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Valentine's Day
It was our first Valentine's day as a married couple, and Katie and I
decided to fly off to the outskirt of Toronto for a weekend getaway. We
flew out Friday night, and we safely arrived in Toronto, but my luggage
somehow ended up in Omaha. Go figure. The airline said that I should have
my luggage back by Saturday, so no big deal for me I would just wing it for
the night. Katie had her luggage, so I wasn't too concerned.
We arrived at a quaint bed and breakfast on the outskirts of Toronto
actually more like the middle of nowhere if you ask me. As I walked up
their sidewalk, Katie apparently slipped on a patch of ice and fell into
me. It would have been bad enough had I just landed on my ass, but no
I fell right into a decorative pond adjacent to the sidewalk. I was
soaked to the bone. The woman who owned the bed and breakfast was
extraordinarily apologetic, particularly when she sheepishly told me that
they had no laundry facilities on-site. Now I had no luggage and no
clothes not even a pair of shoes, as mine were filled with pond water.
We went up to our room, with me sloshing as we walked, and I immediately
stripped off my wet clothes and hopped in the shower to warm up. As I was
in the shower, Katie admitted that she had planned a fabulous dinner for us
tonight, but she didn't know what to do about my lack of anything to wear.
She had already called down to the front desk to see if they could help,
but we were surprisingly enough on Valentine's Day the only people staying
the night, and the owner of the place came up empty-handed. Katie was
totally bummed.
Struggling for some ideas, I then asked her if she had packed anything that
wasn't hyper- feminine. I was a bit small for a guy, and I figured Katie
and I were about the same size. No luck there, either Katie defined the
term "girly-girl", and there was not a single thing she had packed that
could even vaguely pass for unisex.
Katie's eyes then lit up, and a sly grin came over her face. She proposed
that we still go out tonight, but as lesbian girlfriends. I shot that one
down almost as soon as it was out of her mouth, but she practically begged
me to play along, promising me a night I would never forget. Reluctantly,
and not wanting to spoil the night, I agreed.
Katie jumped up and down and literally squealed at the prospect of dressing
me up like a woman. She disappeared for a second and returned, buck naked
and holding one of her razors and some dove soap. She hopped into the
shower with me and, over my protests, proceeded to shave the hair from my
legs. I guess I didn't protest too long or loud, though, because as she
knelt down in front of me to shave me, she would occasionally take my cock
in her mouth, making me rock- hard.
Katie then started to shave my pubic hair. Again I protested, but she
promised that she would suck me all the way off and swallow, something she
almost never does if I let her shave my crotch and the rest of the hair on
my body. No brainer there she shaved my underarms, chest and crotch
smooth, and I proceeded to get one of the best blowjobs of my life. True
to her word, she swallowed every drop.
We emerged from the shower, and as Katie went to pick out my outfit for the
night, I spread lotion over my freshly-shaved legs, and then I shaved the
stubble from my face. I walked into the bedroom, and Katie had my outfit
laid out on the bed. I just had to shake my head in disbelief.
First she had me put on a pink satin bra, and she stuffed the bra with
tissues and some silicone enhancers that she had to fill them out. Next
came a pair of matching crotchless panties. I was pretty uncomfortable
with this, but she explained that she wanted easy access to my
"parts". Then she had me put on a pair of pink stockings, which were
fastened to a pink garter belt. Next came a white turtleneck with pink
hearts printed on it, followed by a short pleated jeans miniskirt that was
adorned with white lace at the hem, and then a tremendously fuzzy ruffled
pink angora V- neck cardigan sweater. She finished off the outfit with a
pair of white anklets adorned with lace and tiny pink hearts and a pair of
pink mary-janes. This was apparently going to be her Valentines outfit,
but she told me that she thought I would look much cuter in it. My face
flushed red with embarrassment.
She then sat me down, buffed my fingernails, and applied several coats of
pink polish and a topcoat. She then moved to my face, applying foundation,
blush, eyeliner, eye shadow, mascara, and glossy pink lipstick. She
finished off my makeup with a light dusting of powder, and then she curled
and styled my long blond hair, finishing it off with a pink hair bow. She
pulled out a pair of pink heart-shaped clip-on earrings (she only had
clip-ons because of her metal allergies) and fastened them to my ears.
Satisfied, she told me to get up and look in the mirror.
I literally gasped at what I saw. Instead of seeing myself, a woman
wearing an adorable Valentine's Day outfit stared back at me. I simply
could not believe the transformation! Even close up, I don't think anyone
would be able to tell that I was a guy dressed like a woman.
Katie then got ready herself, going through the same routine that she had
put me through. She looked stunning too, wearing black leather knee-high
boots, a pleated red plaid miniskirt, and a red angora turtleneck. As she
did her make-up, she gave me pointers on how to walk in my heels, and by
the time she was ready to go, I had gotten pretty good at letting my hips
sway back and forth as I walked.
