This is a work of fiction for your enjoyment and all the characters are
fictional. Please practice safe sex, respect others limits and know
that bondage and discipline can be dangerous if done to extremes. None
of the scenes in this literature are meant to be reproduced in real
life. Be respectful to all women and to local ordinances and laws.
Forever Her Sissy - Chapter 5
The ride home was wonderfully uneventful. So many things had happened
today, It had been confusing and emotional with many questions left
unanswered. Glancing at Karen I gave a big smile, remembering that she
did not want a quiet, cranky sissy.
"Mrs. Karen, what did you go shopping for while I was looking for our
new purses?" I asked, trying to keep the tone playful and light, not
accusatory or nosey. "Did you find what you were looking for?"
"Oh yes sissy, I did find what I was looking for," she said with an ear
to ear smile. I waited for her to finish and tell me what she had
found but there was nothing else, just a smile.
"Tony is going to send the order for your makeup to the mall near our
house, though I must admit, I think you would rather go pick it up from
him in person. You seemed quite smitten with him back at the store."
I didn't know how to respond, Tony was a guy, I was a guy, I did not
think I was smitten with him. I mean he was very nice to me. It was
kind, the way he asked my name and seemed to really care about my
feelings. I was still concerned about his comment; 'he wasn't into
guys but he would do me'.
"Ahh, maybe ma'am, I don't know about that. I mean he was nice but
he's a guy and well, I'm a guy...I kind of just like girls," I
stammered.
Glancing over at me Karen asked, "Honey, do me a favor and pull down
the visor mirror and give yourself a long hard looking over and then
explain to me how you are a guy, a manly man, a big rough and tuff
boy!" she was laughing as she turned her attention back to the road
ahead. I just sat there in silence fiddling with her purse straps.
"Sissy, I was serious, I want you to lower the mirror and take a long
look at yourself. Just remember that I love you."
Doing as I was told I lowered the visor and flipped up the cover to
expose the mirror. The face looking back at me definitely would not be
considered a man's. If I didn't know better I would say that I was
looking at a woman, but I knew I wasn't a woman, and I had the
chastised, leaking little penis to prove it.
"Mrs. Karen?" I asked while still gazing into the small mirror.
"Yes Brie, what is it?" she replied, giggling when she called me Brie.
"Ma'am, do you love me like this? You know, not normal, a freak."
"First let's be clear, you are not a freak honey, and what is normal
anyway? Is normal pretending to be something that you aren't, being
miserable and unhappy?"
Karen sighed and continued talking, "I remember, oh ...it seems so long
ago now but I suppose it has been five years, when you first begged me
to let you hold my purse, first just around the house but then in the
car, and it was so cute, how you thought you were sneaky when you would
hop of the car still holding my purse so you could carry it while we
shopped," Karen smiled and reached over to gently pat the purse sitting
in my lap.
"I couldn't understand what you were getting out of carrying my purse
as a guy. It took me a long time to figure out that while yes you did
have a purse fetish your real need was to be controlled. I noticed how
differently you behaved when I commanded you to hold my bag, how demure
and submissive you became. Then you started doing things around the
house for me, and making me feel special."
With a sigh Karen continued. "At first I didn't like it, I thought it
was odd but then I realized that if I relaxed and accepted your gifts
of service that it was quite nice and I began to enjoy and love you
more for the sweet things you did for me."
"The real eye opener was just a few months ago when you persuaded me to
play chastity games with you. I really resisted this, I kept thinking,
'what would I say if something happened and someone saw that cage on
you?' But then, seeing how docile you became when you were in
chastity, and how focused you were on my pleasure in bed, that is what
started waking up the monster in me."
Karen continued talking as she put on the turn signal and steered into
our subdivision. "Honey I have grown to love you, the real you, the
sissy that is you, I love you so much that it breaks my heart to see
you unhappy. I love the sweet things that you do for me, I love it
when you hold my bag, I love it when your cheeks turn crimson from
being embarrassed. The short answer is yes, I love you like this, I
love Brie, I love sissy Brian, I love everything about you my sweet
dove, and I love the things that we have yet to explore. You released
this dominant from the depths of my heart and there is no putting her
back in the cage sissy, do you understand?"
"Yes ma'am."
With a chuckle Karen said, "I don't think you do but you will." I
believe she was going to say more but my phone rang and she answered it
using the hands free on the vehicle stereo.
"Hello, this is Brian," I said, trying to sound normal.
"Hey Brian, this is Penny, I wanted to touch base with about Monday, is
this a good time to talk for you?"
"Yes ma'am, I have you on speaker, I am in the car with my wife."
"Oh, hey Karen, I hope you are doing well, nice to talk to you again!"
Penny's cheerful voice came over the speakers.
"Same here, it was great meeting you the other night, can't wait to get
together again. Oh, Brian and I have spent the whole day picking out
some pretty office clothes, you know, like we spoke about over text
last night," replied Karen in a happy, bouncy voice.
"That sounds delicious, The girls and I can't wait to see her all
cute," was Penny's reply.
'What!' I thought to myself, my boss and Karen have been talking about
my work wardrobe? I guess it would be silly for me to have thought
that Karen wouldn't have checked to make sure that my modified wardrobe
would be accepted.
Penny continued talking, "So Brian, I was calling to let you know that
we are using Monday as a move-in day. I have checked with the
corporate move team and all of our personal stuff has been delivered to
the office. I was calling to let everyone know that the plan is to get
our work areas set up and then do a team building dinner afterwards.
Oh, Karen, spouses and significant others are more than welcome to
come. It is going to be very informal, I am having it catered at my
house."
"Sounds great hon, see you there," Karen piped up.
"Very good, well that is all, see you at 9:00 Monday morning Brian."
"Yes ma?am," I replied.
Arriving home it took a couple of trips to get all the packages
unloaded from the car. I noticed that Karen carried a few bags in that
I did not recognize or remember buying. By the time all of the new
clothes were laid out on the bed in the spare room it was almost eight
o?clock. I was beginning to feel sleepy and let out a huge yawn while
Mrs. Karen was talking to me about my new wardrobe.
"I hope you aren?t too tired sissy because I?m not ready to let you go
to sleep just yet." Karen whispered in my ear while running her fingers
lightly across my cheek. "As much as I hate to do this, we need to
take our makeup off and get showers. What do you say about doing the
shower part together to save time sweetie?"
Her words removed any pretense of feeling tired, the thought of what
could happen with us in the shower together made my little clittie work
in vain to get stiff. I wonder how many times I might have squirted
today if my wife hadn?t been smart enough to lock me up, but now I
really wanted to cum. I was hoping that she would release me from the
cage, the thought of her and I making love while we were in the shower
was intoxicating. I literally dashed into the bathroom leaving a trail
of clothes in my wake.
"Whoa, hold on tiger! I am glad to see that you're excited but I don?t
think you can just strew your clothes all over the place," Karen
commented, while undressing down to her underwear and throwing her
clothes on the floor. "Why don?t you pick up your clothes, and mine
too sweetie, and take them to the laundry room. Just leave the undies
on for me, it?s not right for a girl to be running around the house
naked."
"Yes ma?am, I?m sorry Mrs. Karen." What was I thinking, my desire was
messing up my mind. I knew better than to leave a mess or to not clean
up after Mrs. Karen. I was glad that she didn?t sound upset, I was
determined that nothing was going to mess up our night. From here on
out I would concentrate on being her obedient, happy, sissy.
After retrieving our clothes and carefully placing her purse next to
bed I hustled into the bathroom wearing just my panties and panty
girdle. Karen was already at the sink washing her face with a night
time cleanser. She pointed to my sink at our double vanity and slid
the jar of cleanser towards me. Mimicking her actions I washed my face
in the warm water with the cleanser, it felt both refreshing and a
little sad to take off the makeup that Tony had worked so hard on.
