They say that idle hands are the devil's playground. I know now that that
is true. My wife and I have been married for ten years. We are both
successful in our careers and decided not to have c***dren. We fell into
what can only be called a "funk". We both would arrive home at six
o'clock, eat dinner and spend the night staring at the television until
eleven, fall asl**p and get up the next morning and repeat. My wife had
remained thin and sexy, with an incredible ass and a pair of firm breasts
that would rival any twenty five year old. I, on the other hand was
drifting slowly to middle age. With a lack of exercise and a dish of ice
cream in front of the TV, I had gained 30 pounds and was becoming a couch
Our sex life became mundane. Once a week, we would snuggle for a few
minutes, kiss, fondle and make love. The whole affair would last twenty to
thirty minutes. It was nice, but not exciting. This was quite a change
from our early years together. Our early sexual escapades were wild and
freeform. If I remembered correctly, we would make love two or three times
a day. We were adventurous daredevils, trying everything from bondage to
oral and anal sex. We even fucked in a cubicle at one of my company's
office parties. But as time passed by, the adventure left us and we had
sex only when nothing else was on TV.
It all changed one day in the fall. My wife came home one afternoon and
announced that she was beginning night classes at a small community
college about twenty miles away. She said she was taking the classes to
give her a little more excitement. How accurate that statement is now. I
wondered what I would do with my evenings.
She said that she had ordered broadband Internet service for the house and
thought I could find something interesting on the Internet to keep me
entertained. We have a PC at home, but I was spoiled with the high speed
Internet at the office and was often frustrated by our old dial up service
So the next Monday, Sasha began classes. After she left the first night, I
realized that I had no idea what she was studying. I wish now I would have
asked that question. However, I settled down to a plate of leftover
lasagna and logged on to the Internet. Being an avid sports fan, I perused
through a host of sports sites, became bored after a couple of hours and
fell asl**p in front of the television. I remembered Sasha returning home
and talking to me for quite a while. When I woke up the next morning, I
had a raging hard-on, but could not remember a word Sasha had said to me
the night before. Sasha had already left for work, leaving a note that she
was going straight to school that night and would see me about ten o'clock
that evening. I went to work, but could not get rid of my erection all
When I got home, I immediately logged into the Internet. I began searching
for things I had never looked on the Internet for, things like stiletto
heel shoes and seamed stockings. My thirst for these items was
unquenchable. I was specifically drawn to sites where women had on
impossibly high heels and there was a man or a woman licking the shoes. On
a whim, I ordered two pairs of shoes, a pair of 6" heels and a pair of
knee high boots with a platform and 7" heels. I looked up at the clock and
it was already nine-fifty. Fearing my wife would find me with a raging
boner while looking at leggy babes in high heels, I quickly logged off,
erased the history and temporary files and turned on the TV.
Sasha got home, asked me what I was doing while she was at class. I
mumbled a story about entering a fantasy football league and tried not to
look guilty. She began to tell me about her day. She said that she went
out at lunch and bought some new shoes. I looked down at my wife's
beautiful feet in a pair of black platform pumps. The shoes had a heel of
at least six inches. She was also wearing a pair of seamed stockings. I
could almost see the tops of the stockings under her short skirt. I gawked
at her feet as she smiled at my reaction. As I was sitting in the
recliner, she turned, spread her legs and bent down at the waist to pick
up the TV guide off of the floor. I could see the tops of the stockings
and clips of the garters that held them up. I thought I was going to cum
She motioned me to the bedroom. "If you like them so much, why don't you
show it?" she said. Immediately, I fell to my knees and began kissing her
pumps. She turned around so she was facing away from me and lifted her
right leg. "Don't forget to kiss the heel". I kissed the tip of the heel.
"Suck on it". I did. "Take it all in, deep throat it." I struggled to
swallow the whole heel. Suddenly, I glanced to my right at the mirror in
the bedroom. Here I was, on my knees, deep-throating the heel of a black
pump. I looked up at my wife. She was smiling and caressing her breasts. I
felt so low and deviant. I was also hard as a rock.
Sasha told me to lie on the bed. She told me to close my eyes and began to
speak in a very comforting tone. At some point, I fell asl**p and woke up
the next morning with another Major Woody. Sasha again had left early for
work. I took the time to look though her closet looking for those black
pumps. They were not on the floor in her closet. Maybe this was all a very
realistic dream. As I was brushing my teeth, I noticed some scratches in
the back of mouth. Those heels caused the scratches.