Katie handed me a pink purse containing my wallet and extra make-up,
grabbed her purse, and she led me out the door. I had not even thought
about the woman at the front desk, and much to my chagrin, Katie stopped
and asked the woman how I looked! At first the woman was confused, but
then it dawned on her who I was. Her eyes grew wide and her hand flew to
her mouth as she gasped. Katie explained to her that we didn't want to
skip out on our Valentine dinner, and since I had no clothes to wear, we
decided I could just go out wearing her clothes. My face turned beet red
with embarrassment (again!) as the woman oohed and aahed over my
transformation. I think I turned an even deeper shade of red when, in
parting, the woman said, "You girls have a fantastic time tonight!"
Katie drove to the restaurant, and to make me feel better, she reached
under my skirt and fondled my cock, which was easy to access because of the
crotchless panties. By the time we got to the restaurant, I was rock hard,
but luckily, the pleats in my skirt mostly hid the bulge in my crotch.
Katie did all of the talking through dinner, even ordering my dinner for
me, so that my voice would not give me away.
Just before dessert arrived, I suddenly had to pee. I honestly didn't know
what to do I couldn't go into the mens room dressed as I was, and I didn't
feel right going to the ladies room. Katie convinced me that I really had
to use the ladies room, and she said that she would go with me.
Mercifully, no one was in there, but Katie warned me that I had better pee
sitting down like a woman in case someone were to come in and see my feet
pointed the wrong way from under the stall door. I hiked up my skirt, sat
down with my cock between my legs, and peed sitting down like a woman.
When I finished, Katie had me touch up my makeup.
We finished dinner and headed out. Katie had periodically fondled me
throughout dinner, and I was horny as all hell. I managed to convinced
Katie to head back to the B&B to have some fun. She continued to stroke me
under my skirt the entire way, and by the time we reached the B&B, I was
dripping precum. We rushed up to our room, and before our door was even
closed and without turning on the lights, I had pulled my cock out, hiked
Katie's skirt up, and lowered her panties. Then the lights suddenly turned
on.
We both swivelled to see three men built like linebackers at our doorway.
My heart almost leapt out of my chest when I saw that all three were
holding guns.
""Well, well, well.... what do we have here? Looks like we have more than
we bargained for, boys. Here I thought we were gonna get ourselves a whole
bunch of some nice pussy, and instead we get one pussy and one little
faggot sissy boy. My oh my, what to do...."
We were both frozen in terror, and speaker ordered us both to our knees.
As one of the men kept a gun trained on both of us, the other two proceeded
to first tie me up, securing my ankles together with a pair of hobble
cuffs, locking my hands behind my back with a pair of handcuffs, and
securing a large ball gag in my mouth. Then they tied Katie up the same
way, inserting another large ball gag in her mouth. I was terrified, and I
could tell by the look on her face that Katie was, too.
The one that was the leader then rhetorically asked what they were going to
do, and he stared intently at Katie. He stepped up to her, placed his
crotch inches from her face, and stroked her cheek. He then mentioned how
pretty her mouth was. Tears burst from Katie's eyes, and I think it
literally broke my heart. I tried to say something, but all that came out
through my gag was a muffled grunt.
"Looks like the faggot sissy boy wants to say something." He approached me
an actually removed my gag. I proceeded to plead with him not to hurt
Katie, and I told him that I would give him money, or do anything he
wanted, if he would just leave her unharmed. Much to my surprise, he
actually paused and seemed to think about it. He then whispered back and
forth with his cohorts, and after much whispering, they all nodded their
heads in agreement.
"Here is the deal, faggot. If you do absolutely everything we ask, without
hesitation, then we will spare the girl here. The only catch is that she
has to watch intently every single thing that you do. Do you agree,
faggot?"
I agreed without hesitation, as I would do anything to protect Katie from
harm. A malicious grin spread over the man's face, and he immediately
stepped in front of me, unzipped his pants, and pulled out his enormous
semi-hard cock. Ordering Katie to watch, he proceeded to rub the tip of
his cock against my pink lips, coating them with his precum. Pulling back,
he ordered me to lick my lips seductively.
I then tasted cum for the very first time as I licked his precum from my
lips. He then approached me again and, placing his cock directly in front
of my face and pointing upwards, he ordered me to lick him like an ice
cream cone. I leaned forward and ran my tongue all the way up the
sensitive underside of his cock. I continued this for a few minutes until
he was rock hard, and he then ordered me to gently suck on his enormous
balls. To ensure I didn't do anything stupid like chomp down, one of his
accomplices placed his gun against Katie's temple as I did so.
Then he ordered me to beg and plead with him to stick his cock into my
mouth. With Katie watching, I was utterly humiliated as I begged and
begged to be permitted to suck his dick. After what seemed like an
eternity of begging, he told me to open wide, and he placed the tip of his
cock just at my lips. Turning to Katie, he said, "I really bet your faggot
friend here is gonna like this." He then put his cock into my mouth and he
ordered me to suck.
With my pink lips stretched around his throbbing shaft, I proceeded to suck
cock for the first time in my life. The smell of his manhood was musky and
almost overpowering, and I could barely contain my gag reflex. I was even
more humiliated when I involuntarily started to make slurping and sucking
noises as I went down on him.