Karen finished first and started the shower. I watched in awe as she
slid off her panties and bra, tossing them on the floor in front of our
large walk in shower. With a rather seductive look she peeked around
the corner of the shower and motioned for me to follow her before
disappearing into the steamy waterfall.
As I rounded the corner into our shower the hot water enveloped me, ohh
it felt so good, and waiting for me was the most beautiful woman in the
world. It did not escape my notice that she was wearing her anklet
with my chastity key. My gaze was firmly locked on that beautiful key,
just waiting for her hand to drift down and remove it so she could
unlock me for our play time in the shower.
The fantasies about pushing my wife against the warm tile wall and
penetrating her with my manhood were interrupted by laughter, not
giggles, not a chuckle, but laughter. Looking up I saw Karen plop down
on the shower bench seat in a fit of laughter, she was wiping her eyes
and even snorting a bit she was laughing so hard.
"Mrs. Karen, is everything alright?" I asked, not seeing anything that
could be that funny.
"Oh sweetie, I?m so sorry, it?s just the way you were staring at the
key to your little prison and, well, you were actually thrusting your
hips back and forth. Oh that was precious. You are thinking that I?m
letting you out of your cage aren?t you?"
With a rather sheepish look on my face I spoke quietly, knowing now
that there was no way the cage was coming off. "I kinda thought since
we were in the shower together and well we are naked and well....Oh
Mrs. Karen I?m so horny I think that I am going to die if I don?t get
to squirt! Please ma?am, can you have mercy on your sissy, just this
once, please ma?am."
"Hold on sissy," she laughed, holding her hand up towards me. "I don?t
think that it?s safe to release that little beast at the moment," This
prompted another burst of laughter from her. "No sissy, you are not
getting out of your cage tonight and for the record, every time you ask
I will be adding more days to your chastity sentence. Hmm, since this
was your first offense I will be lenient, let's say one extra month."
My mouth dropped open but I had the good sense not to say anything, an
extra month, and she was being lenient. How long was I going to be
locked up. I slowly sank down to my knees and then slid into a
collapsed sitting position, my face in my hands and began weeping. I
would die, there was no way I could survive this. It had just been a
day and I was an emotional wreck, how could I go for a month or more.
My tears ran freely, mixing with the warm soapy water and flowing down
the drain. I felt Karen?s arms around me and heard her voice, soft and
consoling.
"Shhhhh sissy, it?s okay to cry, everything is going to be alright. I
know this seems impossible to you right now and maybe it is but you
don?t have any choice in the matter. I am not unlocking you. You will
never be able to focus if your libido comes crashing down. Maybe the
toughest part of being a sissy, an owned little sissy, is that you
don?t get to make these choices but it also means there is no reason
for you to fret about it sweetie, it?s out of your control."
She began to wash me, gently scrubbing my skin with a luffa sponge
while I wept, lifting my arms and moving me about like some rag doll.
Eventually I calmed down and began to help her, when my sobbing had
subsided she smiled and gave me a kiss. Handing me the sponge and the
wonderful soap that smelled like sweet strawberries she turned her back
to me.
"Now it?s your turn to wash me honey," she said. I began to lather up
her back then her front, spending a bit of extra time around her
breast. "Okay sissy, I think my titties are spotless now, please move
along" she giggled.
We finished our shower by standing back to back under the waterfall of
steamy water. Karen got out first, reaching back she gave me a bottle
of hair remover.
"Be a dear and make sure that everything is smooth from your eyebrows
down sweetie, I know you shaved last night but I felt a little stubble
on your leg."
"Yes ma?am," I replied, taking the bottle from her and reading the
instructions.
After watching what little hair I had swirl down the drain I stepped
out of the shower to find two towels, a large fluffy pink one for my
body and a smaller pink one for my hair. I had seen Karen do this a
million times so after drying off my body I wrapped the larger towel
around my chest and the smaller one I used to wrap my hair. Feeling
clean and refreshed, but sad because of my locked condition I brushed
my teeth and headed to the bedroom. What I saw there took my breath
away.
Karen was standing by her dressing table. Her hair was pulled back into
a tight pony tail. She was wearing a stunning black lace bra, heavily
covered in floral brocade, the cups lifting and pushing her breast up
while leaving most of the top exposed, just covering the nipples.
Following the curve of her body down were matching black panties and a
delicate garter belt holding up a set of very sheer black hose. On her
feet were a pair of pointed toe stiletto heels that were towering at
over four inches tall. The small glint of gold at her right ankle was
my key and chain, she must have removed it to put on the hose I thought
to myself.
Looking back at her, she had re-applied her makeup but it was not the
usual light, pretty application. This was sultry, dark, dangerous
looking. Her lipstick was a deep red with almost chocolate tones and
her cheeks were sharpened with a shade of bronze that also captured the
brown and gold hues of her eye makeup.
Around her neck was a single strand of pearls, tight against her
throat. The affect was incredible and I was speechless. I had never
seen her like this, I knew that this woman could do anything that she
wanted with me. Even her smile was intimidating, white teeth framed by
dark mysterious lips, it was the smile of a carnivore sizing up its
victim and there was no doubt who was predator and who was prey in this
room.
"It?s time to get my sissy dressed now, it?s time for Brie to make
herself pretty for her mistress," Karen said while walking, no, more
like stalking towards me. Following her pointing finger to the bed I
saw my clothes laid out. First she helped me into my bra, the first
bra I had ever worn. I held out my arms, the slender baby pink straps
slid over them, settling into the valley of my shoulders. Standing
behind me she pulled the back together fastening the three small hooks.
The feeling was unique, the tightness was snug and made me feel girly,
so sexy. Looking down I saw my flat chest under the pretty pink lace
bra. My first thought was how silly I looked in a bra with no breasts
but that thought was short lived as I heard Karen clearing her throat
to get my attention and break me out of my daydream. In her hands were
two silicone breast forms. Where had those come from I wondered as she
slipped them into the bra cups and slid them around making small
adjustments.
"These will have to do for now sweetie, but we are going to find proper
ones for you soon, breast that can be glued on and that will match your
skin tone," she nibbled my ear while telling me this, my poor entrapped
dick pressing so hard against the cage that it physically hurt. "With
the new ones and a little makeup you won?t even be able to tell were
you stop and your new breast begin, won?t that be nice sissy?" I
couldn?t answer her, I was breathless.
Now she held up a very sexy garter belt of the same lacy baby pink
design, brining it up high on my waist and fastening it behind me. The
feel of the garter straps dangling around my thighs was insane, every
time they would move against my skin it was like an erotic collision.
Pushing me down so I was sitting on the padded bench at the foot of our
bed, kneeling at my feet she held out a rolled up stocking.
"Lift your leg and point your toes sissy."
As I complied she began to roll the hose up my legs, first one then the
other, finishing by clipping the six garters to the reinforced tops of
the hose. Feeling them, the new awareness as a breeze from the fan
passed across my legs with the hose, I let out a gasp. Oh god, the
sensation, the feeling of the hose agains my calves and thighs, it was
like a lovers hug. Standing slowly on shaky legs I let out a low moan
when I felt the taught garter straps caress the curve of my ass and
gently tug at the hose as I moved, every small action was so sensual.
Looking down my cage was actually jumping, bobbing up and down as my
entrapped penis struggled to become erect, twitching the weighty little
cage around. With a wicked smile Karen reached down with her finger,
running it along the tip of my cage, gathering a large shining string
of pre-cum and bringing it to her lips. Slowly she brought her tongue
out and licked the droplet off of her finger, her deep crimson lipstick
set against the dark burgundy of her manicured nail.
