Chapter Six - Every Day Something Different
The next morning I woke up early enough to hand wash my soiled nightgown
before I left for work. The load of sperm from the previous night was
encrusted in the nylon. I filled my bathroom sink with warm, soapy
water, and soaked the gown. I then turned on the shower and stepped in.
I hadn't planned on shaving my legs this week, but the lingerie sets
Grace had purchased for me each included stockings. I knew they'd feel
funny if I had stubble, so I applied shave cream and shaved them smooth.
While I was at it, I shaved my underarms as well. After drying off, and
shaving my face, I went to my room and laid out the lingerie Grace
identified for wearing on Monday.
The act of dressing in lingerie was beginning to take on an
indescribably erotic sensation, even when I was alone. I found that I
enjoyed the ritual of fastening the garter belt, and then securing the
stockings to each clip, making sure everything lined up evenly. I was
concerned about wearing a bra beneath my clothes, even without breast
forms. But Grace included a matching slip that helped conceal the bulk
of the bra cups. Plus, I wore a t-shirt over that. I was definitely
going to keep my jacket on all day. Tucking my penis inside the
matching panties capped it off.
I then picked out one of my designer suits. Even while wearing a suit,
the attire the world would see me wearing, all I could feel was the
lingerie beneath. In fact, I found as the day wore on, all I could
think of was the sexy unmentionables that my suit concealed from the
world. I kept hoping I'd hear from Grace. I didn't want to have to
wait for the weekend to arrive. My wish came true near the end of the
day when I received an email from her. It read simply, "Do you feel
pretty? G."
My stomach fluttered as I read it, knowing what she was asking. I was
cautious about what to write in an email, knowing that work email was
not protected. I replied, "Yes."
A few minutes later she replied, "Did you think of me last night? You
know, doing, you know? G."
I knew what she was hinting at. Thank goodness she was being cautious
and indirect also. I hesitated about admitting the truth to her, but
something about Grace made me want to confess. I admitted that I had.
"Yes."
When she answered, she wrote, "Really!? I love it! Did you... you know,
was it... messy? G."
Oh my God! What was she asking me? Who was I kidding? I knew what she
was asking. I couldn't conceal it. "Yes," I answered, seemingly the
only word I was able to use. I was beginning to worry that these
exchanges were going to get out of hand.
"Oh Danni! I love it! Did it taste good? G."
Taste good? She assumed I'd intentionally taste my own cum? I
hesitated before replying. She obviously had wanted me to taste it.
But I hadn't. Should I lie to make her happy? Or tell the truth?
Something made me fear the consequences of being caught in a lie. Plus,
if I said 'Yes', then I'd be telling her I was okay with doing that, and
she'd expect it again. The other time she kind of tricked me. I'd had
no choice. If I told her I did it, just to make her happy, even though
it was a lie, she'd expect it the next time we were together. Then what
would I be able to say? 'No. Not for you. Only if I'm alone?'
I typed, "I didn't." Send.
"Didn't what?"
"You know."
"Do I? I'm not sure. You need to say it."
Damn her! Why was she torturing me? I didn't like this conversation.
And yet, I couldn't seem to resist responding to her demand for an
answer.
"I didn't taste it."
"Taste what?"
Crap! Was she really going to press this? In an email? I was torn
between wanting to reply honestly, as she wanted me to, and fear of
sending out an email with that word in it, especially knowing the entire
string was available to help decipher the meaning.
"Can we talk?" I asked, hoping I could tell her and yet, avoid saying it
in an email.
There was a long pause. I wondered what was taking her so long. I sat
waiting for a reply. Was she going to call? The delay in response was
agonizing. Maybe she thought I was going to call her? I flipped open
my cell to begin dialing her number when my screen pinged.
"Never-mind. I'm busy. We can talk later. Love, G."
That's it? 'Never-mind?' I began worrying that she was mad at me for
failing to give her what she wanted.
I quickly typed, "I'm sorry. Will you call me?"
But she didn't reply. I was all messed up inside. Now, all I could
think of was her, and the fantasy she had of me tasting my own sperm
when I masturbated thinking of her fucking another man. She knew I
fantasized about it. She knew I was excited by it. She wanted to think
of me tasting myself, but I wouldn't do it, or tell her I had. My penis
was hard now just thinking about it. My cock was pounding inside of
its' nylon cage. I had to resist ejaculating in my pants and causing an
entirely new problem to deal with.
I was worthless the rest of the day. Finally, I gave up trying to work
and went home. When I arrived I found a package on my steps. I carried
it inside and opened it. Inside was a pair of shiny, black high heels -
probably at least 6 inch spikes - higher than any she'd made me wear
thus far. My cock pulsed. I knew what Grace expected. And I knew what
I wanted.
I immediately went to my bedroom and took off my suit and male shoes. I
sat on my bed and slipped the heels over my stocking clad feet. When I
stood, it was shaky at first. The angle created by the spikes was
severe. I struggled to balance as I turned to observe myself in the
mirror. The effect upon my butt and calves was striking. I was a tall,
feminine form. And yet, as with earlier efforts, I looked less female
than male, but not gay either. There was that word hanging in the air
again. No! I wasn't! I only did this to please Grace - because she
obviously got turned on by me wearing girls' clothes. It struck me how
odd it sounded to hear my silent protest to myself, fully aware that
there was no one present making me dress as I was currently dressed.
I remained clothed in the lingerie I'd worn to work that day. In fact,
I simply went about my evening routine. I prepared dinner. I sat down
and ate while watching the news. I cleaned up. I sat down to read a
book and enjoyed a glass of wine. And as I did all of these things, I
only considered how I was dressed every now and then - like whenever I
passed a mirror and caught a glimpse of my profile. And then, I'd get a
brief inkling of satisfaction at my feminine appearance. I improved in
my gait wearing the extremely high heels. I'd feel relief each time I
sat down and was able to rest my feet and calves. Wearing high heels
was not easy, but I was becoming more adept as I continued to wear them.
Finally, bedtime came. I removed my lingerie and put it in my hamper.
Living alone, I didn't worry that someone might notice that there was
women's lingerie in my dirty clothes basket. I showered and then opened
the second box with the other nightgown inside. It was a long, red see-
through gown. There was a long sheer white peignoir as well. The
effect of the red showing through the white cover-up was sexually
intoxicating.
I crawled into my bed and immediately began fighting the image of Grace
with another man. No! Tonight I was going to sleep like a normal man -
well, maybe not a normal man, since a normal man wouldn't be wearing a
nightgown. But I wasn't going to torment myself thinking of Grace with
someone else. After all, she'd told me again that she loved me. She
wouldn't cheat on me, I convinced myself.
I had a fitful night. I couldn't recall the dreams I'd had, but they
clearly upset me and prevented me from sleeping soundly. I went about
my normal morning routine to get ready for work. Normal, at least,
except for donning a full set of sexy lingerie beneath my suit. Today
was going to be a busy day and I had to concentrate on the work before
me. Still, lingering in the back of my mind was the previous day's
email exchange with Grace. Would she call me? Was she mad? What would
the day bring?