Not satisfied with my progress, he ordered me to take him deeper and deeper
into my mouth. I fought hard to keep my gag reflex under control, and
after several attempts and after literally choking on his manhood, I was
able to suppress my gag reflex, relax my throat, and take his entire cock
into my mouth. At one point, when his cock was fully buried in my mouth,
he grabbed my head, preventing me from pulling out. Turning to Katie and
pointing out that his entire cock was in my mouth, he told her that I had
to have done this before to be able to deep- throat him so well.
He then released my head and allowed me to continue his blow job. My jaw
ached as I worked his enormous hard-on in and out of my mouth. Then, I
felt him tense up, and grabbing the back of my head so I could not pull
back, his cum suddenly started to flood into my mouth. I had to swallow or
choke, so I swallowed as much as I could. The rest leaked out of the
corners of my mouth and dribbled down my chin. When he finished depositing
his seed in my mouth, he pulled out and ordered me to lick him clean. By
the time I finished doing that, my lips and chin were coated with his
semen.
I then had to suck both of the other men off. The second one pulled out
just before he came and ordered me to keep my mouth open. He then shot
most of his load into my mouth, with a few shots ending up on my cheeks and
chin. He ordered me to keep my mouth open with the large pool of his semen
on my tongue and further ordered me to face Katie. Then he ordered me to
swallow and then thank him for the yummy treat.
The third guy had an enormous cock, and he took great pleasure in forcing
me to deep-throat him the entire time. My mouth was stretched to capacity
to accommodate his thick shaft. He too pulled out before he came, and I
kept my mouth open without even being ordered to do so. He was a much
worse shot, though, and most of his semen ended up on my face.
When he finished, the first guy ordered me to face Katie and, looking up at
her, place my chin on her knees. He then ordered me to reach back and lift
my skirt. He chuckled when he saw my crotchless panties, and he then had
me spread my ass-cheeks apart and. While looking up into Katie's eyes, he
ordered me to beg him to fuck my ass. I could not have been more
humiliated dressed as a woman with semen all over my face, kneeling at
Katie's feet with my chin on her knees, looking up and her and begging to
get fucked up the ass.
After about five minutes of begging and being forced to describe why I
wanted his cock up my ass so much, he suddenly placed the tip of his cock
against my sphincter. He then ordered me to do the rest, all the while
maintaining eye contact with Katie so she could see the look of pleasure in
my eyes as I took his cock into me like the sissy he knew I was.
I pushed myself back and I felt his cockhead slowly work its way into my
ass. The pain was intense, and I let out a little squeal as my asshole
stretched wider and wider to accommodate his cock. Mercifully, the pain
lessened a bit as the slightly narrower shaft of his cock slid into me, and
soon, his entire cock was buried up my ass, and I felt his large balls
resting on the cheeks of my ass. He then ordered me to voice my pleasure
over the honor of having his cock up my ass, and he forced me to describe
in great detail just how good if felt to have a cock buried deep inside of
me. As I did so, he started to slowly slide his cock in and out of me. He
took very deep strokes, pulling almost all of the way out before sliding
his cock all the way back into me.
He ordered me to beg him to fuck me harder and faster and soon, he was
fucking my ass hard. I felt his balls slap against my ass as he repeatedly
buried his rock-hard cock deep inside of me. I did not feel him cum inside
of me, but he did pull out before he finished, shooting the rest of his
load onto my ass. I did feel that, and I also felt semen leaking out of my
asshole and down the crack of my ass.
By the time he finished, the other two guys were ready to go at me again.
They flipped a coin, and the second guy got heads. They had me get on my
hands and knees in front of Katie, and the second guy took up position in
front of me as the third guy took up position behind me. I was then
ordered to beg them both the honor of being double-teamed. I had to
describe, again in great detail, why I wanted a cock up my ass and a cock
in my mouth at the same time. After a while, the second guy suddenly
thrust his cock into my mouth while the third guy shoved his enormous cock
into my ass. Although already sore from getting fucked up the ass the
first time, the third guy was so much bigger than the first that it hurt
worse than the first time around. However, my grunts of pain were muffled
by the cock in my mouth. For the next ten minutes or so, my ass was reamed
by his enormous cock while I gave my fourth blowjob of the day.
True to form, the guy I was sucking off pulled out before he came, and he
again shot his load into my open mouth. This time, he ordered me not to
swallow until the third guy finished fucking my ass. It took the third guy
a few minutes longer, and he shot is load deep inside of me. Only after he
pulled out of my ass was I allowed to swallow the semen in my mouth.
As soon as the third guy finished fucking my ass, and as soon as I had
swallowed the cum pooled on my tongue, I was permitted to stand up and pull
my panties up. Semen immediately started to leak out of my ass and run
down my leg. I was then ordered to lock a pair of hobble-cuffs around my
ankles, and I was also ordered to place a large ball-gag in my mouth and
lock it in place. Finally, I was ordered to lock my wrists behind my back
with a pair of handcuffs.
To my horror, the three men left Katie tied up in our room while they led
me out of the room, down a back hallway, and out the back door, where they
herded me into a van with no back or side windows. I was ordered to lay on
my stomach, and I was hog-tied. We drove for what must have been over an
hour before I was untied and ushered back out of the van.