Next she held up a pair of matching pink thong panties, they were so
tiny, sliding them up my legs she pulled them upwards tightly, tucking
my cage behind the little front fabric patch while seating the thong
string between my cheeks.
"Sissy, do you know why a woman puts her panties on over her garters?"
she asked in a soft husky voice.
"No ma?am," I squeaked, sounding more like a mouse than a person.
"It makes her more available, some would say that it is slutty, are you
a slut sissy, are you going to be my slut?" Her breath was hot on my
face, her lips only an inch away from mine. Oh fuck this was so much.
"Don?t get too excited sweetie, we aren?t done dressing mistresses
little slut yet." She helped me into a pair of patent white three inch
heels. Catching a glimpse of myself in her dressing mirror I was her
complete opposite, dressed in soft baby pink with very light tan hose
and loose hair falling around the straps of my dainty bra to her strong
black daring lingerie, like yin and yang.
Still wearing a very hungry looking smile she came up behind me and
began to put something around my neck. I expected the pretty pink
ribbon choker that Miss Becky had given me but this felt more
substantial. Looking in the mirror again I saw a heavy baby pink
leather collar, fitted with a large ring in the front and smaller rings
on both the left and right sides as well as the back. I heard the
subtle click of a lock closing and realized that Karen had locked me in
this sturdy pink collar. Pushing me back onto the bed she stood over
me holding a matching set of wrist and ankle cuffs in the same sturdy
baby pink leather.
"It was hard finding something so strong and secure but in this soft
pink color. I don?t think that my little sissy would look good in
manly black leather. No, for her everything needs to be soft and pink,
so girly, so sissy, mmmmmmmm baby."
As she talked about the difficulties of finding them she buckled the
cuffs to my ankles and then my wrists, securing each one with a small
brass padlock. Standing back and looking at me, I saw her smile grow.
"My, my, my, what has mistress caught in her web? Look at you sissy,
so pretty, so dainty, dressed in your soft pink lingerie, what naughty
things shall your wife do to you tonight? Is that a little damp spot
in the front of your panties, is your little clittie leaking in her
cage?"
Fuck, I was mad with lust, fear, and apprehension, I felt so venerable.
I began to slide backwards, a little scared when my wife started coming
towards me with a small makeup bag in her hands.
"Just a little lipstick sissy, no need to do much, you're so pretty
already. I think that the fear in your eyes is adorable," she purred
as she applied a very soft, pink lipgloss.
Setting that to the side she brought a short chrome chain up for me to
see, it was maybe six inches long. While looking me directly in the
eyes she locked one end of the chain to a ring on my right wrist cuff,
then lifted my hand up to my throat and threaded the chain through the
ring at the front of my collar. She lifted my left hand up towards the
collar then, and affixed the chain to that cuff with an identical lock.
My hands where bound up next to my throat. The sensation of complete
helplessness overtook me. I couldn?t do anything to protect myself,
the feeling of vulnerability was exhilarating and terrifying. With me
lying back on the bed she curled up next to me pushing me further up
onto the mattress until I was lying near the center of the bed.
Karen started at my lips, slow kisses, gentle kisses, tentative probes
with her tongue darting into my mouth. Then my neck, kisses and
nibbles just above my collar, under my jawline, then below the collar.
Her fingers tracing out the lines of the dainty pink bra straps that
clung to my narrow shoulders, oh god, the feelings.
"Ohhhhhhh," I moaned as her lips and tongue worked towards my stomach,
my flat little stomach. All of my muscles contracted, my penis was
pressing desperately against the cruelty of the cage that held it in
check. Just below my garter belt at the top of the little triangle of
material that were my tiny pink panties I felt her kissing, her hot
breath floating across my skin, damp from her kisses. "Mrs
Kaaaarrrreeeennnnnn, ooooooooo ma?am.....ooooooooo," I cried, this was
so beautiful, like nothing that I had ever experienced. I held my eyes
tightly shut, my whole body, my skin, had become this sexually charged
hyper sensitive playground for her. Retracing her pathway she worked
her way back up to my lips as we rolled over, me on my side, my wife
embracing me tightly.
"Ohhh! I exclaimed as I felt her at my butt pulling my thong string to
the side, but my shock came from the cold, slippery wetness that was
her fingers. Slowly she ran her finger between my cheeks, and I felt
the slippery wetness, cold against my ass, until she found my rosebud.
"What, Mrs. Karen, what.....what is happening?" I blurted out.
"Shhh, sissy, relax. Trust your wife honey, trust your lover..." she
whispered, her breath hot and moist like a tropical summer breeze. As
she spoke her finger continued to probe, pushing the lubricant into my
hole. First one finger, then a second.
"Oooooooo, god, that feels soooooo...oh ma?am...please," I whimpered
unable to finish my words. My brain seemed to have lost the ability to
function.
Slowly she leaned up, rolling me to my back. Reaching over to the
night stand she picked up something, they looked like short pink
leather leashes. In my confused state I did not understand until she
had used them to attach my ankle cuffs to the rings on the side of my
collar. I laid in bed, seductively dressed in baby pink lingerie,
helplessly bound with my wrists at my throat and my legs held up in the
air, the white heels on either side of my head.
With a devious smile Karen slid her panties off. Holding them up to my
face and leaning over me she pushed them to my lips.
"Do you see this sissy? I put these panties on only ten minutes ago
and look, just look at them," she said, pushing them against my lips.
I could feel that they were soaked, I could smell her on them. It
smelled like raw sex, like she smelled when I worshiped her with my
mouth.
"Open wide sissy," she said while pushing her wet panties, gusset first
into my mouth. "I want you to hold those for me sweetie, while I get
something put together for us."
"wmahat ammre ymffou dommfing," was my muffled reply, and in terror I
saw what was next. Kneeling in front of me on the bed I saw Karen lift
up a double sided dildo, one end was slender with a set of balls, the
other was thicker and curved. Looking me straight in the eyes she
smiled as she slid the thick curved end into her wet folds, pumping it
back and forth a few times until her eyes rolled back looking at the
ceiling.
"Mmmmmmmm, this cock feel so good sissy, filling my pussy, filling my
pussy like you never could," Karen moaned as she worked the cock back
and forth. Before she reached climax she brought herself to a stop and
with a wicked smile she lifted up a harness, first one leg, then the
other went through then pulling it tight across her waist. Reaching
over she came back with a bottle of lubricant, squeezing the tube as
she used her hand to rub it across the head of the dick that was poking
out from the harness.
My eyes were wide with fear, I knew what she was going to do but in my
bondage I was helpless. Frantically struggling all I could do was
roll over onto my side. With a giggle Karen pushed me back into
position.
"Well, well, well, what do we have here but a very pretty little sissy
all lubed up and in a rather open position. What do you say honey, are
you ready, are you ready for your wife to take your sissy virginity?"
I shook my head madly and grunted into her panties.
"Oh, so you don?t want me to take your virginity?" she looked at me,
with her lip rolled out in an exaggerated pout. "Do you want me to
give Tony a ring, I?m sure he wouldn?t mind coming over to help out,
would that be better sissy, would you like handsome Tony to come take
your cherry? I wonder if he has a big cock?"
I began shaking my head furiously, this couldn?t be happening. I saw
her reach off the side of the bed and lift her purse up, setting it
onto my stomach. Digging around she came out with her cell phone.
"You would have to stay trussed up like this for a while, I think he
lives about thirty miles or so away," she said while scrolling through
her contacts. I continued to frantically thrash doing my best to shake
my head, which was difficult bound as I was. Karen looked at me with a
serious face. "Sissy, if you shake my purse off and spill it I will
turn your backside red."
Oh shit, I stopped thrashing and began to gently shake my head back and
forth. With another predatory smile she leaned over and pulled the
panties out of my mouth. "What do I want to hear from my sissy right
now?" she whispered in my ear.