The strangest thing struck me as I went about my work. All day I was
too busy to think of Grace at all. And not only that, but I was too
busy to be constantly thinking of what I was wearing beneath my suit.
And yet, I was consistently aware of the tug on the garter straps caused
by my stockings. Oddly, I found the steady tension to be comforting.
I'd be in a meeting and someone would be talking, and my hand would
glance across the garter tabs hidden beneath my trousers. Or when I
walked out the door to lunch with a colleague, and saw a pretty girl in
a short dress, revealing her stockings, I became aware of my own
brushing against the silk liner of my pants, and the nylon slip that
extended down my thighs.
Before I knew it, the day was over, and I rushed home so that I could
take off my male garb and slip inside of my new high heels. I spent the
evening much like the previous one. I found walking in the heels to be
a breeze, and I took pleasure in the effortlessness I found in wearing
them. I relished the crossing and re-crossing of my legs when I sat,
enjoying the smooth feel of my nylon stockings brushing against each
other.
That night I wore the yellow nighty with light blue peignoir. I slept
more peacefully also. I was becoming accustomed to my new evening
wardrobe. Just beneath, or perhaps just at the edge, of my
consciousness, was Grace. I knew she'd be pleased to know that I was
dressing as she expected me to. I tried to resist thinking of her
because whenever I did, I also thought of the tall man I was convinced
had visited her Sunday night just as I was ushered away.
Wednesday and Thursday went by uneventfully. On Friday morning, I laid
out the lingerie she'd selected for me. Today she had me wearing red
stockings, a red frilly thong, a sheer red bra and a sheer white slip.
But the kicker was the red and black, open-bottom long-line girdle.
When it was in place, it held my thighs together tightly, making every
step I took a reminder of how I was dressed. I was worried to death
that people would be able to tell I was wearing a girdle under my suit.
I turned to every angle I could in the mirror, to see if I could tell.
I finally convinced myself that no one would be able to notice. Still,
walking with my legs so secure was a trick. Somehow, I thought that was
Grace's intention.
The first hindrance posed by the girdle came as I approached the Metro
stop on my way to work. Trains arrive approximately every six minutes.
If you're lucky, you can time it to catch a train as it arrives.
Sometimes, to do that, you have to run a little. Well, as I was
approaching the station, my train pulled up. Normally, I'd have been
able to catch it. But today, when I tried to run, I found my legs would
only shuffle in short strides. I felt like I was moving the way I've
seen women attempt to move when they need to move quickly in heels. I
missed the train by a few steps. I looked around self-consciously,
wondering if anyone had noticed the 'girly' way I'd run. There was a
tall, dark-haired woman who I swore was examining me critically, as if
she somehow knew. I walked away from her to the other end of the
platform to wait for the next train.
When the train arrived, I found a seat near the rear where no one else
was sitting. I opened the morning paper to read on the way into the
District. I attempted to cross my legs, as I normally would, but found
my legs restricted from settling the way they usually did. Instead, I
found that I was forced to drape one leg over the other, the way a woman
would.
I stopped for coffee at the shop downstairs in my office building and
ran into Stan, one of my workmates. Stan smiled and looked at me with
an odd expression. Surely, he couldn't see the girdle, I worried. As
we walked to the elevator, he asked, "Have you lost weight Dan?"
I was taken off guard. I had not lost weight. I'd weighed that morning
and I was where I always was.
"No," I replied. "Why?"
"I don't know," he said. "You just look leaner around the waist is all.
I thought maybe you'd gone on a diet. I could stand to lose a few
pounds and was going to ask how you did it."
I thought, 'Get a girdle.' But I said, "Nope. No diet. No weight
loss."
As we exited on our floor he mentioned that he and a few guys were
planning to go out to lunch together later and invited me to go along.
That sounded good, so I said I would.
I was happy to settle in behind my desk where I wasn't so self-
conscious. I set to work and tried not to think of Grace and what
plans, if any, she might have for us this weekend, although I really
hoped she'd call. She still hadn't communicated with me since the
truncated email exchange on Monday. When lunchtime arrived, we all met
downstairs in the building lobby. As we were approaching the corner to
cross the street, the light permitting pedestrians to cross was counting
down. Bill Wright, one of the guys in our group, urged everyone to
hurry to get across before the light change. Everybody broke into a
jog, including me, without thinking. But as soon as I did, I was
quickly reminded of the futility of me trying to run. I felt silly
trying to run across, and realized I wouldn't make it without everyone
seeing me run like a girl. I had no choice but to wait to cross. Of
course, the net result was that the others, who did cross, had to stand
on the other side and wait for me. When the light finally changed and I
walked across, I felt like all of their eyes were examining me and my
short, girly strides.
They laughed as I arrived and Bill commented, "Don't knock yourself out
trying to keep up Dan."
I tried to laugh it off myself. "Sorry guys," I made up an excuse. "I
slipped on the curb and didn't think I'd get across in time."
Stan joked, "My secretary could have made that in heels!"
Everybody laughed at the joke at my expense. I felt my face turning
beet red, regretting having accepted his invitation to lunch at all.
Things went okay, though, after that. Once I returned to my office, I
stayed there, trying unsuccessfully to work. All I could think of was
Grace. Would she call? Should I call her?
As five o'clock drew near, and I still had not heard from her, I
couldn't stand it any longer. I called her cell phone. It rang several
times before she finally answered.
"Hi Danni!" she greeted me cheerfully. That was a good sign.
"Hi," I answered. "What's going on?"
"Oh God!" she exclaimed. "Things are crazy here. We've had clients in
from Texas all week, pushing this new pipeline legislation. What about
you?"
"Oh, not much," I said, trying to sound casual. "I was wondering if we
could get together for dinner or something," I asked hopefully.
She sighed. "Oh that sounds wonderful sweetie! I just don't know when
I'll be out of here."
"Oh," I said, my disappointment obvious.
She hesitated, as if thinking and then said, "Why don't you go to my
place? As soon as I get clear, I'll come home and we can go out to get
something. Sound okay?"
Did it?! My mood shifted immediately. "Yeah! That sounds great! I
can head over as soon as I go home and change."
"Welll," she said. "Don't change too much Danni. You know what I
mean?"
Uh, yes. I did. "Okay," I promised.
"Tell Walter to let you in. In fact, I'll call him and let him know
you're coming. And Danni?" she asked before hanging up.
"Yes?"
"You could surprise me if you want to. Make yourself pretty?"
I didn't know how to respond at first. It was one thing to keep on the
lingerie for her. But was she suggesting I dress up as a woman again.
I asked, "Pretty?"
"Oh don't be silly," she laughed. "You know what I mean. Surprise me
Danni," she concluded as she hung up.
I was full of conflicting thoughts and emotions as I hung up. On the
one hand, I was excited that I'd be seeing Grace. On the other, I was
growing very concerned that all she wanted from me was to see me dress
up as a woman. She said she loved me, but in what way? And yet, I
couldn't seem to resist her.
