounded like they were going out. I'd
assumed they'd be here. Kent suggested they go to the Art Museum, as
they had a display of American painters of the Old West, as well as some
nice permanent exhibits. Tess was enthusiastic about the idea, which
struck another nerve. I'd suggested going there several times, but she'd
never seemed interested. She always argued that I needed the weekends to
do my chores, and she'd feel guilty about taking up my time. Now it
seems, she could do both, visit the museum and allow me to do housework.
I served them their breakfast, using the same techniques as I had at
dinner, but I could return to the kitchen rather than stand back against
the wall of the dining room, since I could hear them from the breakfast
nook. Kent called me in once, but only to compliment me on the omelet.
Apparently, that was a favorite of his and mine was very good. He
chuckled and looked over at Tess, saying that it was another good reason
to spend more nights here. They both wanted one more cup of coffee when
they were done, and moved to the sunroom to drink it. I cleared the
table but got called to come there, as I started to put dishes in the
washer. I hurried to stand in front of Tess.
"Willow, Kent reminded me that I didn't follow through on my promise
last night. So, before we leave today, he wants me to finish what I'd
forgotten. So, I need you to go to our bedroom and bring me the whip, as
well as the humbler. I'll be quick about it, as I know you have lots of
laundry to do but it does need to be done. I agree with him, that proper
discipline will keep you on the right tract as my maid. Hurry, as I need
to do my hair."
I nodded, and left, walking briskly. I had noticed she'd not used the
whip on me while I was immobilized last night, but hadn't said anything,
of course. I found the two items and returned. I was starting to tremble
and having to stand in front of them, peeling off my pantyhose and
panty, only made it worse. She had me kneel on the tile floor, assuming
the position I was become very familiar with. Kent had the key to my
chastity in his robe pocket, and he unlocked me, and then roughly worked
me into the wooden vise. He told me I could remain on all fours, since
this wouldn't take long. I knew my positon not only made my ass
vulnerable, but my sack, stretched out, offered my balls as a prime
target too. Tess stood up and moved to stand beside me, while Kent sat
back down and watched. She glanced over at him, obviously nervous about
what she was going to do. Sensing that, he gave her a little
encouragement. It would be very painful, but not damaging, and would be
the best reminder she could provide of why I should always give my best
as her servant.
The first four swats were warmups, obviously. She struck my cheeks, hard
enough to bring back the stinging pain and begin to warm them up.
Another brief hesitation and then she hit them. The flat flap at the end
of the crop, curled up between my thighs. Striking both balls, equally,
the blow pressed them tight against the wood of the humbler,
momentarily. The pain seemed to flash through my whole body in an
instant. My elbows buckled and my upper torso bent to the floor. That
raised my rear even more. Tess followed with three more blows, each
centered more or less on my exposed testicles. The pain seemed to reach
a peak and stay there. Unlike the blow to my butt, this pain was not a
stinging, burning sensation, but more like an electric jolt, throbbing
in wave after wave. My legs were trembling, and tears welled up in my
eyes. For an instant I thought I might vomit. I'd never experience such
pain, especially in my most sensitive area. Finished, Tess moved next to
my head. She reached forward with the whip, so the end was right below
my face.
"Willow I hope you understand that this was for your own good. So you'd
realize how important it is for you to give your best possible service
to me and to Kent. I know this is a new role for you, but I want you to
embrace it fully. Your pain should be a reminder of why you should serve
as well as how much I care for you. If I didn't think it was important I
wouldn't take my time to do this, so appreciate it. Kent says this
should be your regular, reminder of how obedient you need to be. I trust
his judgement, and rather like this timing instead of when you're in
your place by my bed. From now on, after our Sunday brunch, I'll give
you this lesson. Now I want you to kiss the end of the whip, and thank
me for giving you what you need."
While she spoke, the pain finally began to drop in intensity, moving to
a dull constant throb rather than an excruciating jolt. I moved my head
forward and kissed her whip, a tear rolling down my face. I thanked her
for helping me learn to be a better maid. The words barely above a
whisper, as I could not muster any more voice than that. Tess seemed
satisfied and moved back behind me. While I still felt immobilized, she
exchanged the humbler for my cage. Although I could barely feel her
touch on my privates as the whole area was numb. Kent then stood up and
they left to get dressed. She rubbed her hand on my head as she passed,
telling me to put myself back together, as I needed to resume my duties.