"Mrs. Karen......." I paused, catching my breath and clearing my mind
so I could push beyond the barriers that were holding me back. I knew
that she was serious, she had shown me that on multiple occasions
today, I had one chance to do this right, to give her the answer that
she wanted from her sissy.
"Mrs. Karen, will you please fuck your sissy, please, she wants to
loose her virginity to you. Please ma?am, please fuck me, please," My
words died off into quiet little sobs.
"Shhhh, easy little sissy, don?t be afraid. Mrs. Karen will be gentle,
are you ready, Brie are you ready to go past where you have ever been
before?"
"Yes ma?am, thank you ma?am, please, I am so scared, don?t hurt me," I
cried softly.
"Don?t worry little sissy, I will be gentle, it may hurt just a little
at first," she said as she crept up to me, I saw her hand slide down to
guide the tip of her cock into my ass.
I could feel the pressure, pushing on my opening, I was trying to relax
but my body was fighting my mind. Steadily she pushed until the head
broke through the first barrier.
"Ooooo," I exclaimed as I felt it poke into me, then slowly slide
further in. I felt the rhythmic pumping begin, gently working deeper.
With steady strokes she drove the cock into me a little more each time.
My mind was all over the place, oh how could this be happening.
I was crying quietly, feeling the tears run down my face, soaking the
pillow beneath my head but there was something else. Opening my eyes I
saw her face, gentle and kind, with that glow that she always has just
before climax, then it hit me. I was trying to move my hips with her
rhythm. Even trussed up I was trying to match her thrust, my body was
betraying me.
"How does that feel slut?" My wife hissed between clenched teeth as she
began to speed up, I could feel the balls of the dildo slapping against
me as she pushed it to the base, harder and faster. As she leaned over
me, she pushed her purse out of the way to get better leverage, sweat
dripping from her face as she exerted herself thrusting harder and
faster.
"Ohhh ma?am, please don?t stop, please, I don?t understand but it feels
so good, uoooouuu, thank you ma?am," I squealed like a little girl.
Something was happening, something that I did not understand.
Spurred on by my squeals Karen pushed deeper leaning over she forced
her lips over mine in a desperate kiss of ownership, she began biting
at my lower lip, I let out a little yip of pain. This seemed to
electrify Karen, making her thrusting more urgent. I felt her at my
ear, nibbling, grunting.
"Do you like this sissy?" she said with broken, labored breathing,
gasping in-between words,
"Do you like being fucked like the little dove, the obedient little
sissy slut that you are?"
I could?t speak, there was a tremor that was starting in my stomach and
spreading slowly like waves, expanding in all directions. I could feel
it in my thighs, my lower back, my stomach, my groin, oh my god I could
feel it in my balls and even in my caged little clittie. I didn?t
understand, I was so confused as the sensations continued welling up
from inside me.
I couldn?t open my eyes, the feeling was too intense. I could hear
Karen wailing, almost screaming and I felt her body begin to shake, and
then in perfect rhythm with my wife my whole body began to quiver,
waves of pure pleasure were rolling in with undeniable force but when
they reached the beach there was only a gentle splash that continued to
ripple through my body, not the sudden crash of waves on a beach. I
could feel cum oozing out of my cock, my little locked up cock which
was pulsing but not throbbing. There was no electric shock with
explosions of cum rocketing from a hard dick but instead the steady
rising of water, like a spring tide washing over the beach. It
continued for what felt like minutes, forever, until there was no more
cum to leak from my bound little clittie. My wife, tired from her
exertions collapsed onto my body, her plastic cock still buried deep in
my sissy pussy.
For long moments we laid together, our bodies heaving from exertion.
With a soft groan, Karen lifted herself off of me, slowly sliding her
cock from my rear. Instantly there was a feeling of emptiness, a void
where she had been.
"Oh baby, that was nice wasn?t it, are you okay?" Karen asked as she
picked up her wet panties and began using them to clean up what must
have been puddles of cum.
"Oooo, you came so much honey, did you like that?" she cooed, looking
at the huge translucent white puddle on my stomach and around my balls.
I didn?t know how to answer her. Everything was so confusing to me.
Looking down the length of my bound body I saw a woman in soft pink
lingerie, with cum all over her stomach, another beautiful woman using
a pair of sex wet black panties to clean up ejaculate and in my
peripheral vision were my heels trussed up by my neck.
"Yes ma?am, thank you ma?am," I whispered, unsure of my voice, unsure
of so many things. It was true that the release was incredible, so
long and strong but there was something missing. I was hornier now
than before, our beautiful act only heightened my needs without
satiating them.
"Sissy, there is one more hurdle that I need to help you start to
overcome before we are done tonight," she whispered as I saw her
raising her panties, dripping with my cum, up towards my face. "Open
wide."
In horror I thrashed about but to little avail bound as I was.
Clamping my mouth shut I tried to turn my head, which was impossible
with the straps going from my collar to my ankles. Karen reclined
beside me, daintily holding the sopping wet panties with her thumb and
forefinger. I could see the thick white globs all over them.
"Honey, I can lie here all night while you throw your little tantrum,
and I can leave you trussed up like this until time for work on Monday
morning. This little show isn?t going to get you anywhere."
Karen was right, she could lounge around in comfort, go to sleep,
anything, while I had no choice but to stay bound. The muscles in the
back of my thighs where beginning to tremble and my neck was getting
tired from the constant pulling. Being completely honest, in my
current state the panties could have been forced in my mouth and there
would be little I could do to prevent it.
Slowly the realization that I was going to eat cum was becoming clear,
I had never tasted cum before, I was a guy. I loved Karen?s juices and
took them with gusto but this was so different. Knowing I would be
defeated regardless of my resistance, with a trance like motion I
slowly opened my mouth and poked my tongue out for her.
"Ohhhh Brie, that is so cute. Let me get some video of this," she
giggled, lifting her phone up to record my ultimate humiliation.
Lifting the panties up so that I could see them she laid down next to
me, snuggling against me. "Look at all the sissy cream honey, Brie was
very backed up wasn?t she?"
Keeping my mouth open and my tongue out I slowly nodded my head as she
brought the panties down to my face. I was watching the last of my
manhood slip away, after this what was I? As the first glob of the now
cold semen landed on my tongue I jerked a little. The thick strand
slid down my tongue into my open mouth. I could taste the salty,
slightly bitter flavor. Karen smiled as she watched me swallow this
first bit, then she placed the panties in my mouth, tucking them down
deeply with her finger.
"I?m going to clean up a bit while you suck all of your sissy juice out
of my panties honey, smile for the camera!" Which was followed by a
flash and her spinning away humming some ambiguously happy tune to
herself.
Watching her skip away all I could do was remain trussed up in bed
tasting my own seed. Continuing to cry tears of humiliation I began to
work and poke the panties around with my tongue, soaking them with my
saliva and washing the cold cum out of the delicate fabric. As I
continued to clean the soiled panties with my mouth something began
stirring down below. How could I be getting excited while doing this I
thought in exasperation, but here I was, my little clittie trying it?s
best to get hard inside the cage while I was eating my own squirt. Was
I enjoying this, was I turned on by eating cum or was this all just a
reaction to so much stimulus today.
My thoughts were interrupted by Karen returning to the bedroom. She
had removed her makeup and was wearing a cute satin and lace camisole
and boy short set in dark blue. I was stunned by how pretty she was,
she once again looked like my sweet, loving wife. With a bouncy, happy
gait she approached the bed and hopped up on it snuggling in next to
me.