I went home and took off my clothes. I showered and got refreshed,
including shaving my legs again. I then put back on the lingerie I'd
worn that day and picked out a casual outfit to wear over them. I was
about to leave when an idea hit me. Why I did it, I can't explain, but
I went back to my room and picked up the new high heels Grace had sent
to me, put them in a bag, and left.
When I arrived at her apartment, Walter the doorman was expecting me.
"Good evening Danni," he greeted me.
It sounded so strange for him to call me 'Danni,' but there was little I
could do about it, as that was how Grace had introduced me to him.
"Ms. Andrews told me you would be by. I'll let you in," he said as he
walked with me to the elevator.
As the doors were closing he suddenly remembered, "Oh yeah! I was
supposed to give you this note," he said, smiling as he handed me a
folded piece of paper.
When the doors closed, I opened the note. Written in handwriting I did
not recognize was a question. "Are you my sexy girl?"
My first thought was whether Walter had read the note. Worse yet, did
he write the note at Grace's direction? I would be worrying about that
every time I saw him now.
The door opened to Grace's penthouse and I stepped inside. I walked to
her balcony and opened the door. It was going to be a beautiful night
on the Potomac. I then went to her bar and fixed myself a gin and
tonic. I needed to relax and wind down some. I finished the first one
and then made another. I had no idea when Grace would be home, but
decided I better not risk disappointing her. She wanted me to look
pretty for her. I figured I better do it, or else the weekend could end
up a bust.
I went to her room and began looking through her closet. Grace wanted
me to be her 'sexy girl.' As I looked through her vast wardrobe, a
devilish idea hit me. I picked out a short, red leather mini skirt -
and I do mean short. It was just barely longer than the girdle I wore.
I then selected a sheer white blouse through which my red bra, covered
by the sheer white slip, would surely show. I tugged the tight mini on
and realized that the straps connected to the garters showed beneath the
hem. Oh well! She wanted sexy. I then buttoned the blouse up to just
below my bra. I found the breast forms she'd bought me and slipped them
in. Next I went to her vanity and sat down to apply makeup and paint my
nails. I fixed my face first, then finished things off with the
brunette wig. As soon as I put the wig on I was entranced with my own
image. I was amazed at how pretty I was. I found the earrings she'd
had me wear the previous weekend, and put those on. Next, I put on my
new spiked heels. Finally, I sat down to apply fingernail polish. When
I was done, I couldn't believe it. I looked sexy!
I walked back outside, sat on Grace's balcony, and finished my second
gin and tonic. I fixed a third one. Then a fourth. Still, no Grace.
I hadn't eaten anything. I was tipsy. Just then my phone rang. It was
Grace, apologizing. She was almost home. Fix her a martini and have it
waiting.
Dutifully, I went to fix her a Cosmo, her favorite. When the elevator
doors opened, I was standing there waiting, feeling a slight sway as I
worked to maintain my balance in the six-inch high heels while
inebriated.
Grace's hand went to her mouth in shocked surprise. "Danni!" she
exclaimed. "Oh my God! You look...you look amazing! You are soooo
hot!" she screamed as she grabbed me around the neck and hugged me.
I was blushing with embarrassment and joy.
"Th, th, thank you," was all I could think to say.
She took the martini from my hand and we walked together to the balcony.
Though drunk, I was walking fairly well in the heels.
"You walk in those like you've been wearing them all of your life Danni
- just like a real girl."
I blushed again. I was glad she was happy. But she seemed to be going
a little overboard.
We stood at the rail of her balcony, looking out at the river. I was
hungry, and wondered if we were still going out for dinner. If so, I'd
need to change.
"So, are we going to dinner?" I asked.
Grace eyed me mischievously. "Where did you have in mind?"
"I don't know," I replied. "I'll go wherever you'd like to go."
"Hmmm," she thought. "Dressed as you are limits us a bit."
Dressed as I was? Whoa! I wasn't going out like this! The look on my
face must have said it all, for she looked at me in disbelief as she
said, "What? You didn't get all dressed up to go out to dinner with
me?"
She couldn't be serious! "N, n, no! I didn't. I thought this was just
for you - for here," I nervously replied, not completely confident that
she wasn't serious.
She pouted. "Darn!" she exclaimed. "You look so hot! I was hoping to
show you off. No one would be able to tell you weren't a girl.
Although you might have to fight off the guys wherever we went, looking
as sexy and slutty as you do."
Slutty? I looked slutty? That wasn't my goal. I only wanted to please
Grace. Now she was calling me a slut?
"I, I do, don't think I could do that Grace," I pleaded.
She gave me a sympathetic smile and said, "I suppose not. Yet," she
added. "In time though?"
Thankful for a reprieve, I sighed in relief. "Great!" I said. "I'll
just go change so we can go."
"What!?" she objected. "Change? No! I was only teasing you Danni. I
don't want to go out after all. I want you to stay dressed just like
that. Besides, I've already eaten."
Confused, I said, "You have? Wh, when? I thought you had to work late
tonight?"
"I did," she said offhandedly, effectively brushing me off. "But when
we finished work, my boss insisted on taking me to eat. I couldn't very
well tell him no. Plus, I'm beat. What I could really use is one of
your special foot massages. Do you mind?"
Did I mind? Did I have a choice? Grace always got her way with me!
And, I had to admit, I did enjoy making her feel good. Forgetting my
own hunger, I responded, "Not at all. Whatever you want."
"Oooh! I like that! Maybe I can come up with some other ideas," she
giggled as she sat down and kicked off her heels.
Taking her cue, I kneeled to begin her foot massage. I thought, as I
started, how odd it was that I didn't even flinch at her foot odor, or
the damp feel of her feet that had been trapped in heels all day. Grace
certainly wasn't uncomfortable handing over her unclean peds for me to
console. She seemed to simply expect it. She sighed as I began to work
the soreness from her feet. As she relaxed, her legs fell open and I
was treated to a view of her panties. I enjoyed a strange sense of
excitement as I worked her toes and snuck peeks at her crotch, no longer
worried about Grace catching me gawking at her snatch. I loved her
pussy - in so many ways. I loved her full mound of dark pubic hair. I
loved the way she responded to my touch, consistently becoming aroused
as I pleased her. Her wetness and the rich, strong odor of her combined
sweat, urine and feminine arousal was intoxicating beyond measure.
My penis throbbed from unrequited excitement. As I focused upon Grace's
pleasure, she continued to let me know that I was fulfilling her needs
with light moans and groans, every now and then saying my name softly.
As I worked her feet, she lifted her butt off of the love seat and
pulled the hem of her dress up, giving me a full view of her panty-
covered bottom. The crotch of her pink panties was soaked. I didn't
need another hint. I wanted to taste her. I wanted to taste her hot,
sweaty, urine and cum soaked underwear.
I leaned in close and sniffed. Oh God! The odor was pungent and rich
from her juices. My tongue darted out and I licked her outside of her
panties. She jumped reflexively at the touch of my tongue. I then
covered the center of her crotch with my mouth and began to suck the
juices that had saturated the pink nylon, turning it darker there than
the rest of the fabric. She was so wet that it was like a flow of
liquid was seeping out of her and into my mouth. There was a thick,
salty essence to her nectar.