She wanted all the laundry done before they returned. As he passed me, I
heard a soft chuckle from Kent, a sort of confirmation that we both knew
how radical a change this moment meant.
It took me a few moments to muster the strength to move. I got up slowly
and sat on the edge of the padded chair. I examined my nuts and could
see they were blood red. There had to be some kind of damage there, but
I was grateful, that the pain had dropped so I could touch them. I
carefully pulled on my panties and then the hose. Even the light
pressure of the pantyhose kept the whole area throbbing, as well as the
stinging pain from my cheeks. But I knew I had to get started. I took
the coffee cups to the kitchen and then went, walking slowly, upstairs.
The load of laundry I'd started earlier was done, and I transferred them
to the dryer. These were a load of whites, mostly Kent's things, shirts,
underwear, and sport socks. I wanted to be able to start ironing his
shirts right away. After the dryer began, I loaded the washer again,
this time colors which was a mix of his and girl's things. With those
running, I filled the sink with a warm sudsy water. I'd soak my hose and
Tess's expensive lingerie so I could hand wash them later. Everyday
panties, bras, and nightgowns could be washed using the delicate cycle
and then hung dry with the handwashing. Because I'd been doing this a
while, Tess had found me several drying racks to put up. That made the
laundry crowded but was necessary. When the racks were up, I'd move the
ironing board somewhere else, like the kitchen or my room. I could even
use the small sewing room as it was between the laundry and new maid's
quarters. Overall, this section of the house seemed perfectly setup for
a servant to use. Close to their own bed and away from the master suite.
My timing was about perfect, I'd done all I could upstairs and I could
hear them leaving their bedroom. I wanted to check and see if I had
other duties while they were out. The walk down the stairs, reminded me
my balls still hurt.
Tess was checking her purse in the living room and Kent was tying his
shoes. They were both dressed nice, but casual. Tess was wearing the new
dress I'd picked up at the dress shop and looked really good. It was cut
to highlight her figure, hitting mid-thigh, without being overly sexy. A
nice look for a day at the museum and browsing downtown. I couldn't help
but wish it was me taking her around. I'd always appreciated the stares
of other men, when they saw her. Made me feel good. I imagined Kent
would get that feeling now. Hearing my steps, Tess turned toward me and
smiled.
"Feeling better? I know it hurt, but it's necessary, and given your
current situation, sexually, they are a bit unnecessary now. Kent and I
will be gone all day, we're going to look at some of the shops around
the museum, grab lunch, and since it's a nice day check out the
riverside park. Maybe watch the rowers near the docks. Anyway, we'll be
back at six, so plan on dinner probably near 8. We both liked our little
happy hour, so we want to do that before we eat. While we're out, I want
you to strip the bed and remake it. Other than that, just get the
laundry done. I think you know where to put Kent's things, so make him
feel at home. I want him to know he's welcome to stay any night he can.
Be good and I'll call if something comes up. Oh yes, I want you in your
pink formal uniform when we return."
Then they were gone. I hesitated a moment and then went to the master
bedroom. The bed was a mess, and so was the bath. Towels and dirty
clothes left on the floor or counter, toiletries left out and open, it
was as if Tess had done this on purpose. I was used to some mess from
her, but Kent's things looked similar. I guess she wanted him to know
that the maid would clean it all up. So I began to work. I could see
that with him here, there would always be laundry to do. I worked in the
suite for about 45 minutes, until I heard the dryer chime. Taking the
load of dirty clothes with me, I returned to the laundry room. The rest
of the day was a mix, of running the machines, ironing and hand washing.
But I had it all done, except for taking his suits to the cleaners, by
five. Just time enough for a quick shower and re-do of my makeup.