"Honey, I want to undo your legs because I don?t want you to get too
sore, do you promise to be a well behaved sissy if I do?" she asked me
while shifting so she was kneeling by my head. I responded with a
vigorous nod of my head. Okay, I am going to do this slowly and I will
help support your leg so it doesn?t just drop, here we go."
As Karen unclipped the strap from my collar she slowly allowed my leg
to lower to the bed and did the same with my other leg the relief was
immense, it felt so good to be able to lower my legs. She began gently
massaging my leg starting at my thighs and working down.
"Try to relax, I know that it is hard honey. It?s your fault that your
poor little legs had to stay bound up for so long, I didn?t want to
have to do that but you were being a naughty sissy weren?t you?" she
said while continuing to rub my legs. "Have you cleaned out all the
sissy cream from my panties?"
"Yemff ma?aaamm," I tried to say around her panties that were still
deep in my mouth while nodding my head.
"Good, then let's get those out and see," Reaching up, she removed the
panties and held them up for inspection. "Good girl!" she told me
while giving me a kiss on the cheek.
"Brie, I have a question for you, was eating cum really all that bad?
You didn?t die from it, I don?t think it made you sick, girls eat cum
all the time and don?t have issues, was it worth that temper tantrum
and the suffering you had to endure because of it? Be honest with me?"
she said while lightly dragging her finger across my abdomen, tracing
out some abstract pattern.
I was still trying to figure out why I had gotten sexually excited
after she made me take the cum drenched panties into my mouth, and her
question just made that more confusing to me. Laying with her next to
me, gently touching me, the love and care she had shown when releasing
my legs, my earlier actions did seem silly to me.
"No ma?am, I don?t think it was that bad. I?m sorry for behaving so
poorly. I promise it won?t happen again," I replied, my voice a little
shaky. "Ma?am, I know I acted very ugly, will I have to be punished
for that?" I didn?t want to be punished but I also wanted to know. I
was so scared of making her mad by doing something so dumb.
"No, I understand that this is a little confusing to you right now. I
don?t think that you need to be punished, being tied up a little longer
was plenty. We have both had a very long day, what do you say about
trying to get some sleep?"
With that she slid up behind me, wrapping her arms around my waist and
spooning up against me. My hands were still bound up by my collar but
that wasn?t so uncomfortable and I decided it was best not to mention
it. If my wife had wanted to unlock me she would have. As I felt
Karen relax, drifting off to sleep I continued to replay the events of
the past twenty-four hours in my mind. It had been an incredible day.
I had spent it with the woman I loved, she had let me hold her purse
the entire time, I had been the center of attention and thought at
times it was terrifying, looking back I had been sexually charged the
entire time. I could?t stop thinking about how she had made me orgasm
by penetrating me, and how different it had been. Not an abrupt,
violent release but a slow, monumental growing of the most sensual and
sustained feeling I had ever experienced. These were the thoughts that
were bouncing around in my head when I finally closed my eyes.
The next morning light streamed in from the partially open blinds and
played across the room pulling me out of my slumber. I could feel
Karen, still snuggled up against me, her hand had drifted down towards
my cage, the soft sounds of her peaceful breathing paired with the
warmth of her breath on the back of my neck were heavenly. Staying
perfectly still so as to not wake her I just enjoyed our closeness, the
warmth of her body against mine, her smooth bare legs against my
garters and hose.
"Mmmmm, morning honey," Karen said in a sleepy voice, stretching her
arms out like a cat waking up from a long nap. "Did you sleep well
baby?"
"Yes ma?am, I did. I?m sorry that I didn?t wake up early and start
coffee..." I started to say.
"Shhhhhh, no honey, how could you have started the coffee with your
hands at you neck silly?" she giggled, rolling me over and pouncing up,
straddling me at the waist then leaning over for a quick good morning
kiss, just a peck on the lips. "I was thinking that before we get
cleaned up for the day you could give your wife a little treat," Karen
was talking while pulling off her dark blue boy short panties and
edging up towards the headboard. Looking down at me with a smile she
lifted herself up, scooted forward, lowering her temple onto my lips.
"This may be the best way in the world to wake up.? I thought to
myself as I gave my wonderful wife her morning orgasm.
"Oh my goodness sissy, you probably don?t realize this but you?re the
absolute best at making me happy down there with your mouth. I swear
girl, you have skills," she giggled playfully. "Now let's get you
freed up and ready for the day, we have a lot to do!"
Unlocked and free, with even the cuffs and collar removed I felt
wonderful. A quick shower and I felt even better! Bouncing into the
bedroom after brushing my teeth I saw that Karen had laid out clothes
for me on the bed, not surprisingly there was a light pink babydoll
nighty and a matching pair of the firm control panties, I was very
careful to tuck my cage and to put the large overnight maxi-pad where
it would catch any dribbles from my leaking clittie. After a careful
inspection in the full length dressing mirror I headed downstairs.
We shared a nice breakfast with coffee, greek yogurt, fresh fruit, and
a half of a bagel each and the conversation was very light. Karen
would occasionally slide her foot against my leg under the table and
gently rub up my leg, even going as high as my crotch once. This
brought on a little moan of excitement from me and a smile from her.
Finishing up with our meal I automatically began to clear the dishes
and clean up everything.
Relaxing at the breakfast nook table, taking a sip of coffee Karen
smiled, watching me clean up the kitchen. "Sissy, you are a sexy
little thing zipping all around, cleaning, wearing your cute little
nightie."
Pausing to turn and smile at her I replied, "Thank you ma?am."
"Honey, when you get done with cleaning up after breakfast would you
come into the den?"
"Yes ma?am, I will only be a little while longer," I replied, wondering
in the back of my mind what was going to happen, still remembering her
telling me earlier this morning that we had a lot to do. I don?t know
if I was worried, scared, or excited," Finishing quickly I hurried into
the den to see Karen sitting on the couch with my new purse and wallet
on the coffee table.
"Honey, would you please kneel in front of the table, we need to have a
quick talk and I want you to be able to see what I am doing and I want
your full attention," she said while reaching over and pulling what I
recognized as my wallet and phone out of her purse, I must have left
them in there from our shopping trip yesterday. Quickly I knelt down
on the other side of the table from her, looking at the very pretty
patent pink large shopper Dooney & Bourke purse and matching wallet
that I had bought for myself yesterday.
Pulling out all the contents of my dark brown leather wallet Karen
looked me in the eyes, "Sissy, I want you to throw this nasty boy
wallet in the trash right now, do you understand?"
"Yes ma?am," I said while rising to my feet, taking my old wallet and
going to the kitchen. Tossing the wallet into the trash I paused
looking at it on the pile of refuse, as I was about to close the lid
the significance of what Karen was having me do struck me. I would not
be allowed a boys wallet any longer, this was real, not a game. As the
garbage pail lid shut so did the door to my masculinity. Afraid to
take too much time to ponder this I rushed back into the den and
kneeled in my designate place.
"Watch me, don?t take your eyes off of what I am doing," Karen told me
as she began to load my new wallet with my license, cards, photos, and
money. The significance of what she was doing and how she was doing it
was not lost on me. She inserted each item into the shiny pink wallet
with a flourish, when the task was complete she closed the wallet and
held it out towards me.
"You may kiss your new wallet and thank me sissy," she told me.
Leaning over I pressed my lips against the wallet. "Thank you Mrs.
Karen."
Next she lifted up my phone, removing the slightly worn black
protective case she lifted up another case, a pink one with glitter.
Fitting it around my phone she turned the back so I could see the word
?Sissy? written in bold script letters across the back in silver.
Karen sat the phone next to my wallet.
"Sissy, would you like to help put all the necessities in your new
purse?" she asked while smiling broadly at me.