"Oh! My! God!" she exclaimed. "You do that so good Danni!! I love
that you clean me like that! Nobody has ever done that for me before.
And you do it so fucking good!"
I smiled to myself. I enjoyed pleasing her. It was interesting to me
too that she liked the fact that I'd do it to her before she showered.
Her compliment made me suck even harder. Amazingly, as I sucked harder,
the flow of thick, creamy ooze continued to pour out of her. Finally,
she couldn't stand it and hissed, "Take them off Danni! Take my panties
off! I want your tongue inside of me! Hurry!" she insisted.
As she lifted her ass to help me gain access, I pulled her wet panties
off and returned to lick her clit. I was amazed at what I observed.
Her pussy hair was covered in her juices. It was thick and creamy. The
flow from her vagina was milky and dripping out of her. I had no idea a
woman could orgasm like that, but Grace seemed blessed with a special
ability to cum. As I gazed in amazement at her ejaculate, she grabbed
the back of my head and forcefully pulled my mouth toward her cunt.
"Suck it Danni!" she ordered. "Suck the sperm out of me!"
Grace never ceased to amaze me. She actually referred to her girl juice
as sperm. I had to admit, it was thick like sperm, so I could see what
she meant. But it also made me uncomfortable when she did so. It just
underscored how she treated me like a sis, er, a girl.
I sucked her fervently as she ground her muff into my face. There
seemed to be an almost unending supply of girl cum escaping her. Grace
began bucking against me and, as she orgasmed, she seethed, "Yes! Yes!
Yes! You nasty little slut! Clean my pussy Danni! Clean it with your
tongue sweetie! Fuck! You are such a good little sissy slut!"
I hated what she was saying, but I couldn't stop - even if I'd wanted
to. She had my head locked between her thighs as she fucked my face.
Only when I'd thoroughly satisfied her did she relax, letting me pull
away and breathe.
I sat back on my heels to gather my wits. Grace was looking at me with
a wild, animal like glare of desire. "Thank you baby," she said. "You
are so good to me. I love you."
A warm sense of happiness and contentment ran through me at those words.
I blushed and smiled.
"I love you too."
"I know you do. I know you do."
After a few moments, Grace stood and took my hand, pulling me to my
feet. As I stood she told me to pick up her discarded panties.
"Put them in my hamper Danni."
She led me to her bedroom and pulled off her dress. Letting it fall on
the floor, she walked to the bathroom.
'I'm going to get a shower love. Get ready for bed and I'll join you in
a few minutes. Leave your girdle and stockings on."
Just like that. It wasn't so much an order, as it was a statement of
what she expected of me. Delivered in a manner that suggested that it
didn't even cross her mind that I would not do precisely as she
directed.
Almost instinctively, I stooped to pick up her dress where she'd dropped
it. Entering her closet I found the empty hanger and carefully placed
the dress back where it belonged. I dropped her damp, soiled panties in
her hamper. I took off my skirt and blouse and carefully re-hung them.
Sifting through her nightgowns, I settled on a pale pink baby-doll that
I thought would go well with the girdle I was wearing. Letting it
settle over my shoulders, the effect I expected was achieved. You could
see the red lingerie I wore through the pale pink chiffon. As I
returned to the bedroom, Grace was already out of the shower and stood
naked in her bathroom doorway, looking at me in her mirror. I saw her
smile, obviously pleased at what I was wearing.
I crawled onto her bed and lay on my side, watching her dry off. She
came into her bedroom stark naked. I stared at her beautiful body. She
was a goddess, and I was irretrievably in love with her. She stood next
to me beside her bed, not speaking - simply allowing me to adore her
utter magnificence.
Finally, she slid in beside me. "Scoot over baby," she said, and I made
room for her. She lay beside me and stroked my cheek. "Such a pretty
girl," she whispered. "Such a pretty girl."
I was embarrassed at the way she referred to me. But I didn't object.
I didn't say a word. I was completely taken in by her power and beauty.
I wanted to fuck her, but somehow doubted that would happen, especially
with my penis trapped beneath the constricting girdle. Grace turned me
away from her and spooned up behind me, one hand draping over and
grasping my breast over the large forms.
"Goodnight sweetie," she whispered. "Sweet dreams."
I didn't respond. Instead, I let her hold me as I rewound the events of
the evening. Soon, I heard the steady rhythm of her breathing, and knew
that she was sleeping. Tomorrow, I decided, she and I were going to
have to talk about where this was heading. I loved her, but I wanted a
real relationship. I wanted to be her boyfriend. Grace seemed intent
on something else.
The next morning I awoke to an empty bed. The curtains had been drawn
closed so the room was dark. I lay there alone, listening for sounds,
but heard nothing. Finally, I swung myself out of bed and went to the
bathroom to pee. I had to wiggle the girdle down to sit and go. That
was a pain in the butt. Then, I had to readjust everything before I
could walk out to the living area.
The place felt empty as soon as I opened the bedroom door. The door to
the balcony was open, allowing a nice breeze from the river to flow
through the apartment. But there was no sign of Grace. I wandered in
to the kitchen where I smelled coffee. That's when I saw the note on
the counter.
"Dear Danni, You looked so peaceful sleeping this morning that I
couldn't bear to wake you, though I wanted to in the worst way, if you
know what I mean. God you looked hot! I fixed us coffee, but you were
out like a rock, so I finally had to go. I've got a few things that
have to be done at the office today. I'm hoping you'll stay and spend
the night. In the event that you want to, I was also hoping you could
take care of a few little things for me today while you hang out. I
left a list in the guest room along with something for you to wear.
Love, G."
Crap! Another Saturday at Grace's without Grace! There always seemed
to be something! Did I want to spend the night with her tonight? Of
course I did. What I'd really wanted us to do today was talk about
where we were going. Now that would have to wait. I poured myself a
cup of coffee and went on the balcony to enjoy the breeze. I laughed
inwardly as I sat outside wearing a pink baby-doll and women's lingerie,
aware that it was completely private, so no one would be able to see me.
When I finished my coffee, I went back inside and headed to the guest
room to find Grace's list. I can't say I was totally shocked to find
what she'd left on the bed. Next to a sheet of paper with a list of
chores, Grace had laid out a maid's outfit, this one made of shiny pink
satin, edged in black ruffled lace, a full black petticoat, plus all of
the necessary accessories and lingerie. My new black heels were next to
the bed. Interestingly though, there was a new wig, this one blond,
with very curly locks. Oh well! I couldn't see how it would hurt, plus
I didn't want to disappoint Grace and cause her to be unwilling to
discuss our situation later.
I went to her room and removed what I was wearing, put the dirty items
in her laundry basket, and then headed to the shower. I shaved
everywhere to make sure I was smooth. After my shower, I noticed a
bottle of Grace's body lotion, and decided that it might feel good to
put some on. It smelled nice. And it felt good seeping into my skin.
I slipped on Grace's bathrobe and went to her vanity to apply makeup.