Putting on the pink uniform made me realize how easier it was in my day
uniforms. I mean, they were still dresses, but my formal ones were
overly sexual. Plus more complicated. Before, Tess had helped me cinch
up the corset top. Alone, I struggled but managed to get it tight enough
to create some bust. She'd obviously picked them to show off my cage,
and firmly establish who was in charge. The only good thing, was that I
had begun to adjust to the higher heels I wore with them, so at least
that was something.
With my attire ready for their return, I began the most humiliating part
of my day. I hung Kent's shirt, suits, and dress pants in the master
bedroom closet. Filling the space where my clothes had been. The same
with the dresser drawers that used to be mine. When Tess and I had
started this process, to find her some sexual relief, I had not
considered how far it might go. That she might find a man that she
needed more frequently and would be willing to make room for him in her
home. I certainly, hadn't imagined her, with his help, pushing me into
the role I had now. Maybe it wasn't worth it. I mean, if he's here all
the time, and I'm in skirts, stockings and heels, with my cock all
locked up, what's in it for me? I didn't want to be reassigned to a
servant's role, a humiliating submissive position. At least when we
started, I could still be a man in my own home. Now it was clear that
Tess had filled that role with Kent, leaving only a feminized maid slot
for me. Would I be better off, leaving and starting over? Those thoughts
were whirling in my head, when I heard the roar of Kent's BMW sports car
return to the garage. To park in my spot.
I would have to make that decision, later, as I headed down to greet
them. Tess hadn't specified whether I could be elsewhere, or waiting by
the door, so I opted to be at the ready. I could hear muffled
conversation and then the door from the garage opened. They were
obviously in a good mood and she smiled broadly when she saw me. Handing
me a couple of bags, she began to unzip her dress. Looking over at Kent,
she grinned even wider.
"I can't wait any longer, but I don't want to mess up our bed. Willow,
put those away in our bedroom, we're going upstairs. I hope you don't
mind us borrowing your bed for a while, I'm so horny I could explode.
Let's go, honey."
Tess had peeled out of her dress. Wearing only a thong and pushup bra,
she took Kent's hand and made their way up the stairs, leaving me
literally holding the bags. I sighed, picked up her dress, and walked to
the master bedroom. The bags contained some more silky panties, thongs,
in Tess's size. A cute pair of earrings and some male toiletries.
Obviously, she wanted Kent to have all he needed to stay here. I put it
all away, and then returned to the kitchen. I'd just changed my sheets
too, so I knew my bed was clean. I also knew I'd have to sleep on them,
sex soiled or not, as we only had one set of sheets for the bed. I sort
of puttered around the kitchen, the moans and thumping sound coming from
upstairs telling me that Kent was taking care of her needs, as we'd
wanted. Finally, after a half hour, I heard them come downstairs, then
their shower run. This time when they appeared, they were dressed,
casually. Tess in a short, sleeveless shift and Kent in shorts and tee
shirt.
"My clothes look good Willow. Clean, well ironed, and hung where I can
use them. As your wife said, I'll be staying here frequently, so I'll
leave these here. When you get my suits cleaned you can just hang them
with the rest of my things in the master closet. Tess also offered to
let me bring my other clothes here for you to launder, and I like that
idea. I was never one for such domestic chores that fit you so well. But
many of those I'll take back to my place, as I can't stay here every
night, no matter how much Tess would want that. But I do appreciate your
work.
When we started this arrangement, I wasn't sure how well it would go.
I've had a few such affairs before, pleasing other men's wives, but they
were all short lived. Despite how happy the wives were, generally the
husbands were merely tolerant at best. They'd rarely allow me to become
sole provider of their wives sexual needs, even if they were not quite
up to the task. Also few were willing to become more submissive. That
made it awkward for me. I admit I'm a true Alpha who prefers to run the
show. I much prefer the husband to be a beta male, who defers easily.
Which you've embraced so well, particularly fitting into the domestic
role easily and efficiently. This is how I always imagined my bull-hot
wife-cuckold arrangements to be. Now that I actually am experiencing it,
the relationship is better than I expected. Not only is the sex great,
Tess and I seem to get along at almost every level, and you submit
eagerly. As everyone is getting what they want, I see no reason we can't
continue this for quite a while. Really, no reason to ever stop at this
point. Right Tess?"