The thought occurred to me that Sasha knew of my Internet browsing and
suddenly I flushed with embarrassment. Maybe she found out my kinky
interests and was mocking my weakness. I had to find something else to do
with my evenings. I did not want Sasha to think I was a pervert.
I struggled through my day and again returned home. I logged into the web
and looked for cheap travel specials, watched some music videos and
checked my bank balance. After about thirty minutes, my searches turned
more bizarre. I began looking for sites that had latex and rubber
clothing. I found a site that sold women's fetish latex clothing and
bought a corset, some thongs, a pushup bra, a hobble skirt and a latex
French maid's uniform. I also searched for ball gags, butt plugs, masks
and restraint devices. Again, it was close to ten and I quickly logged
I was definitely in the mood for some sex. Sasha arrived. I noticed she
was wearing similar pair of shoes as the previous night, but this time in
red. She was dressed in a short leather skirt, seamed stockings and a
white stretch blouse. Her brunette hair was in a tight ponytail at the top
of her head. What was surprising was the pair of red latex gloves that
adorned her hands. The gloves disappeared under the blouse.
I kissed her deeply as she entered the living room. Sasha felt my erection
and guided me to the bedroom. She told me to lie on the bed, while she
changed her clothes. I remember her returning from the bathroom. She had
taken off all of her clothes except for the gloves (which I noticed were
opera length), a latex garter belt, her stockings and shoes. Her beautiful
breasts were encased in a latex bra that had cutouts for the nipples. She
mounted me and savagely attacked my mouth with her tongue. I broke free,
moved my mouth to her breasts and began sucking on her nipples. I could
taste the latex as my tongue played with her nipples. She began to talk to
me in a quiet and calm tone. The next thing I knew it was the morning. I
woke up with a stiff pole and Sasha was gone. I have no idea if we made
love that night, but I noticed my face was covered with the remnants of
Sasha's pussy on my face. I was horny, but it appeared that Sasha had
definitely achieved orgasm. I showered and went to work.
That scene repeated itself several times in the next few weeks. During the
evenings, however, I was purchasing fetish clothing and bondage gear like
crazy. Over a three-week period, I had purchased several latex cat suits,
corsets, panties, gloves and high heel shoes. I had also purchased
harnesses, cuffs, spreader bars, hoods, gags and other gear. I remember
asking myself who I was buying them for, but I had no answers. Every
night, Sasha would return, I would get ready for sex and wake up with an
erection and pussy juice on my face.
Somewhere in the second week, I began getting up early and heading to the
gym. I had a membership, but had not used it in several months. I began to
run on the treadmill and was building up my stamina. I also stopped eating
large lunches with the guys at work. Very rapidly the weight I gained was
falling off. I ordered some supplements off the Internet and began to get
more energy. One night, I ordered some yellow pills from an international
web site. I remember thinking that they were unusual, but when the
arrived, I began to take them as well.
When the items started to arrive, I began to panic. If Sasha found the
items, she would assume I was some sort of pervert. I took the boxes and
stored them, unopened, in the top of the closet in the guest bedroom.
Soon, all of the space was taken, so I hid them under the guest bed.
However, one item arrived that I had to open. The box contained a simple
contraption that held my cock in a curved tube. It locked around my waist
and had two straps that went under my crotch and connected to the back of
a belt. As soon as it arrived, I ripped open the box and placed the
chastity belt around my cock. I noticed it was impossible for me to have
an erection without discomfort. It had a lock on the belt that secured it
and I told myself that I would wear it to prevent myself from cheating on
my wife. Looking back, this was a silly notion. I had never cheated on
Sasha and to the best of my knowledge; I had not even masturbated since
Sasha went back to night school. The belt was placed on however. Every
night, just before Sasha got home, I would quickly remove the belt and
place it in the cabinet under my night stand. Every morning after my
shower, I would apply ice and place the belt back on my cock.
Around the fourth week, I decided to begin shaving my crotch area. The
belt was constantly pulling the pubic hair and it seemed like a good idea.
I purchased some depilatory cream. When I read the label, it strongly
discouraged the use of the cream on the crotch. On a whim, I carefully
shaved my crotch and then used the cream on my legs, chest, underarms and
back. I exited the shower and suddenly discovered I was hairless and could
not explain this to my wife or my buddies at the gym. I was mortified.
When Sasha got home that night, she questioned my hairless body. I told
her I was swimming at the gym and decided to shave myself to improve my
times. She laughed at me and said I looked like a pre-puberty teen. I was
again humiliated, but I noticed my erection was larger than ever.
She took out the digital camera and began taking pictures of my bald chest
and legs. She asked me to pose. I did. She asked me to take off my shorts.