I was in a garage, and I was led into sterile-looking room with what looked
like an OB-Gyn chair set up in the middle of the room. My handcuffs and
hobble cuffs were unlocked, and I was ordered into the chair. My arms and
wrists were securely strapped and locked onto the arms of the chair, and my
knees and ankles were strapped and locked securely to the raised stirrups.
My torso was then strapped and locked securely to the chair, completely
immobilizing me. My gag was kept securely in place.
My skirt was raised, leaving my shaved cock and balls completely exposed
from under my crotchless panties. A large vibrating dildo with attached
straps was inserted into my ass and locked into place, and a small vibrator
was strapped to the base of my cock.
To my dismay, the vibrations against my cock, combined with the
vibrations of the dildo up my ass stimulating my prostrate, caused me to
become fully erect.
Then, to my horror, a tray was pulled up and the first guy showed me a
large syringe filled with amber liquid. All I could do was scream a
muffled scream though my gag as he emptied the contents of the syringe into
various places in my scrotum. The liquid was apparently a local
anesthetic, and my balls immediately became completely numb. However, I
could still feel the vibrations coursing through my cock, and somehow, even
with all fo the terror I felt, my cock stayed fully erect.
He produced a scalpel and slit my scrotum vertically, and he pulled both of
my testicles out. He then placed a pair of surgical scissors around the
cord attaching my testicles to my body, but he did not cut. Shooting me a
wicked grin, he explained that he would only castrate me if I demonstrated
that I truly wanted to be a permanent sissy, and the way I would
demonstrate that desire would be by ejaculating in my current state. He
reasoned that, if I were to ejaculate while being dressed up like a sissy,
with cum on my face and in my ass, along with a vibrating dildo up my ass,
then it must surely mean I truly wanted to be a sissy.
I shook my head no as hard as I could, but he only laughed at me. He then
asked someone apparently standing behind me if they wanted the honor of
"snipping the sissy when he cums". I heard a familiar voice answer in the
affirmative, and my mind reeled in disbelief as Katie walked into my field
of vision and took the scissors into her own hand. With a malicious grin
on her face, and without saying a word, she proceeded to use her free hand
to stroke my erection.
I was utterly dumbfounded and terrified, and even more so as I felt my own
orgasm building. Katie relentlessly stoked my cock, and in less than a
minute, I started to cry as I lost control. There was simply nothing I
could do to stop it, and I began to cum. It was an incredibly intense
orgasm, and I shot an enormous load of semen, but as soon as I finished
ejaculating, Katie squeezed the scissors closed and cut both cords. She
held up my severed testicles to my face and finally said something she told
me to say goodbye to my manhood.
She looked into my confused and terror-filled eyes and simply laughed. She
explained that the entire ordeal was a set-up from the beginning from my
lost luggage, to me being knocked into the pond, to dressing me up like a
woman, and to me being given the choice of subjecting myself to the three
guys over her. She had decided that she liked my money, but no longer
needed me around, and she knew some friends that would ensure I would
disappear for good, and to sweeten the deal, she would be paid a
significant amount of money to sell me into slavery. Her friends had
contacts in the Toronto Police Department, and I would be officially
reported as being killed in an auto accident.
Katie just laughed as I cried uncontrollably. She stepped aside to give
the first guy access to my cut scrotum, and it was also removed and then
sewn up. While I was still strapped down, both of my ears were pierced
twice, my nipples were pierced, my bellybutton was pierced, and the head of
my cock was pierced. Then my head was strapped down as they tattooed
permanent eyeliner to my eyes, and my eyebrows were shaved off and
permanent eyebrows, complete with feminine arches, were tattooed in their
place. Red lip-liner was permanently tattooed around my lips, and my lips
themselves were permanently tattooed a deep red color.
I was then given a sedative, and the last thing I heard before I passed out
was that, when I next woke up, I would have a new pair of breasts and a new
face.
Sure enough, when I awoke, I had D-size breast implants, and I had been
subjected to full facial feminization surgery my brow was shaved down, I
had cheek implants and a chin implant, my nose was re-done, my adam's apple
was shaved down, and I had fat injections in my lips to plump them up. I
had also had silicone implants in my hips and ass to give me more of an
hourglass figure. Finally, I had my stomach stapled and liposuction to
whittle down my waist.
When all was said and done, and after three months of recuperation and
several rounds of laser hair removal treatments, I had been turned into a
full-fledged she-male. I never saw Katie again. I became a sex slave to
the three men, and they fucked me at will, and they let all of their
friends fuck me at will. I was given daily hormone injections, with just
enough testosterone thrown in to allow me to briefly maintain an erection,
but I was rarely permitted to cum.
The day they finally broke my will to resist was the day I was subjected
to a bukkake party in my honor. On that day, over fifty guys ejaculated,
some more than once, in my mouth, and instead of swallowing, I had to spit
everything out into a bowl. After all of the men had finished, I had to
drink down the entire bowl of semen, and I had to smile while I gulped it
down. This was all filmed and sold in the market as she-male porn, and to
add final insult to injury, a copy was mailed to Katie to show her what I
had become since that fateful Valentine's Day when I innocently agreed to
wear her clothes.