It was strange. As I sat there working foundation onto my face, it
occurred to me that this act of transforming my appearance did not seem
as awkward and foreign as it had a few weeks ago. I examined the
finished product and was still put off by the look of being a man with
makeup on, but who had no wig, and thus, looked more femmy than girly.
That was an uncomfortable visage for me.
Satisfied that I'd gotten the makeup okay, I went to the guest room to
finish dressing. As I stood before the mirror, fully dressed in a very
- well - sissy looking maid's outfit, I recalled how I'd looked two
weeks prior when Grace had invited Carl Hopkins to dinner without
telling me. God! That was the most embarrassing moment of my life. I
could hear him now telling his friends how he'd been served dinner by a
sissy boy dressed up like a French maid. The thought made me sick to my
stomach. I hoped I never saw him again. I picked up the blonde wig
from the bed and worked it over my head. The results were astonishing!
Once again, that one item transformed me from a femmy looking sissy,
into a beautiful and sexy girl.
Once dressed, I set about completing the chore list Grace had left for
me. It was much the same as I'd done for her each weekend now. I was
fairly set on the routine. I removed the sheets from her bed and
carried all of the dirty clothes to the laundry room. I started the
wash with the sheets and towels and then went to work on her intimates.
Grace went through some lingerie! As I'd grown accustomed to doing, I
savored the handling of her intimates, sniffing the crotch of each pair
of panties before I washed them. Some were a little more soiled than
others, and there was a difference in how a few pair smelled compared to
others. But always, there was a definite odor that I associated with
Grace. An aroma that caused me to twitch whenever I whiffed it. Two
pair, including the ones she'd worn last night, had a crusty buildup in
the cotton lining of the crotch. I shook my head at the thought that a
woman as beautiful as Grace had a bit of a rank side to her, and I alone
shared it with her through cleaning her panties for her. I also cleaned
my own lingerie that she'd bought for me to wear during the week.
Once all of her finery was clean and hung up to dry, I made the bed, put
fresh towels in her bathroom, and then set about cleaning her bathroom.
Next I moved into the den and dusted everything and finished in the
kitchen. The last thing before folding her clothes was to vacuum. I
took special care to fold everything neatly and put it away where it
belonged. By the time I finished it was near evening and I went to the
kitchen to see about dinner. I wanted to fix something special so that
I could set the right mood for Grace and I to talk during our meal.
Once I'd decided what to fix, I set the table and got everything ready.
I was about to go change clothes for dinner when the elevator doorbell
rang. Almost as soon as it did, my excitement for the evening turned to
despair. There was laughter - and it wasn't the laugh of one person.
Unmistakable was Grace's infectious laugh. But there was the laugh of
someone else as well. She was bringing company! And, once again, she
had not even warned me. I was frozen in my tracks when Grace turned
into her living area with Mandy, the cute blonde girl who had greeted me
when I stumbled in on Grace's hen party that second weekend.
Mandy looked at me with an astonished look almost as severe as my own.
"Oh!" she declared, one hand going to her mouth. "Who is this Gracie?
I didn't know you had a maid."
Grace went, "Ahem. Yes. I do. She's new. We're still seeing how
things will work out. Mandy, this is, uh," I could tell she was
attempting to come up with something to explain this. "This is Sissy.
Sissy, this is Man, er, this is Miss Stratton," she said, introducing me
to Mandy in a formal manner.
I was stunned beyond comprehension! I should have walked out right
then. Why would Grace do this to me? I know. She didn't say I was a
sissy. But she said my name was Sissy. The double meaning to me
couldn't be missed. Instead of leaving though, out of embarrassment
more than anything, I resorted to my maid persona that Grace intimidated
me into adopting two weeks before, in a similar situation, with Carl
Hopkins.
"Good evening Miss Andrews. Nice to meet you Miss Stratton." I
curtsied. "May I get either of you a refreshment of any kind?"
Mandy looked at Grace, and began giggling hysterically. "Oh my God
Grace! She is soooo cute! I love it! Yes Sissy, I'd love something.
Perhaps a Cosmo?"
"Of course ma'am," I replied, ignoring her amusement with my nightmare.
"And for you Mss Andrews?"
Obviously pleased beyond measure at my response, Grace said that she too
would love a Cosmo and asked, "Would you please serve them on the
balcony Sissy?"
"Of course ma'am," I answered. I went to the bar to fetch their drinks.
Grace and Mandy went out to the balcony. Although I could hear their
voices, I could not hear what they were saying. I assumed that Mandy
was asking Grace a million questions about her new maid. I wondered
what kind of lies Grace was coming up with to maintain my cover. I was
thankful that Mandy gave no hint of recognizing me from our earlier
encounter at Grace's hen party. I figured I must really look like a
girl to be able to fool her so easily. The only way for me to escape
detection was to do my best to carry off my role.
I prepared their drinks and delivered them on the balcony. Once they
were served, I glanced toward Grace for some indication of what I should
do next. Engrossed in her conversation with Mandy, she was ignoring me.
I stood there awkwardly, not knowing what I should do. Eventually,
Grace noticed me and said, "That will be all for now Sissy. I assume
you have dinner planned?"
I didn't like how she was treating me. It didn't feel like love to me.
"Yes ma'am," I replied. "When would you like it served?"
Dismissively, she answered, "I'll let you know. Mandy and I have some
catching up to do. Why don't you go make sure everything is ready?"
As I curtsied, I said, "Yes ma'am," and turned to walk away, adding a
little swish to my sway as I did, though I don't know what possessed me
to do so. I heard Mandy giggle and whisper to Grace, "God Grace! Your
Sissy is so sexy!"
My head was turned upside down at this point. I was going along with
Grace's little game, although mostly out of fear of how embarrassed I'd
be to throw a tantrum in front of Mandy, in the process revealing to her
that I was really a guy dressed up in girl's clothing. There had to be
a way out of this though. Compounding my confusion was my steady
arousal at the situation. I couldn't deny what could not be seen - my
penis was hard. I was turned on.
I tried to keep my mind clear by focusing upon the task before me -
preparing dinner for Grace and Mandy. As I washed the lettuce for the
salad - the salad that was supposed to be for Grace and me - I heard
someone walk up behind me. Her perfume revealed to me that it was
Grace. She pressed close to me and leaned in to my ear. I knew that,
if she were looking, Mandy would be able to see how close Grace was to
me.
"How's my Sissy?" she whispered playfully.
At the word my body stiffened. I wasn't in the mood for her games.
"I'm not a sissy," I replied tersely.
"I didn't say you were Dan," she retorted, using my formal name for the
first time since I could remember when. "That's just your name for the
evening. Don't you like it?"
"No! I don't," I said firmly.
"Oh! I apologize," she retorted sarcastically. "Would you have
preferred that I introduce you to Mandy as Danni? So she'd know who you
were? Hmmm?"
I had no answer for that.
"No. I don't suppose," I conceded. Then, a thought occurred to me.
"D, does she know?"
"Know what sweetie?"
"Th, that I, I'm a m, man?"