I felt very special, like she was putting me on display. When I dropped my
shorts, Sasha noticed that I was wearing a pair of her pink thong
underwear. I don't remember putting them on and would have definitely
changed before Sasha returned. I tried to come up with an excuse, but
Sasha just taunted me and called me a "teenaged tart". I hung my head and
tried not to blush. Sasha continued to take pictures.
That night Sasha and I made love and it was much more passionate and
fulfilling than anything in the last five years. Sasha was an a****l and
very aggressive. Again, she mounted me, attacked my mouth with her tongue
and told me to do exactly has she said. I was not going to ruin the
moment, so I agreed wholeheartedly. She told me to place my hands under my
ass and not to use them unless she directed me to. She slowly moved down
to my chest and began sucking on my nipples. For some reason, they were
extremely sensitive and as she sucked, I melted. I was so aroused, I
almost came as she sucked and bit my nipples. She noted that my working
out in the mornings was achieving results because my chest and my nipples
were getting larger. Funny thing is that at this point, I had only run and
worked on cardio exercises and had not lifted any weights. She said that
she liked by hairless chest and pink thong, but I looked like a sissy. She
taunted me and asked if I liked looking like a sissy. Again, I was
embarrassed and could not admit that I liked the look.
Sasha stopped sucking on my nipples and got onto her knees on the bed. She
said it was time to "do my duty". Without even thinking, I moved down the
bed so my head was in the middle of the bed. I placed a pillow under my
shoulders so my head was leaning slightly backwards. I put my hands under
my ass, closed my eyes and opened my mouth. Sasha mounted my head and
placed her pussy directly on my mouth. She was looking down my body, with
her knees on each side of my head. She began to rock on my face as I stuck
my tongue as far as I could into her pussy. I noticed for the first time
that Sasha must have trimmed her pubic hair. There seemed to only be a
patch of hair on the top of her clitoris. I enjoyed the feeling and began
to pound her with my tongue. Because of the angle of my head, her clitoris
was rubbing on my chin. My nose was being pushed between her crack and was
massaging her anus. "Don't worry my little teenaged tart, you will push
that tongue of yours in my ass before the night is over!" If I had not
been pinned under Sasha, I would have argued and blushed. As it was, I was
having a hard time breathing.
Sasha reached out and began playing with my nipples again. She squeezed
and pulled the nipples. My cock was hard and began to pulsate with the
rhythm of Sasha's tweaking. She took out a small whip and began swatting
my cock. She began to moan as her orgasm approached. She told me to cum
with her. I felt the fluid of her orgasm enter my mouth and wet the sides
of my face. At that time, she swatted my balls and I erupted in the most
mind-blowing orgasm of my life. Sasha held onto my right nipple with her
fingernails as she came, and I truly enjoyed the pain.
As we slowed and began to enjoy the afterglow, Sasha dismounted. She
reached down and showed me a plastic cup that had caught all of my cum.
She repeated that she wanted me to do exactly what she told me. She told
me to stick out my tongue. I did. She poured my cum into my mouth and told
me to lick the remainder off of her hand, but not to swallow. I did. She
told me to fully taste my seed, to move it around in my mouth. Remember
that I had been about four weeks since my last orgasm and during that
time, my body had been constantly aroused. There was a lot of cum. She
asked me if I liked the taste. I hesitated. The thought of eating my own
cum sickened me. The humiliation of having my own cum in my mouth, and not
swallowing or spitting it out was horrendous. She smiled at my discomfort.
She asked again if I liked the taste of my cum. I noticed that my cock was
fully hard again. Even in the time of my greatest humiliation to date, I
had become sexually turned on. I looked at Sasha. She was smiling
knowingly back at me. I answered honestly for the first time. I lowered my
head and nodded "yes". Sasha laughed. She told me I was turning into a cum
eating, hairless sissy. I again lowered my head, unable to muster any
pride in the moment.
Sasha told me to swallow. I did. She kissed me on the forehead and told me
I was making good progress. I had no idea what she meant. She began
talking to me again, and I fell asl**p. In the morning, I awoke with
Sasha's juices still on my face and a raging hard on. I showered, took my
supplements, including the yellow pill, placed the tube on my cock and
headed to the gym. I wore sweatpants (it was the middle of the summer) and
a long sleeve t-shirt. My buddies asked about my dress and again I was
reminded of the shaving incident. I mumbled to them, and began my six-
mile run. My nipples were sore from Sasha's manipulation last night and my
chest felt heavier.