It was our first Valentine's day as a married couple, and Katie and I
decided to fly off to the outskirt of Toronto for a weekend getaway. We
flew out Friday night, and we safely arrived in Toronto, but my luggage
somehow ended up in Omaha. Go figure. The airline said that I should have
my luggage back by Saturday, so no big deal for me I would just wing it for
the night. Katie had her luggage, so I wasn't too concerned.
We arrived at a quaint bed and breakfast on the outskirts of Toronto
actually more like the middle of nowhere if you ask me. As I walked up
their sidewalk, Katie apparently slipped on a patch of ice and fell into
me. It would have been bad enough had I just landed on my ass, but no
I fell right into a decorative pond adjacent to the sidewalk. I was
soaked to the bone. The woman who owned the bed and breakfast was
extraordinarily apologetic, particularly when she sheepishly told me that
they had no laundry facilities on-site. Now I had no luggage and no
clothes not even a pair of shoes, as mine were filled with pond water.
We went up to our room, with me sloshing as we walked, and I immediately
stripped off my wet clothes and hopped in the shower to warm up. As I was
in the shower, Katie admitted that she had planned a fabulous dinner for us
tonight, but she didn't know what to do about my lack of anything to wear.
She had already called down to the front desk to see if they could help,
but we were surprisingly enough on Valentine's Day the only people staying
the night, and the owner of the place came up empty-handed. Katie was
totally bummed.
Struggling for some ideas, I then asked her if she had packed anything that
wasn't hyper- feminine. I was a bit small for a guy, and I figured Katie
and I were about the same size. No luck there, either Katie defined the
term "girly-girl", and there was not a single thing she had packed that
could even vaguely pass for unisex.
Katie's eyes then lit up, and a sly grin came over her face. She proposed
that we still go out tonight, but as lesbian girlfriends. I shot that one
down almost as soon as it was out of her mouth, but she practically begged
me to play along, promising me a night I would never forget. Reluctantly,
and not wanting to spoil the night, I agreed.
Katie jumped up and down and literally squealed at the prospect of dressing
me up like a woman. She disappeared for a second and returned, buck naked
and holding one of her razors and some dove soap. She hopped into the
shower with me and, over my protests, proceeded to shave the hair from my
legs. I guess I didn't protest too long or loud, though, because as she
knelt down in front of me to shave me, she would occasionally take my cock
in her mouth, making me rock- hard.
Katie then started to shave my pubic hair. Again I protested, but she
promised that she would suck me all the way off and swallow, something she
almost never does if I let her shave my crotch and the rest of the hair on
my body. No brainer there she shaved my underarms, chest and crotch
smooth, and I proceeded to get one of the best blowjobs of my life. True
to her word, she swallowed every drop.
We emerged from the shower, and as Katie went to pick out my outfit for the
night, I spread lotion over my freshly-shaved legs, and then I shaved the
stubble from my face. I walked into the bedroom, and Katie had my outfit
laid out on the bed. I just had to shake my head in disbelief.
First she had me put on a pink satin bra, and she stuffed the bra with
tissues and some silicone enhancers that she had to fill them out. Next
came a pair of matching crotchless panties. I was pretty uncomfortable
with this, but she explained that she wanted easy access to my
"parts". Then she had me put on a pair of pink stockings, which were
fastened to a pink garter belt. Next came a white turtleneck with pink
hearts printed on it, followed by a short pleated jeans miniskirt that was
adorned with white lace at the hem, and then a tremendously fuzzy ruffled
pink angora V- neck cardigan sweater. She finished off the outfit with a
pair of white anklets adorned with lace and tiny pink hearts and a pair of
pink mary-janes. This was apparently going to be her Valentines outfit,
but she told me that she thought I would look much cuter in it. My face
flushed red with embarrassment.
She then sat me down, buffed my fingernails, and applied several coats of
pink polish and a topcoat. She then moved to my face, applying foundation,
blush, eyeliner, eye shadow, mascara, and glossy pink lipstick. She
finished off my makeup with a light dusting of powder, and then she curled
and styled my long blond hair, finishing it off with a pink hair bow. She
pulled out a pair of pink heart-shaped clip-on earrings (she only had
clip-ons because of her metal allergies) and fastened them to my ears.
Satisfied, she told me to get up and look in the mirror.
I literally gasped at what I saw. Instead of seeing myself, a woman
wearing an adorable Valentine's Day outfit stared back at me. I simply
could not believe the transformation! Even close up, I don't think anyone
would be able to tell that I was a guy dressed like a woman.
Katie then got ready herself, going through the same routine that she had
put me through. She looked stunning too, wearing black leather knee-high
boots, a pleated red plaid miniskirt, and a red angora turtleneck. As she
did her make-up, she gave me pointers on how to walk in my heels, and by
the time she was ready to go, I had gotten pretty good at letting my hips
sway back and forth as I walked.