Grace sighed as she said, "Oh no. She is completely fooled. I'm
certain that she thinks you are a beautiful, sexy girl. Should we play
along? Or would you rather I tell her your real name?"
I was stuck - and she knew it. Grace was the master of controlling
situations.
"No. Don't do that. I just wish you could have thought of some other
name."
"Me too baby. Me too. I just couldn't think fast enough, and before I
knew it, I'd blurted it out. But I kind of like it. How is dinner
coming?"
"I have everything ready for when you tell me," I answered.
"Wonderful!" she said happily. "We're going to have a few more drinks
before dinner, if you don't mind."
Feeling a little bold and irritated, I responded, "If I don't mind? As
if you've left me a choice?"
Grace paused before she said anything. Then, in a firm, no nonsense
tone, she whispered harshly, "We all can choose Danni. You can choose
to walk out of here right now. Or, you can choose to have some fun with
the situation, and play along." Then, softening her tone, she added,
"If you do this right tonight, I promise you I will make it worth your
while later. I'll rock your world," she seethed, as she reached in
front of me, lifted my petticoats and grabbed my rock hard penis.
"Oooh!" she exclaimed. "I think you do like this. Sissy."
She gave me a little squeeze, then let go and returned to the balcony.
I stood at the sink, holding myself up. I nearly fainted when she
uttered, 'Sissy,' right before she walked away. She was going to 'rock
my world.' Oh God! I was so aroused I didn't know what to do.
Actually, I did know what to do. I was going to play along. Whatever
pleasure Grace got out of her kinky little game she was playing with me
tonight, I decided right then, I was going to do it right.
I prepared them each another Cosmo and delivered them. As I handed
Mandy hers, I said breathily, "Your Cosmo Miss Stratton," smiling
seductively as I curtsied.
"Thank you so much Sissy," she responded. She was looking me over good.
I already knew that she thought I was sexy, so I'd decided to play it up
good. Maybe I could make Grace jealous, I thought devilishly.
I then delivered Grace her Cosmo and curtsied for her as well.
"Thank you Sissy," she said.
"Will there be anything else ma'am?" I asked.
In an offhand tone, she said, "No. Nothing for now. Why don't you just
stand by until we need something?" she instructed, indicating that I
should stand by her side.
"Yes ma'am." And so I stood there while the two of them chatted. They
talked about other girls and who was dating who - who was sleeping with
who, actually. The gossip they shared was titillating. It felt strange
to be standing there - almost as though I were a piece of furniture -
more, almost, as if I were not even there.
Suddenly, as I was lost in my thoughts, half listening to their
conversation, half reflecting on my situation, I felt Grace touch my
leg, just below my knee, at the back of my calf. I didn't move though.
As instructed, I just stood there. Slowly, almost imperceptibly, she
began stroking the back of my leg, going up, then down, staying in that
general area near my knee and behind my calf. It felt good, but I
worried what she was up to. I knew that Mandy had to have noticed what
Grace was doing. This show of comfortable intimacy was sure to
demonstrate to Mandy that I was more than merely a maid to Grace.
Meanwhile, their conversation continued. As they talked, Grace's hand
moved higher on my leg. Steadily higher. Soon, her fingers were at the
top of my stockings, alternately rubbing my stocking covered leg and
flicking at my garter clips. I felt my penis throb. I felt weak in my
knees. And yet, despite her focus upon touching me, Grace didn't miss a
beat in her conversation with Mandy. Then, without warning, Grace went
higher - all of the way to my panties. She softly wrapped her fingers
around my nylon covered penis and squeezed gently. She then began to
gingerly stroke me with her long fingernails. I was frozen in shock and
fear. Shocked that she would do this to me so boldly in front of her
friend. Fearful that she would make me cum in my panties and reveal my
true sex to Mandy.
I was doing my best to resist the urge to orgasm. In turn, Grace seemed
to be doing her best to torment me. I noticed that Mandy had nearly
finished her Cosmo and that's when I thought of a way out of the
situation.
"May I get you another Cosmo Miss Stratton?" I inquired.
Smiling knowingly at me, she answered, "Oh yes Sissy! That would be
splendid! You could probably use a break anyway I bet," she added
gratuitously.
"And you ma'am?" I asked Grace.
Letting her hand fall out from under my skirt she said, "Yes Sissy.
Please. Don't tarry now."
Grateful to be out of her grasp, for now, I click-clacked off of the
balcony to prepare them each a fresh drink. I took my time, using the
excuse to be out of Grace's clutches to its full advantage. God! She
nearly had me there. Much longer and I know I'd have let loose a flood
that would have been impossible to explain to Mandy. How embarrassing
would that have been? The thought crossed my mind that such may have
been Grace's intent. Would she really want to expose her boyfriend in
such a way? To one of her girlfriends?
I had to force myself to think of something non-arousing. It was
difficult. Because I was quite aroused. I couldn't explain it, but the
entire situation had me on edge. Being dressed as woman - a maid. The
subservience to Grace. The fraud upon Mandy. The sexual tension
between Grace and me. The sexual tension between Mandy and me.
Everything about the evening had me keyed up.
I took so long that Grace became impatient. "Sissy!?" she called out
loudly from the balcony. "Are you alright?"
Gathering myself, I replied, "Yes ma'am. Be right there." I finished
mixing their drinks and returned to the balcony.
They were laughing hilariously as I brought them their third Cosmo each
of the evening. It was obvious that they were enjoying themselves. I
wondered how much of their jocularity was at my expense.
"Your drinks madams," I announced as I made a deep curtsy. I was
becoming quite adept at my maidly motions.
They each thanked me. This time, after handing Grace hers, I stepped
back, just out of her reach, to stand by for further instruction. I was
beginning to wonder if they were ever going to eat dinner. Otherwise,
they were going to be so intoxicated that there was no telling what they
might do to embarrass me, or to take advantage of my current
vulnerability.
I noticed Grace glance at me as I stayed out of her reach. She was on
to me. Not one to be one-upped, she gave me a knowing look and then
dropped her eyes to the deck. At first, I was confused, and did not
react. When she did it again, it hit me. She expected me to kneel by
her feet. I balked. No way was I going to do that for her in front of
Mandy. Out of the corner of my eye, I noticed Mandy keenly observing
our little stand-off.
Grace crossed her legs and let her heel dangle from her foot.
Addressing Mandy she sighed, "I don't know about you Mandy, but my feet
get so sore from being in heels all day." Then, looking back at me, she
once again gave me the clear signal to kneel. I quickly did the
calculation. Grace had said, if I did this right tonight, she was going
to 'rock my world'.
Slowly, delicately, demurely even, but quite deliberately, I obediently
sank to my knees before Grace, the petticoats of my maid's outfit
billowing around my feet on the deck. Without requiring further
instruction, I removed Grace's dangling heel and set it aside. I took
her foot into my hands. "Ma'am," I addressed her respectfully. "May I
remedy that for you?"
Pretending surprise that I would suggest such a thing she said, "Why
Sissy! That would be so sweet of you dear! Yes! Thank you so much!"
She leaned back and sighed appreciatively as I began massaging her foot.