That night, my Internet adventures took me to sites on f***ed feminization
and sissification. I read stories of mistresses forcing men into feminine
roles, wearing women's clothes and servicing their mistresses. I remember
being so aroused that I was shaking. My tube caused me to stop a couple of
times, but I always returned for more. I could not imagine any man
submitting to that level of control. It seemed so horrible for the man to
loose his masculinity, but I was like a starving man at a buffet. At 9:45,
I closed down the Internet, unlocked the tube and waited for Sasha.
When Sasha arrived that night, she was stunning. She was dressed in a
short red leather dress. She had a black waist cincher over the dress that
shrunk her waist. The front of the dress was unbuttoned to the top of the
cincher and I could see a black leather bra holding her fantastic breasts.
She was wearing the red platform stiletto pumps and a pair of fishnet
stockings. She was wearing short leather gloves. She walked in and I
immediately lowered my gaze and got on the floor on my knees. I suddenly
noticed that I was wearing only a black latex thong. It was polished and
was bulging with my erection. I did not remember changing my clothes or
opening the box with the thong. But here I was, hairless and subservient;
wearing a thong that barely covered my manhood.
Sasha noticed my thong. She asked me what I was doing while she was
studying. I stammered and came up with nothing. I was embarrassed and
aroused. She stood over me asking what was happening to me. "I go away to
night school and you shave your body and start wearing weird clothes. This
underwear you have on doesn't look manly, it looks like panties for a
woman. No not for a woman, for a prostitute. Have you turned into a
prostitute while I am studying? Are you selling your tight ass to other
women while I am out? Or have you been selling your wares to men? Tell me
Jack, are you a prostitute?"
I answered honestly. "I don't know, these panties make me feel good," I
She smiled and asked me to follow her into the bedroom. She walked in
front of me and I crawled. I stole a glance up her skirt and saw that
Sasha was not wearing any panties. I have never been more turned on. Sasha
told me to get on the bed. She told me to lie on my stomach and stretch my
hands over my head. I did. She disappeared into the closet and returned in
the leather bra, garter belt, stockings and heels. She told me to close my
eyes, began talking to me and again I fell asl**p.
I woke the next morning and Sasha was gone. I noticed the now familiar
stickiness on my face. I was still in my thong, but sometime during the
night, I had added a matching latex bra. I got up and went to the shower.
I looked in the mirror as the water heated up. I was looking pretty good.
I had lost most of my weight. I stood there hairless in my thong and bra.
My breasts were becoming more full. I reached up and began caress them
through the latex. The nipples were sensitive and hardened at my touch. To
me, they looked too small and wondered what I would look like with full,
I turned around to look at my ass in the thong. I was shocked to see
several welts laced across my buttocks. I touched them with my hand. There
were six lines running from left to right, from the top on the thong to
the tops of my thighs. I felt proud of the welts for some reason and
noticed that my erection was jutting under the waistband of the thong. I
quickly jumped in the cold shower and got ready for work. All day, as I
sat in my chair or on the toilet to urinate, the welts reminded me of how
much of a slut I was becoming. I was dressed in my normal business casual,
but wore a pair of high-waisted, transparent latex panties, a long-line
transparent latex bra and my tube. I had a hard time concentrating on work
and continually daydreamed of kneeling on the floor, in a tight corset and
thong, latex stockings and high heels, slowly licking Sasha's shoes as she
slapped my ass with a crop.
When I arrived home that night, I had an idea to modify my body. I
remembered several weeks earlier, I had ordered some piercing equipment. I
logged onto the Internet and searched for sites with women with pierced
nipples. The thought of a beautiful set of nipples with rings attached
drove me to retrieve the package from under the guest bed. I found a site
that gave step-by-step instructions. I took my right nipple, messaged it
until it was stiff and protruding. I took an ice cube and held it there
until it was numb. I attached a clamp, took a needle and pushed it through
the flesh. The pain was almost unbearable. As the needle slowly made it
through my nipple, I felt my cock attempt to harden in the tube. With the
hole punched, cleaned it with alcohol, and I selected a large ring. I
inserted the ring and used a special tool to close the ring permanently.
I stood there and looked in the mirror. What I saw was something that was
so humiliating and shocking. I did not remember changing my clothes, but
there I was dressed in a heavily boned red latex corset, red latex thong,
red latex stockings and black lace-up seven-inch stiletto platform knee boots.
My breasts were pushed up and together by the corset and looked like a teenaged girl's
cleavage. On my hands was a pair of red, opera length latex gloves. I was
holding my right breast and flicking the ring on my breast back and forth.
I had a collar locked onto my neck with suspenders that held up my gloves.