Katie handed me a pink purse containing my wallet and extra make-up,
grabbed her purse, and she led me out the door. I had not even thought
about the woman at the front desk, and much to my chagrin, Katie stopped
and asked the woman how I looked! At first the woman was confused, but
then it dawned on her who I was. Her eyes grew wide and her hand flew to
her mouth as she gasped. Katie explained to her that we didn't want to
skip out on our Valentine dinner, and since I had no clothes to wear, we
decided I could just go out wearing her clothes. My face turned beet red
with embarrassment (again!) as the woman oohed and aahed over my
transformation. I think I turned an even deeper shade of red when, in
parting, the woman said, "You girls have a fantastic time tonight!"
Katie drove to the restaurant, and to make me feel better, she reached
under my skirt and fondled my cock, which was easy to access because of the
crotchless panties. By the time we got to the restaurant, I was rock hard,
but luckily, the pleats in my skirt mostly hid the bulge in my crotch.
Katie did all of the talking through dinner, even ordering my dinner for
me, so that my voice would not give me away.
Just before dessert arrived, I suddenly had to pee. I honestly didn't know
what to do I couldn't go into the mens room dressed as I was, and I didn't
feel right going to the ladies room. Katie convinced me that I really had
to use the ladies room, and she said that she would go with me.
Mercifully, no one was in there, but Katie warned me that I had better pee
sitting down like a woman in case someone were to come in and see my feet
pointed the wrong way from under the stall door. I hiked up my skirt, sat
down with my cock between my legs, and peed sitting down like a woman.
When I finished, Katie had me touch up my makeup.
We finished dinner and headed out. Katie had periodically fondled me
throughout dinner, and I was horny as all hell. I managed to convinced
Katie to head back to the B&B to have some fun. She continued to stroke me
under my skirt the entire way, and by the time we reached the B&B, I was
dripping precum. We rushed up to our room, and before our door was even
closed and without turning on the lights, I had pulled my cock out, hiked
Katie's skirt up, and lowered her panties. Then the lights suddenly turned
on.
We both swivelled to see three men built like linebackers at our doorway.
My heart almost leapt out of my chest when I saw that all three were
holding guns.
""Well, well, well.... what do we have here? Looks like we have more than
we bargained for, boys. Here I thought we were gonna get ourselves a whole
bunch of some nice pussy, and instead we get one pussy and one little
faggot sissy boy. My oh my, what to do...."
We were both frozen in terror, and speaker ordered us both to our knees.
As one of the men kept a gun trained on both of us, the other two proceeded
to first tie me up, securing my ankles together with a pair of hobble
cuffs, locking my hands behind my back with a pair of handcuffs, and
securing a large ball gag in my mouth. Then they tied Katie up the same
way, inserting another large ball gag in her mouth. I was terrified, and I
could tell by the look on her face that Katie was, too.
The one that was the leader then rhetorically asked what they were going to
do, and he stared intently at Katie. He stepped up to her, placed his
crotch inches from her face, and stroked her cheek. He then mentioned how
pretty her mouth was. Tears burst from Katie's eyes, and I think it
literally broke my heart. I tried to say something, but all that came out
through my gag was a muffled grunt.
"Looks like the faggot sissy boy wants to say something." He approached me
an actually removed my gag. I proceeded to plead with him not to hurt
Katie, and I told him that I would give him money, or do anything he
wanted, if he would just leave her unharmed. Much to my surprise, he
actually paused and seemed to think about it. He then whispered back and
forth with his cohorts, and after much whispering, they all nodded their
heads in agreement.
"Here is the deal, faggot. If you do absolutely everything we ask, without
hesitation, then we will spare the girl here. The only catch is that she
has to watch intently every single thing that you do. Do you agree,
faggot?"
I agreed without hesitation, as I would do anything to protect Katie from
harm. A malicious grin spread over the man's face, and he immediately
stepped in front of me, unzipped his pants, and pulled out his enormous
semi-hard cock. Ordering Katie to watch, he proceeded to rub the tip of
his cock against my pink lips, coating them with his precum. Pulling back,
he ordered me to lick my lips seductively.
I then tasted cum for the very first time as I licked his precum from my
lips. He then approached me again and, placing his cock directly in front
of my face and pointing upwards, he ordered me to lick him like an ice
cream cone. I leaned forward and ran my tongue all the way up the
sensitive underside of his cock. I continued this for a few minutes until
he was rock hard, and he then ordered me to gently suck on his enormous
balls. To ensure I didn't do anything stupid like chomp down, one of his
accomplices placed his gun against Katie's temple as I did so.
Then he ordered me to beg and plead with him to stick his cock into my
mouth. With Katie watching, I was utterly humiliated as I begged and
begged to be permitted to suck his dick. After what seemed like an
eternity of begging, he told me to open wide, and he placed the tip of his
cock just at my lips. Turning to Katie, he said, "I really bet your faggot
friend here is gonna like this." He then put his cock into my mouth and he
ordered me to suck.
With my pink lips stretched around his throbbing shaft, I proceeded to suck
cock for the first time in my life. The smell of his manhood was musky and
almost overpowering, and I could barely contain my gag reflex. I was even
more humiliated when I involuntarily started to make slurping and sucking
noises as I went down on him.