Returning her attention to Mandy, they resumed their conversation -
again, almost as though I were not present. I focused upon the task at
hand, and only listened a little to their conversation. Mandy was
talking about a guy she'd been dating, complaining that he'd been, as
she put it, "less than stellar" in the lovemaking department, if Grace
got her drift. They laughed as Grace agreed that she "understood" what
Mandy meant. There was nothing worse than a man who wasn't as
"fulfilling" as a woman required, she added. I tried not to take what
Grace said personally, but I couldn't deny my own efforts in that arena
that had, thus far, apparently not been all that she'd hoped for.
I had switched feet by now, and was alternating between feet. Each time
Grace would recross her legs, she'd give me a little reward for my
trouble, by way of giving me an upskirt shot of her panties. I was
disappointed to see that my efforts tonight were not quite achieving the
results of past foot massages, in that there was no obvious evidence of
her arousal in the form of a wet crotch. Perhaps, she was so involved
in her conversation with Mandy that she simply wasn't thinking the
necessary thoughts to aid in her sexual excitement.
I don't know how this conversation started, or how long it had been
going on, when my antennae zeroed in and I began listening more closely,
but I was astonished that things turned the way they did next.
"Your maid is certainly very accommodating Grace. You are fortunate to
have such a lovely attendant."
"Yes," Grace agreed. "My Sissy is nice to have around."
"How long did you say she's been with you?"
"Sissy has been with me for a few weeks now, though I have only recently
begun utilizing her to her full capacity."
'Full capacity?' What was that supposed to mean?
"Really? She seems willing to do whatever you ask of her. Where did
you find her? Did you use a service?"
"No," Grace chuckled. "You won't believe it when I tell you. I met
Sissy in a bar."
"Oh my God!" Mandy exclaimed. "That is sooo amazing! Not dressed like
this?" she giggled.
"Oh no. Sissy wasn't dolled up that night."
"How did you know she was a maid?"
"I didn't - really. Not then anyway. But we hit it off right away.
One thing led to another, and the next thing I know - voila! Sissy is
my maid. And she is very useful."
"Oooooo," Mandy cooed. "That sounds interesting. How useful is she?"
Laughing mischievously, Grace emphasized, "Very useful."
Mandy laughed with Grace. Meanwhile, I was I mental mess. All of the
double entendre in Grace's comments had me alternately worried and
excited. Had she known from the moment she met me what she intended for
me? I tried to convince myself that couldn't possibly be true.
The next thing that was said brought it all home for me. How I
responded was probably the most telling thing about how far Grace had
brought me along, without any serious opposition from me.
Grace spoke directly to me. "Sissy," she said. "Would you please be so
kind as to provide your, ah, 'special service' to my guest?"
I looked at her in desperate fear, my eyes pleading with her not to make
me do what I knew she was asking me to do.
"Don't worry," she said, as if she misread the true reason for my
hesitancy. "I won't be jealous if you do," apparently misreading my
true worry. "I'll even be grateful," she added, reminding me with a
twinkle in her eye of her earlier promise to 'rock my world.'
I didn't want to comply, but it seemed I could not refuse. I turned
toward Mandy. She was intently watching me, aware that something
unspoken had just passed between Grace and me, wondering if I was really
going to do what it seemed clear that Grace was demanding of me.
Slowly, and deliberately, I crawled toward Mandy, shyly looking at her
as I did. As I neared her feet, Mandy leaned back on the love-seat, and
let her legs go limp. She seemed to know, as well, what was about to
take place. She offered no resistance. In fact, she seemed intent to
maximize her enjoyment of the event.
Mandy was wearing tennis shoes and short socks - no stockings. She also
wore a white tennis skirt. It appeared that she may have played tennis
earlier. Taking first, one in my hands, then the other, I removed her
shoes and socks. Her bare legs were soft and smooth. I gently massaged
them, focusing upon my effort, but well aware that two sets of eyes were
paying close attention to my actions.
Although I understood from Grace that what she was actually asking me to
do required use of my tongue and mouth, I decided that if I was going to
do this, I should do it properly, and that meant taking my time. I
tried to not think about my girlfriend watching me attend to this other
woman.
I rubbed Mandy's feet and, as I did, I could smell an odor of sweat,
confirming my belief that Mandy had, indeed, played tennis earlier, and
had not showered yet. I rubbed her calf, kneading it firmly to work out
any tightness. Every now and then I'd let my hands wander a little
higher up her leg. They were firm and yet, soft. As I ventured higher
with each move, Mandy reacted with a slight tightening and pressing
downward on her butt.
Finally, my fingers began glancing against the hem of her tennis
panties, and I'd tease her with a little flick when I did so. I did
this with each leg, tormenting Mandy with my foreplay. Finally, she
spread her legs out straight on either side of my knees and lifted her
tennis skirt to her lap, fully revealing her tennis panties.
The pink, full coverage panties were plastered snuggly against her
mound. One glance made me realize that I wasn't going to be able to
confirm whether Mandy was a natural blonde. Clearly revealed by the
shiny, damp nylon panties was a large and pronounced cameltoe. Yeah!
Mandy shaved her pussy. This was going to be a first for me. I'd never
felt, or kissed, a shaved pussy.
I leaned in close, between her thighs, and nuzzled my nose firmly into
the crack formed in the center of her cameltoe, and breathed deep. She
reeked! The unmistakable odor of sweat, mixed with dank urine, filled
my nostrils. But I didn't back away. Because just as strong - just as
present - just as intoxicating - was the overpowering aroma of a woman
who was sexually excited - an irresistible aphrodisiac to me. I licked
her slit over the outside of her panties, an act that drew a loud,
approving, moan from Mandy.
Moving forward, I reached to her waist and pulled her panties off,
revealing her naked, smoothly shaved pussy. Her lips were engorged and
full. I licked her from bottom to top. She sighed. I groaned my own
arousal as I savored the indescribable sensation of running my tongue
over a smooth, wet, pussy. I loved it!
I took another long, wet lick. Then another. Mandy pressed her
treasure against me each time I'd apply pressure with my tongue. The
combined effect was unlike any cunnilingus I'd ever performed. At some
point, I became lost in the act of tonguing her. No longer even
remotely thinking about the fact that Grace was watching me perform, I
was sucking and licking and going at Mandy with a vengeance. Somewhere
about that same time frame, Mandy began talking, alternately urging me
onward and describing her sensations to Grace.
"Oh yes! Yes! Yes!" she screamed. "Such a good Sissy! Such an
amazing pussy licker! Oh! My! God! You are such a good Sissy girl!"
I couldn't see her face when she spoke, but I reacted uncomfortably to
her last statement. It sounded less like she was speaking my name, than
actually calling me a sissy - which I wasn't.
"Grace!" she laughed joyously. "Thank you so much for sharing your
little Sissy maid with me. She is so talented! Does she do this to you
everyday?"
I heard Grace's reply. She was out of breath, almost moaning as she
answered, "Not everyday. But whenever she's here."
I couldn't see from my position between Mandy's thighs, but I realized
then that Grace was masturbating while watching me eat Mandy's pussy.