There was a set of cuffs locked on each wrist and the boots also sported
locked padlocks. I was so horrified by the sight. This is not how I
pictured myself. What was I doing to myself? I almost took everything off,
but I heard a voice in my head telling me how sexy I was dressed as a
I took my left nipple and repeated the procedure. Then I followed by
piercing both of my ears and added a nose ring. I now had pierced nipples,
ears and nose. The rings were attached and as the packaged on the rings
advertised, they were now a permanent part of my body. How could I hide
this from Sasha? What was I going to do now?
I looked at the clock. It was four minutes after ten. I heard the back
door open and Sasha's voice call to me. What am I going to do? It is too
late to take my wardrobe off and the keys to the locks are on the dresser
in the guest bedroom. Even if I could, I could not explain the mess on the
counter and the five rings now permanently placed in my nipples, my ears
and nose. I ran to my closet, got down on my knees and hid.
I heard Sasha call for me again. She entered our bedroom and looked
around, then walked back to the hallway. I remembered I had not had time
to put all of the kinky items away in the guest bedroom. The light was
still on and Sasha would go there next. She was going to think I was a
pervert and divorce me. I heard her call from the guest bedroom. "Jack,
what are all of these packages? Oh my god! Where are you? Jack, what have
you gotten into?" I continued to hide in the closet.
Sasha reentered our bedroom and came into the master bath. I could see her
through the crack in the door. She looked fabulous. She was dressed in a
long wrap around latex skirt, with a slit in the front that went all the
way up to her crotch. Her long legs were encased in black latex stockings
and knee high boots that laced in the front. The boots had a narrow
stiletto heel of at least four inches and were severely pointed at the
toes. From my vantage, I could see a red latex thong and some garters that
connected to her stockings and went up under the waist of her skirt. Her
waist was constricted by a leather corset, which made her waist look
almost too small and swelled her breasts. She wore a very fitted white
latex blouse that was unbuttoned to the top of the corset. Her sleeves
were French cuffed and her long fingers were encased in a pair of black
latex gloves. She had reapplied her makeup - from the normal
professionally subdued to dramatic. The makeup was not too trashy, but
reminded me of fashion model. Around her neck was a silver choker of
perhaps three inches in width, with a ring hanging from the center. From
the ring, a chain dangled with the set of keys of the locks securing my
collar, cuffs and shoes. The effect was to highlight her long neck and the
keys drew attention to the roundness of her cleavage. Sasha's hair was now
in a French braid at the back of her head. I was stunned and silent.
She picked up the piercing tool and looked at it with a smile. She held a
crop and a harnessed dildo in her hands. "Jack, come out of the closet! I
know you are in there, you kinky pervert!"
I opened the door and crawled my wife. "So, you have turned into a little
sissy. I see now what you have been doing while I was at school." She bent
down and grabbed my nose ring, pulling it until my head was raised and I
was looking directly into her eyes. "You are quite a little slut! You have
locked this outfit on for me to catch you." She looked down at my crotch
and touched my tube with the toes of her shoes. "You have also hidden your
cock and locked it away. You don't want to be a man anymore. Is this how
you want to live from now on, as a female slut?" She waited for my reply.
"No, I want to live as your female slut. I want you to use me for your
pleasure only and tease and humiliate me as you see fit. I want only to
please you and pleasure you. " I said honestly.
"You may not know what you are committing to. Jack, I want you to be a
total whore. I want you to dress like this at all times and I will
humiliate you at each opportunity. You will please only me and will be
pleasured only by your subservience to my wishes. I will cause you
physical pain and will continue to hypnotize you to cause mental anguish.
You will live in a constant battle of your embarrassment over being half
man and half woman and your sexual desire to be a total slut. You will
continue your hormone treatments and will undergo a breast augmentation I
planned for you next week. Nothing much, just a "c" cup until you earn
"You will not be allowed to leave the house without me at your side and
when you do, you will be dressed as the whore you are. You will be
constantly bound in one way or another and I have developed quite a cruel
attitude. You will entertain my friends without complaint. I will use your
mouth, ass and cock in ways you have never even imagined. It will be a
living hell for you."
"If this is the life you wish for yourself, then lick my shoes and claim
me as your mistress."
I quickly dropped to my knees and placed my tongue on her leather boots.
"You are my mistress and have complete control over my body and mind. I
will pleasure only you and will willingly submit to any task or torture
you desire." As the words came out of my mouth, I heard a swishing of the
crop and felt the sting as she left her mark on my ass. As the second blow
hit my ass, I came and thanked my mistress.