Not satisfied with my progress, he ordered me to take him deeper and deeper
into my mouth. I fought hard to keep my gag reflex under control, and
after several attempts and after literally choking on his manhood, I was
able to suppress my gag reflex, relax my throat, and take his entire cock
into my mouth. At one point, when his cock was fully buried in my mouth,
he grabbed my head, preventing me from pulling out. Turning to Katie and
pointing out that his entire cock was in my mouth, he told her that I had
to have done this before to be able to deep- throat him so well.
He then released my head and allowed me to continue his blow job. My jaw
ached as I worked his enormous hard-on in and out of my mouth. Then, I
felt him tense up, and grabbing the back of my head so I could not pull
back, his cum suddenly started to flood into my mouth. I had to swallow or
choke, so I swallowed as much as I could. The rest leaked out of the
corners of my mouth and dribbled down my chin. When he finished depositing
his seed in my mouth, he pulled out and ordered me to lick him clean. By
the time I finished doing that, my lips and chin were coated with his
semen.
I then had to suck both of the other men off. The second one pulled out
just before he came and ordered me to keep my mouth open. He then shot
most of his load into my mouth, with a few shots ending up on my cheeks and
chin. He ordered me to keep my mouth open with the large pool of his semen
on my tongue and further ordered me to face Katie. Then he ordered me to
swallow and then thank him for the yummy treat.
The third guy had an enormous cock, and he took great pleasure in forcing
me to deep-throat him the entire time. My mouth was stretched to capacity
to accommodate his thick shaft. He too pulled out before he came, and I
kept my mouth open without even being ordered to do so. He was a much
worse shot, though, and most of his semen ended up on my face.
When he finished, the first guy ordered me to face Katie and, looking up at
her, place my chin on her knees. He then ordered me to reach back and lift
my skirt. He chuckled when he saw my crotchless panties, and he then had
me spread my ass-cheeks apart and. While looking up into Katie's eyes, he
ordered me to beg him to fuck my ass. I could not have been more
humiliated dressed as a woman with semen all over my face, kneeling at
Katie's feet with my chin on her knees, looking up and her and begging to
get fucked up the ass.
After about five minutes of begging and being forced to describe why I
wanted his cock up my ass so much, he suddenly placed the tip of his cock
against my sphincter. He then ordered me to do the rest, all the while
maintaining eye contact with Katie so she could see the look of pleasure in
my eyes as I took his cock into me like the sissy he knew I was.
I pushed myself back and I felt his cockhead slowly work its way into my
ass. The pain was intense, and I let out a little squeal as my asshole
stretched wider and wider to accommodate his cock. Mercifully, the pain
lessened a bit as the slightly narrower shaft of his cock slid into me, and
soon, his entire cock was buried up my ass, and I felt his large balls
resting on the cheeks of my ass. He then ordered me to voice my pleasure
over the honor of having his cock up my ass, and he forced me to describe
in great detail just how good if felt to have a cock buried deep inside of
me. As I did so, he started to slowly slide his cock in and out of me. He
took very deep strokes, pulling almost all of the way out before sliding
his cock all the way back into me.
He ordered me to beg him to fuck me harder and faster and soon, he was
fucking my ass hard. I felt his balls slap against my ass as he repeatedly
buried his rock-hard cock deep inside of me. I did not feel him cum inside
of me, but he did pull out before he finished, shooting the rest of his
load onto my ass. I did feel that, and I also felt semen leaking out of my
asshole and down the crack of my ass.
By the time he finished, the other two guys were ready to go at me again.
They flipped a coin, and the second guy got heads. They had me get on my
hands and knees in front of Katie, and the second guy took up position in
front of me as the third guy took up position behind me. I was then
ordered to beg them both the honor of being double-teamed. I had to
describe, again in great detail, why I wanted a cock up my ass and a cock
in my mouth at the same time. After a while, the second guy suddenly
thrust his cock into my mouth while the third guy shoved his enormous cock
into my ass. Although already sore from getting fucked up the ass the
first time, the third guy was so much bigger than the first that it hurt
worse than the first time around. However, my grunts of pain were muffled
by the cock in my mouth. For the next ten minutes or so, my ass was reamed
by his enormous cock while I gave my fourth blowjob of the day.
True to form, the guy I was sucking off pulled out before he came, and he
again shot his load into my open mouth. This time, he ordered me not to
swallow until the third guy finished fucking my ass. It took the third guy
a few minutes longer, and he shot is load deep inside of me. Only after he
pulled out of my ass was I allowed to swallow the semen in my mouth.
As soon as the third guy finished fucking my ass, and as soon as I had
swallowed the cum pooled on my tongue, I was permitted to stand up and pull
my panties up. Semen immediately started to leak out of my ass and run
down my leg. I was then ordered to lock a pair of hobble-cuffs around my
ankles, and I was also ordered to place a large ball-gag in my mouth and
lock it in place. Finally, I was ordered to lock my wrists behind my back
with a pair of handcuffs.
To my horror, the three men left Katie tied up in our room while they led
me out of the room, down a back hallway, and out the back door, where they
herded me into a van with no back or side windows. I was ordered to lay on
my stomach, and I was hog-tied. We drove for what must have been over an
hour before I was untied and ushered back out of the van.