To be honest I was transfixed by what was occurring. Though yesterday
I knew I was buying this purse for myself the magnitude of what I was
committing too didn?t occur to me. Here I was, kneeling in front of my
wife, as we changed out my old masculine every day stuff to my new
feminine every day purse. This wasn?t just play time anymore, this is
what my life was changing too. Looking up at my wife, sitting
comfortably on our overstuffed leather sofa, from my kneeling position
I quietly answered her.
"Yes ma?am."
"Good sweetie I am glad that you understand, now be a dove and run to
the spare bedroom and bring me the green bag please."
I quickly hopped up and headed upstairs, as I reached the third step,
my satin teddy bouncing as I ran, I heard my wife yell out from the
den, "Nice Ass!" Pausing I gave her a little wiggle of my behind and a
flip of my teddy and then took off up the stairs. Finding the large
green shopping bag from upstairs I rushed back to her and once again
knelt in my spot, placing the bag on the low table.
"You are doing very well this morning Sissy, I am proud of you. Would
you like to come sit next to me while we do the rest, I believe that
you comprehend what all of this means, there is no going back for you
my pretty little pet," she said while patting the couch next to her.
In an instant I jumped up and sat next to her, I would never turn down
the chance to be next to my lovely wife.
First she removed what looked like a large clear makeup bag with a
zipper top. Opening it she removed the tissue that had been in it and
she set it down in front of me. Now she pulled out a full bag of
Always overnight maxi-pads, a box of Tampax heavy flow tampons, and a
small tube of KY Jelly.
"This is going to be your daily needs bag honey, I want you to fit as
many pads in here as you can and at least three tampons and your lube,"
she said while sliding the items towards me on the table.
Almost in a trance I picked up the box of tampons, why tampons? How
could I possibly need tampons? Opening them I saw that they were
larger in diameter than any I had seen her use. Lifting one up I
examined it, in its pretty purple, green, and white wrapper, I could
feel the thick end where I knew the cotton absorbent head was, then the
slender tube applicator and at last the string. Nervously I removed
four of tampons and placed them into the clear bag. Now I understood
why Karen had chosen clear, to intensify the humiliation of having them
in my purse. If I took the pouch out everyone could easily see what I
was carrying. I was able to fit in six of the thick maxi-pads and
still have room for the tube of KY.
"Good Girl, now set that next to your pretty wallet and phone," Karen
instructed me.
Next she laid out some slightly more mundane things, two nail files, a
small bottle of hand sanitizer, a travel pack of baby wipes, a purse
pack of tissues and two large puffy scrunci hair ties, one in pink and
one in purple, both adorned with bows. To my complete surprise the
next item that came out of the bag was a translucent pink dildo,
complete with a set of balls and veins running the length of the shaft.
When my eyes got wide Karen burst out in laughter.
"Oh yes sweetie, every girl needs a little relief every now and then,
yes, that will go in your purse so you will always have it with you.
Here is a nice clear baggie to keep it in," she said while handing me
another clear makeup style bag but this one had a slide seal zipper at
the top. Reluctantly I took it from her, blushing a bright red.
"Okay, you may now put all of your items in your purse. Do you notice
anything that?s missing?" she asked, tilting her head to the side
inquisitively.
"Yes ma?am, I think you usually have some makeup like lipstick and
gloss in your bag," I replied hoping that I was right and that my
attentiveness would be well received.
Clapping her hands together in glee she bounced up and down on the
couch, "Yes! Exactly! You are such a smart sissy. So, are you ready
for a surprise?"
"Yes ma?am," I answered, trying to sound exciting but at the same time
dreading what she had in mind.
"Well, the department store called and your makeup is ready for pickup!
But wait, there?s more, they have a hair salon in store and can work
you in right before lunch so we need to dress and get a move on! Isn?t
that wonderful?" With that she got up off the couch and told me to
follow her up to the bedroom so we could get dressed together.
We were up the stairs in a flurry! Karen was almost dragging me to the
bedroom in her excitement. "Sissy, I am going to give you a choice,
enjoy this because it is not going to happen often. You can wear one
of your work outfits or I can pick something out more casual and fun
but you are going to look pretty either way. What?s it going to be?"
I started out thinking which would be less embarrassing for me but
somewhere my train of thought became derailed and I actual began to
wonder which would look the prettiest. The choice didn?t seem
completely fair to me since I really didn?t know what I would be
wearing in either situation. We had purchased so many clothes at
several different shops and I also knew that Karen had bought some that
I hadn?t tried on because she thought they were cute and we could
return them if they didn?t fit.
Timidly I answered, "Something more casual ma?am."
"Interesting Sissy, it took you a while to decide that, what made you
choose casual over work clothes?" Karen asked.
"Mrs. Karen, at first I was trying to decide which would be less
embarrassing for me but..." I paused for a second gathering my
thoughts. "But then I thought about what would look pretty and since
we were going out and you would be dressed casual and fun I wanted to
do the same." It all came out in a rush, words tumbling over each
other.
There was an instant smile as she hopped up off the bed and gave me a
huge hug. "I am so proud of you honey, isn?t it easy when you?re just
honest with yourself? Let go, be my sweet sissy, be my Brie, my dove.
I love you so much, always remember that, you promise. Even when I
have to be a little firm or you think I am being mean please always
remember that I love you so much that I would do anything for you."
"Yes ma?am, I understand and I love you too. Thank you for helping me,
I can say this now because we are in the safety of our house but you
are right. I am a sissy and I love the control and the pretty things
you are doing to me. I know that I will become scared when it is
actually forced on me, the humiliation is real and it is terrifying but
even that excites me. I wish I could just accept it and not be so
embarrassed all the time," I told her.
With a giggle, Karen let me go, held me at arms length and said, "Well,
if it wasn?t humiliating for you I just don?t think it would be as much
fun for me, I for one enjoy seeing you in the most embarrassing
situations! Now let's pick out some clothes for today."
Karen was wearing a short, loose skirt in a pretty blue pattern with a
lacy, square neck, white top and a pair of flat strappy sandals. It
was incredibly cute on her and I was excited to see it paired with her
new fun summer purse. I became nervous as she deliberated on what I
would be wearing. She ended up settling on a pair of very tight white
jeans matched with a thin, off center cowl neck top in an eggplant
color. I was conflicted on whether or not I would feel better leaving
my bra and breast forms in place but in the end the choice was not mine
to make. Karen said that none of my tops would fit correctly with a
flat chest and that sissies should always wear a bra. I was given the
strand of pearls that she had worn last night, and a set of shiny
silver and gold bangles for my wrist. The part that made me most
nervous were the shoes. Karen had selected a pair of pink wedge
sandals with three inch heels.
"Mrs. Karen ma?am, is it okay if I ask a question?"
"Yes, what is it," she replied.
"Why heels ma?am, you are wearing flats?" I asked.
"Three reasons, first I want you to start getting use to heels before
you have to spend all day tomorrow wearing them for work. This will
give you time to adjust and I can coach you a bit. Secondly I think
that the wedge heels will look cute with this outfit and give it a
splash of color and sassiness. Thirdly, I like the way your ass looks
when you wear heels, the way you wiggle and shake and this is mostly
for my amusement anyway. Any more questions?"
"No ma?am."
As I finished dressing I stood gazing into the mirror, the image I saw
looked alien to me. A slim young woman wearing tight white pants, a
feminine blouse, heels, and jewelry. Even without makeup I didn?t
think anyone would mistake me for a man, but would I be seen as a
woman. I was almost wishing that Mrs. Karen would tell me she wanted
me to put on makeup, in a way that would be another layer of comfort.
I almost asked her but chickened out.
