Valentine's Day turtleneckfan@hotmail.com Copyright 2007 All rights reserved
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.
Like this? Contact me at turtleneckfan@hotmail.com. Don't like it? Sorry about your luck!