Somehow, knowing that I was turning her on made me even more excited. I
felt my penis twitch and grow a little bigger. I continued licking
Mandy's pussy, a flood of her girl juices, along with my saliva, keeping
her steadily lubricated.
I was absorbed in my efforts when I suddenly felt something - a toe -
rub under my ass, right up the crack. Crap! Mandy was rubbing me with
her foot! I was immediately afraid that she might accidentally feel my
penis and realize I was a guy. That would be so embarrassing!
Thankfully, she maintained her pressure on the center of my crack,
pushing her big toe upward into my anus, but with my frilly panties
preventing actual penetration. I became even more excited as she teased
me. Mandy began orgasming violently, bucking against my face, yelling,
exhorting me, "Suck it Sissy! Suck it! You are such a slutty bitch!
No one has ever eaten me like this. You have such a talented mouth. I
bet you could suck a mean dick!"
My cock twitched as she said that, and at the same moment, I felt her
toe rub briefly across my own cock. I wasn't sure she could tell what
she'd touched, but she did seem to pause before doing it again. Then,
thankfully, she withdrew and stopped rubbing my ass altogether. She
seemed to relax, her orgasm signaling the end of my efforts.
She slumped back in her chair and sighed, "Oh! My! God! Sissy! That
was amazing! Thank you Grace. Thank you so much! Wow! I could get
used to that!"
I sat back upon my heels, smiling to hear how satisfied she was. My
face was slick with her wet, female expulsion. I cut a glance toward
Grace and confirmed that she had been masturbating. Her panties were
down to her ankles and her skirt was hiked up to her waist. She was
smiling at me with a knowing look - almost as if she wasn't really
surprised that I'd just done what I'd done so enthusiastically.
"You're a good Sissy," she complimented me.
Blushing, not worrying that it sounded like she called me a sissy,
rather than using my name, Sissy, that she'd given me for the evening, I
replied, "Thank you ma'am."
"Now be a good girl and go serve dinner. I'm famished after that! How
about you Mandy?"
"Yeah! I'm starved!"
I stood and curtsied. "Yes ma'am." I then turned and swished away.
I knew that as soon as I exited the balcony they were going to begin
talking about what I'd just done. I was still hard as a rock from my
own excitement. My only worry was whether Mandy had realized I
possessed a penis when she brushed against it with her toe. When I got
to the kitchen, I reached under my petticoats and stuck my hand inside
of my panties to rub my bulging penis. I was surprised to find that my
panties were wet - soaked even. I'd been leaking during the sexual play
- all without actually having an orgasm.
Once dinner was on the table, I called the girls in to eat. They were
having a good time together. A thought crossed my mind. Had they ever
been together? Realizing the apparent extent of Grace's kinkiness, I
couldn't put it past her. Would she let Mandy spend the night? Would
that mean I'd have to stay in the guest room? I hoped not.
During dinner, I continued to pour them wine. Otherwise, they continued
to behave as though I were not even there. When they'd finished
dessert, they retired to the den for an after dinner drink. It was
getting late and I was feeling tired. I'd worked hard cleaning up and
doing laundry today, plus all the effort toward fixing, serving and
cleaning up after dinner had me beat. Not to mention servicing Grace
and Mandy. All while wearing six-inch high heels! I needed a foot rub!
I was beginning to get perturbed that Mandy didn't leave. I was anxious
for Grace to reward me for my obedience. I'd done all that she could
have hoped for, and felt entitled to some payback. But it wouldn't
happen until Mandy left.
When I walked back into the den to check on their drinks, Grace smiled
at me, nodding at Mandy sleeping on the chair. She was out like a
light. Crap! What did that mean?
"It looks like we're going to have an overnight guest Sissy," she
declared. "Come on. Help me get her onto the guest bed."
Together, with some struggle, we were able to half carry, half drag,
Mandy's dead weight body from the den to the guest room. We left her
clothes on her and pulled the covers over her. Tiptoeing out of her
room, Grace shut the door and, with a wide grin, pointed toward her
bedroom.
"You! Get ready for bed! I'll be right there. Something cute and
sexy," she added.
I didn't question her. All I could think of was what she was about to
do to me. My penis was looking forward to it as well.
I went into her closet and looked through her nighties. I found the
one. There was a bright red, satin baby-doll, with a pair of matching
tap pants with ruffled lace around the leg openings. I removed my
maid's uniform and everything except the stuffed bra. I pulled the
baby-doll over my head and slid the tap pants into place. Looking in
the mirror I was pleased with how cute I actually looked.
When I entered the bedroom, I could hear Grace in the bathroom, the sink
running. I climbed into bed, leaving the covers turned back so she
would see my outfit as soon as she entered.
When she opened the door, the bathroom light was off and I could only
see a shadow of Grace. She was wearing a black, flowing robe, her
physical form slightly obscured and hidden by the material. She walked
slowly to the edge of the bed and looked down at me. Smiling she asked,
"Are you ready Sissy?"
Damn it! Why did she keep calling me that.
"I wish you wouldn't call me that," I boldly rebuked her.
"What?" she asked innocently. "Call you what?"
"You know. That word."
"What word baby?"
"Si, si, sissy," I spit it out.
In mock apologetic tone she said, "I'm so sorry. I thought that was
your name tonight. I suppose you'll want me to call you Danni tomorrow,
when you serve Mandy and me breakfast?"
Ouch! She played dirty.
"No. No. Don't do that," I pleaded.
"Okay. Fine then. Sissy it is. Now, are you ready for your world to
be rocked?"
Suddenly, I was fearful. I'd constantly misevaluated the difference
between what I imagined she meant, and what Grace actually intended.
When I thought of my world being rocked, I'd been thinking in terms of
me fucking her. A moment of self-doubt crossed my mind as the thought
of what she might actually have in mind might be something completely
different.
In my hesitation, Grace asked again. "I asked if you were ready Sissy.
Are you? Ready?"
"I, I, th, think so," I stuttered, unsure of what I might be getting
into.
"This is no time to not be sure of yourself. I need you to be ready.
Are you ready?"
"I, I, it's just th, that I, I'm wo, worried wha, what you are going to
do to me."
"Oh Sissy. There is no need to worry. I told you already. I'm going
to rock your world. Doesn't that sound amazing?"
"Ye, yes. It do, does. But I don't know what you are going to do."
"No need for you to worry your pretty little head about that. Grace
knows what you need. You trust me, don't you Sissy?"
She kept saying that word! Why!
Interrupting my thoughts, she said emphatically, "You - do - trust - me.
Don't you? Sissy."
I was definitely afraid now. No matter what words I used, I knew my
eyes were giving away my true feelings.
"Yes. I trust you." What else could I say? I was afraid. But I had
to have her. And I was willing to do anything to achieve that goal.
"So, are you ready then?" she asked, as if hearing me utter the words
was crucial to her continuing.
"I'm ready," I said, well aware that there would be no turning back.
"Good. First, a few things you have to understand. When I ask you a
question, I expect an answer. Otherwise, no talking unless I give you
permission. Fi