As I contemplated the upcoming humiliations I would be forced to endure
my wife came up behind me and wrapped her arms around my waist. "Mmmmm
somebody looks sexy in their heels and tight pants don?t they?" she
asked, not really wanting an answer, just more of a statement. She
handed me both her purse and mine and ushered me to her car. Her car,
oh shit! Last time we drove an hour away, this time we were going to
the mall that was only five miles from our house, it was much more
likely we would run into someone we knew. Now I was really nervous.
Once again I was wrapped in the comfort of the luxury SUV?s leather
seats, heading out into public but now my clothing was not even close
to androgynous. Nervously I tried to make conversation so that Karen
wouldn?t get upset with me, fidgeting constantly with the straps of the
handbags in my lap.
"Honey, calm down just a little bit, you are about to squirm out of
your seat over there. Is someone a little nervous?" Karen said, giving
me a sideways glance and a smile. "I do appreciate that you are trying
to keep up pleasant conversation and not being all grumpy like
yesterday morning."
"Sorry Mrs. Karen, I am trying. It is just that, well....we are so
close to home this time, what happens if someone we knows sees us?" I
answered her nervously.
"Hmm, if it is one of my girlfriends I think that it would be proper
for you to get on your knees, kiss the toes of her shoes and ask if she
would be so kind as to let you cary her purse for her," Karen stated,
this time without the soft smile, she was serious, my stomach did a
flip just imagining having to do what she described.
How could I do that? What would everyone in the mall think? I would
look like a total freak!" For the first time I realized that today
could be way worse than yesterday, that I could be exposed to the whole
world as a sissy. I began to sweat, and to fidget even more but even
more disturbing my clittie was trying to get hard in its cage again.
Why would this make me excited down there? This was the worst thing
that could happen, if one person we knew saw us I would be ruined, and
if it was a woman I would be forced to submit to her. I knew that Mrs.
Karen did not make idle threats, if we saw one of her friends I would
have to comply with her orders, oh shit. My heart was racing and I was
beginning to hyperventilate.
"Brie, stop getting yourself worked up right this minute! You are over
reacting once again and I swear if I have to pull over you will be
sorry!" my wife told me in a loud demanding voice.
Closing my eyes I concentrated on breathing, slowly inhaling through my
nose and exhaling from my mouth. Little by little I could feel my
heart rate begin to slow until it no longer felt like it was coming out
of my chest. I kept thinking to myself, ?calm down or it is going to
get much worse.? As I felt the vehicle slow and turn I opened my eyes
to see us pulling into the parking deck and driving to the lower level.
Karen maneuvered into a parking spot near the front of the West end
anchor store. Removing her seatbelt and turning to face me I saw that
her face bore a deadly serious expression.
"Have you gathered yourself Brie?" she asked.
"Yes ma?am," I whispered, so quietly it was barely audible, my eyes
cast downwards.
"Look at me Brie."
I lifted my head up, determined not to cry this time. I still could
not meet her eyes, instead I focused on her lips, which were pursed
into a thin line.
"Before we get out of the car let's talk," Karen spoke to me in a
slightly kinder voice, not as harsh as earlier. "We have got to work
through this honey. Can you look at me please, I want to see that you
are hearing and understanding my words."
Not trusting myself to speak I stayed silent but adjusted my eyes so I
was looking directly at her. This was difficult and I could feel my
lower lip begin to tremble.
"Brie, I am going to ask you some questions and I want quick, honest
answers. Do you see yourself as a man?"
"No ma?am."
"Haven?t we both confirmed that you are in fact a sissy?"
"Yes ma?am."
"Whose sissy are you?"
"Yours, I am Mrs. Karen?s sissy ma?am."
"Now, I want you to think about this for a second before answering and
I want you to be honest with yourself. Do you expect me, who has such
a delightful sissy who is willing to endure anything for me and wants
nothing more than to serve me, to keep you secret, hidden away from
everyone? Is it even possible for me to hide you? I intend to utilize
my sissy in every way possible. Hell, you are even going to be a sissy
at work! Don?t you think that sooner or later everyone is going to
know? Why would you want to hide what you are?"
Unable to maintain eye contact I dropped my gaze, looking at the pretty
Dooney purses in my lap. The questions that she was asking me seemed
so reasonable when they were broken down like that. I came to the
realization that I wasn?t freaking out about my new work wardrobe
because wearing women?s clothes to the office was not right in front of
me at the moment. My mind was only processing what the immediate
threat to my non-existent ego was, I couldn?t move past what was right
in front of me. Reflecting on what Mrs. Karen was asking me I started
to respond but my voice broke into a squeak. Taking a breath I tried
again.
"No ma?am, you are right. I know that it won?t remain a secret
forever," With a sniffle I tried to raise my face up and meet her
gaze. "I?m ashamed of what I am."
"Now we are getting somewhere!" Karen exclaimed. "Yes, you should be
ashamed of what you are!"
Her words hit me like a load of bricks, ?I should be ashamed!? With my
eyes still downcast in a trembling voice I responded, "I am a shameful
worthless sissy."
"No, you are getting this wrong honey," she replied using her hand to
force my face up so she could see my eyes. "Yes, you're a sissy so
it?s only natural that you should be ashamed, that is part of being a
sissy sweetie. Sissy?s are creatures that are wrapped in shame, they
don?t choose to dress like sissy?s they are told to by their master or
mistress. The only choice that a sissy has it whether to stay and
submit or leave and be free, because they willingly stay and submit
they are shameful. They choose to submit and are therefore ashamed of
themselves for doing so, but it is the same shame that they embrace and
are so excited by."
"To be honest honey I believe it is just the way you are wired. Now
let me go ahead and answer the next silly question that you are going
to ask me. How can I love you if you are a sissy? Am I right, is that
what you were thinking?" Karen asked me. I just nodded, she was so far
ahead of me mentally.
"Don?t you remember me telling you this morning how much I love you?
How many times do I have to go over this with you honey, I love you
because of who and what you are. At least find some confidence and
strength in that. No matter where this path leads us I promise that
you have my love, forever," Sealing those words with a kiss she got out
of the car, not giving me time to respond.
Taking only a few seconds to ponder her words, I gathered my strength
and got out of the car. Karen had waited for me and we walked into the
store together.
I began to realize that with it being before lunch on Sunday that the
store was not busy at all, some of the shops in the mall were not even
open yet, this did a lot to settle my nerves though I knew my wife was
right when she said there was no way my being a sissy could be hidden
forever. We walked through the quiet department store towards the back
where the salon was. Until now I had not even thought much about the
fact we were going to a hair salon. I looked over at Karen and almost
asked what she had planned but thought better of it, sliding the four
purse straps higher up onto my shoulder I continued to silently keep
pace with her.
The salon was a bit busier than the rest of the store and there were
several ladies either waiting or already sitting in chairs getting
various things done with their hair. Karen had me sit in one of the
chairs at the front of the salon while she spoke with the receptionist.
I couldn?t help but notice that several of the women were looking at
me. Did they know I was a sissy or was it because I was sitting with
two purses in my lap? I just looked down at my feet, yet again
noticing how absolutely ridiculous my plain toes looked in the pink
wedge heeled sandals, even sillier than when I was wearing the plain
brown flat ones.
"Brie?" I heard an unfamiliar voice say snapping me out of my daydreams
about toe polish. Looking up I saw a pretty, middle aged lady who was
wearing a black smock with the name ?Ella? embroidered in pink script
on the left chest and on the other side in silver embroidery was the
name of the salon.
"Yes ma?am," I answered her.
"Can you come back this way with me please," she told me while looking
me up and down closely.
I got up and followed her to a white salon chair by a wash basin and
sat down as requested.
"Okay Brie, I have been talking with your wife and to be honest until I
looked very closely I didn?t believe her when she told me you were a
boy...." the lady told me, but was interrupted by my wife clearing her
throat. "Sorry, not a boy, but a sissy," Ella corrected herself.