I was in a garage, and I was led into sterile-looking room with what looked
like an OB-Gyn chair set up in the middle of the room. My handcuffs and
hobble cuffs were unlocked, and I was ordered into the chair. My arms and
wrists were securely strapped and locked onto the arms of the chair, and my
knees and ankles were strapped and locked securely to the raised stirrups.
My torso was then strapped and locked securely to the chair, completely
immobilizing me. My gag was kept securely in place.
My skirt was raised, leaving my shaved cock and balls completely exposed
from under my crotchless panties. A large vibrating dildo with attached
straps was inserted into my ass and locked into place, and a small vibrator
was strapped to the base of my cock.
To my dismay, the vibrations against my cock, combined with the
vibrations of the dildo up my ass stimulating my prostrate, caused me to
become fully erect.
Then, to my horror, a tray was pulled up and the first guy showed me a
large syringe filled with amber liquid. All I could do was scream a
muffled scream though my gag as he emptied the contents of the syringe into
various places in my scrotum. The liquid was apparently a local
anesthetic, and my balls immediately became completely numb. However, I
could still feel the vibrations coursing through my cock, and somehow, even
with all fo the terror I felt, my cock stayed fully erect.
He produced a scalpel and slit my scrotum vertically, and he pulled both of
my testicles out. He then placed a pair of surgical scissors around the
cord attaching my testicles to my body, but he did not cut. Shooting me a
wicked grin, he explained that he would only castrate me if I demonstrated
that I truly wanted to be a permanent sissy, and the way I would
demonstrate that desire would be by ejaculating in my current state. He
reasoned that, if I were to ejaculate while being dressed up like a sissy,
with cum on my face and in my ass, along with a vibrating dildo up my ass,
then it must surely mean I truly wanted to be a sissy.
I shook my head no as hard as I could, but he only laughed at me. He then
asked someone apparently standing behind me if they wanted the honor of
"snipping the sissy when he cums". I heard a familiar voice answer in the
affirmative, and my mind reeled in disbelief as Katie walked into my field
of vision and took the scissors into her own hand. With a malicious grin
on her face, and without saying a word, she proceeded to use her free hand
to stroke my erection.
I was utterly dumbfounded and terrified, and even more so as I felt my own
orgasm building. Katie relentlessly stoked my cock, and in less than a
minute, I started to cry as I lost control. There was simply nothing I
could do to stop it, and I began to cum. It was an incredibly intense
orgasm, and I shot an enormous load of semen, but as soon as I finished
ejaculating, Katie squeezed the scissors closed and cut both cords. She
held up my severed testicles to my face and finally said something she told
me to say goodbye to my manhood.
She looked into my confused and terror-filled eyes and simply laughed. She
explained that the entire ordeal was a set-up from the beginning from my
lost luggage, to me being knocked into the pond, to dressing me up like a
woman, and to me being given the choice of subjecting myself to the three
guys over her. She had decided that she liked my money, but no longer
needed me around, and she knew some friends that would ensure I would
disappear for good, and to sweeten the deal, she would be paid a
significant amount of money to sell me into slavery. Her friends had
contacts in the Toronto Police Department, and I would be officially
reported as being killed in an auto accident.
Katie just laughed as I cried uncontrollably. She stepped aside to give
the first guy access to my cut scrotum, and it was also removed and then
sewn up. While I was still strapped down, both of my ears were pierced
twice, my nipples were pierced, my bellybutton was pierced, and the head of
my cock was pierced. Then my head was strapped down as they tattooed
permanent eyeliner to my eyes, and my eyebrows were shaved off and
permanent eyebrows, complete with feminine arches, were tattooed in their
place. Red lip-liner was permanently tattooed around my lips, and my lips
themselves were permanently tattooed a deep red color.
I was then given a sedative, and the last thing I heard before I passed out
was that, when I next woke up, I would have a new pair of breasts and a new
face.
Sure enough, when I awoke, I had D-size breast implants, and I had been
subjected to full facial feminization surgery my brow was shaved down, I
had cheek implants and a chin implant, my nose was re-done, my adam's apple
was shaved down, and I had fat injections in my lips to plump them up. I
had also had silicone implants in my hips and ass to give me more of an
hourglass figure. Finally, I had my stomach stapled and liposuction to
whittle down my waist.
When all was said and done, and after three months of recuperation and
several rounds of laser hair removal treatments, I had been turned into a
full-fledged she-male. I never saw Katie again. I became a sex slave to
the three men, and they fucked me at will, and they let all of their
friends fuck me at will. I was given daily hormone injections, with just
enough testosterone thrown in to allow me to briefly maintain an erection,
but I was rarely permitted to cum.
The day they finally broke my will to resist was the day I was subjected
to a bukkake party in my honor. On that day, over fifty guys ejaculated,
some more than once, in my mouth, and instead of swallowing, I had to spit
everything out into a bowl. After all of the men had finished, I had to
drink down the entire bowl of semen, and I had to smile while I gulped it
down. This was all filmed and sold in the market as she-male porn, and to
add final insult to injury, a copy was mailed to Katie to show her what I
had become since that fateful Valentine's Day when I innocently agreed to
wear her clothes.