"Well, honey, I do like it a lot. Like you, this is far better than I
hoped. Not only am I finally getting some sexual pleasure, wonderful
orgasms, as well as more intimate contact with a very masculine touch,
but I'm realizing how much my husband can give me. I mean, he always
carried more than his share around the house. But now, as Willow, she is
freeing me to really enjoy life. Domestic chores, although necessary,
can be so depressing. Seeing how she seems content when she does them,
removes my guilt from not wanting to do my share. The maid's role is to
keep the home and hearth functioning for the Lady of the house, so as
long as I provide her the proper direction and guidance, with just a
touch of discipline, like this morning, then it should run almost
forever. Her willingness to venture out, dressed as a girl also told me
she enjoyed this more than just tolerate it. When Walter suggested we
start this process, a process of finding me more sexual relief, I wasn't
sure if it would be successful. Now that we've matured the process, I
totally see what he had in mind. That the process would release Walter
to become Willow. This is what you had in mind all along, wasn't it
Willow?"
I thought for a moment, hesitating before answering. I had envisioned a
process that would bring joy to my wife and relieve me from the guilt I
had about not being able to provide sexual excitement and satisfaction
to her. To release the guilt and free me. Kent had provided that. So it
had been a success. But pushing me totally into the role of a servant.
Configuring me as a maid, feminized, chastised, controlled, and
disciplined, physically and emotionally, was not in my original scope.
True I did many of these chores before we invited her lover into our
lives, but certainly not in this way and to this degree. I was composing
these thoughts in my mind before answering. But they saw my hesitation
as agreement.
"I thought this was what you wanted, Willow. I knew you'd like it as
much as Kent and I. So, we'll continue this process as I think I see
where I want it to go. For now, what I want is another happy hour. Makes
us some drinks and light snacks. I mentioned to Kent when we were out
that I wanted to change the downstairs office area to a real guest room.
We looked at a couple of designer shops and furniture places while we
strolled the area after seeing the museum. Based on that, he's got some
ideas we're going to toss around. Now that you've created maid's
quarters upstairs as your space, you don't really need the office
anymore. I can't imagine you doing that kind of work when you're in my
home. Your maid duties come first. I've always wanted a bigger, more
inviting space for guests. After we get it converted, then I'll feel
free to invite my sister to visit and stay awhile, and I've got some
cousins who'd I love to see again. Kent and I could show them the city
and you'd get to do bigger, more elaborate dinners. With you embracing
the maid's role so completely, having guests here for longer visits is
quite doable.
Of course, you'll need a few more improvements too. I think we can find
more linens for your bed, as well as accent the space. No reason to keep
it looking neutral, I can make it look much more feminine since it will
be for you. Lovely pastels, florals, and soft fabrics will enhance the
feminine feel for it. If we start having guests stay with us, then
you'll also need formal uniforms that aren't as sexy as the one you're
wearing now. I think we found an answer to that, as well. One of the
shops we saw today, was a custom dress shop. When I inquired about
having them make a few uniforms for you, designer maid outfits, they
assured me they could create just what we need. Plus I bet they'd be
able to match your blazers and suit coats with appropriate skirts or
dresses. That way, you can easily move from your work attire to you
servant role, without redoing your face or hair. I'll take you to the
shop one afternoon soon. So I see no reason, since you're happy too, not
to run this process to as far as we can. Just because Willow is my maid,
doesn't mean she can't also be an adorable office girl too."
Tess looked at me, beaming. I could see how completely happy she was and
knew my objections were now irrelevant. I'd started the process, pushed
her into it in fact, so now that she took control and had an endgame in
mind, I couldn't object. The time to change or abort the process was
gone.
"Yes Madam, I'll get your refreshments. Would some simple salsa and
chips be acceptable? They'll go well with the Mexican meal you requested
for dinner."
Tess's positive answer sent me on my way to the kitchen, knowing now
that this was my new life, the life the process had led me and her to
find. I would make the most of it. In fact, I actually understood that
this new life might have been what I wanted all along but was afraid to
admit. Sometimes a process finds all the right solutions to even
unanswered questions.