"Anyway, after consulting with your wife she has decided that she wants
to keep your hair long but wants it to be more styled so let's have a
look ok baby." Ella was walking around me slowly, turning my head with
her hands, even running her fingers in my hair.
"My word! You have amazing, thick, healthy hair sugar, some split ends
and a bit rag tag but wow!" Turning to my wife she continued. "He is
too cute to do anything harsh, I would really like to keep the length,
I totally agree with you on that. I kinda picture a little bit of a
messy, tousled look, a little layering, highlighting will be a must.
You could style it using just a blow drier with a diffuser and a round
brush and it would look awesome in a half up half down style too so it
would be versatile." Moving her hands through the front of my hair and
watching it fall she continued her thoughts. "Side part or a gentle
wave would be gorgeous and would frame this beautiful face. If you
don?t mind my asking, does she ever wear makeup. With those lips and
eyes and face structure, holy shit!"
Karen smiled broadly. "You have no idea how beautiful my little sissy
is when she is wearing makeup." And then she pulled her phone out of
her purse and held it up for Ella.
"Wow!" was the response from my hairdresser.
"Sugar, don?t take this the wrong way but you should have been a woman.
I?m still not convinced that you have a thingie!" she said, giggling
about the last part.
Karen piped up, "Yes, she does have a ?thingie? but it is tiny, so
small and pretty just like her. It is also safely locked away in a
chastity cage because if there is one thing that a sissy cannot be
trusted about it their little clitties, always wanting to get tiny
little hard ons and constantly getting excited and masturbating,
leaving nasty tissues all over the place."
I could have crawled under a rock and died. Both women, as well as a
hairdresser and her customer sitting next to us were laughing at me.
Why did Mrs. Karen have to tell her all that and embarrass me so much.
Just then, I realized that that is exactly what I wanted her to do,
because I was a sissy and I needed to be shamed. Summoning up all of
my courage I managed a smile and looking at my wife and Ella said.
"Thank you Mrs. Karen ma?am for helping me be a better sissy for you."
With her mouth in a pretty ?O? shape, surprised by my words Mrs. Karen
patted my head. "Oh Brie, you are such a brave little sissy today,
thank you for being honest with yourself. Now let's get you looking
pretty!"
Mrs. Ella went to work, first securing a black cape with pink trim
around my neck and then leaning the chair back so my hair fell into the
wash basin. I closed my eyes, throughly enjoying the hair wash, her
fingers massaging my scalp, the pretty scent of the shampoo. I was a
little sad when it was over and I was told to get up and move to her
stylist work area. This was a taller chair that she could raise and
lower with a foot pedal. For a good half hour she worked with her
scissors and comb, clipping, then preening my hair. When she would
lean over her breast would press up against me making my clittie
excited, once even she pressed her side into my breast form. It felt
weird, like an indirect pressure and for a fleeting second I wondered
what that would have felt like if I had real breasts.
With a flourish Ella put her scissors up and declared the haircut
complete and a total success!
"Now let's work in some highlights, primarily in the front but I am
going to mix them in allover to give you a cute, sun kissed look."
With that she began misting my hair with water. "Your hair dried out
while I was cutting it, the coloring for the highlights will do better
if your hair is a bit damper sugar."
After mixing up a paste she began to apply it to sections of my hair
using a brush and what seemed to be thin sheets of foil that were
wrapped around my hair after she was done with the application. True
to her word she started at the front and worked back, doing several
layers of my hair. When she was done Ella set a timer and Karen set
the purses back in my lap as the two ladies stepped off to the side to
talk.
Ella returned right before the timer dinged and ushered me back over to
the wash basin chair. Next the foil wrappings were removed and she
leaned the chair back and applied something she told me was toner to my
hair. Rinsing that out she shampooed my hair again, I was excited
about that because it felt wonderful, then she conditioned it. After
all of that I was once again told to go back to her stylist chair. I
had no idea that there was so much involved when women got haircuts. I
made a mental note to apologize to my wife for ever questioning how
much her visits to the salon cost.
"Alright sugar, not much more now. I am just going to dry and style
your hair now," she told me. Looking over at my wife she added, "Karen
honey, you might want to watch so you can help her till she gets the
hang of this."
Karen smiled. "Mmmmm sounds delicious, just think Brie, how you can
work to repay me for styling your hair in the morning, whatever shall I
have you do?" she said and instantly both women burst into laughter.
When Ella was finished she twirled my chair around and removed the
cape. I was looking into a huge mirror at a very pretty young woman
with no makeup on. With the highlights my hair appeared lighter over
all, with the front landing somewhere between light brown and dirty
blond with well blended light streaks. It was styled with a feathered
swoop that went from the left side to the right and strands of hair
fell over the right side of my face, even to where the outside corner
of my eye started. Unlike how I usually wore my hair when loose, it
was now pulled forward so it draped over the front of my shoulders
some. Overall it did have a tousled natural look. Holy shit, I was
almost beautiful I thought to myself as I continued ogling at my
reflection.
"Oh Ella, she is beautiful, you did a wonderful job, thank you so
much!" Karen said while handing her a credit card for payment.
"Any time sugar, consider me Brie?s personal hair dresser for now on.
If you don?t mind me adding this, she really needs to do something with
her nails as well. The poor girl keeps looking down at her toes, I bet
she is trying to decide what color her nails should be."
This elicited yet another round of giggles but Karen did respond, "Yes
I agree."
Walking back into the department store from the salon area Karen
wrapped her fingers in mine, holding hands we proceeded to the makeup
counter. With very little fuss we picked up a large bag that had been
set aside and payed for it. The sales lady noted that Tony, the lead
makeup artist at the Northside store had authorized his employee
discount to be used and sent his regrets that he couldn?t make it in
person. I blushed again, thinking of how considerate he was.
With a huge sense of relief I thought that we were done and would be
heading for the car but when we got to housewares Karen took a left
turn, in the direction of the department store entrance to the mall.
"Mrs. Karen ma?am, where are we going now?" I asked while trying to
keep up with her.
"I think that you need more walking practice in your heels sissy, I
want you to go ahead of me a bit so I can observe from behind," she
told me.
Ever the obedient sissy I began to walk in front of her, I could almost
feel her gaze boring into my backside. I continued walking until I
heard her call my name from behind telling me to stop and wait for her.
"Okay, now I am going to go sit and I want you to walk from the store
entrance to the Ulta store entrance a few times so I can see you from
the side."
"Yes ma?am," I said, watching her go take a seat on a bench to the
side. I walked back and forth three times and was beginning to feel a
little bit of a burn in my calves by the time she told me to stop.
"Not too bad honey but I have some pointers that I want you to
incorporate. First you need to stand up a little straighter, shoulders
back, poke those pretty breasts out a bit. Try to improve your posture
and feel your core supporting you. We will start doing some exercises
to help that, maybe a little yoga. Take smaller steps, a bit more heel
to toe but when you step down put pressure on the ball of your foot
first, just a little before your heel touches. That is going to be
something you will have to concentrate on. In your old boy shoes you
usually put weight on the heel first. Most importantly loosen up your
hips a bit, you?re a sissy, it?s okay to shake that thing a bit for
your wife. Now let's try it again. She told me with a pat to my butt
for encouragement.
Once again I walked the route from store front to store front while she
watched. Remembering everything she said I could feel my hips swaying
more. My walk just felt sexier then before. I was also very happy
that I was in the wider wedge heels, some of the ones that we had
purchased had incredibly narrow heels. On the fifth pass Karen stood
up and told me that I was doing better and she turned me back towards
the department store.
"Let?s get you home now sissy, you need to tidy up the house and put
away your makeup," she said.
With a sigh of relief and a little more sway in my walk I accompanied
my beautiful wife to the car.