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Birth of a New Sissy Part 1 Encounter
I met Jeff one day at the nearby tennis courts. I could never have imagined what the result of that meeting would be. I suppose I should tell you a bit about me. I'm a happily married 34 year old. About average in most respects. A little spare tire trying to form around the middle but in decent ... Read full Story
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Headmistress' Favorite Sport Part 4
Over the next weeks Denise and the others settled into the routine, accepting their new life. Cindy did, as Mistress Hoffmeyer had predicted, break very easily and now she had been remolded as the slave-sissy her master wanted her to be, docile and obedient. Others needed more effort and others less... Read full Story
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Whatever dreams may cum
I just have to share with you an experience that I hope someday becomes real. It was cool Saturday night in August and I was out at the club with some friends. I was wearing a black and blue stripped dressed that went down to my thighs. It wasn't quite a mini, but you could see my sexy black thong u... Read full Story
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A Secret Fetish Chapter 1
When teaching a section of my favorite class, "Modern Erotic Literature", I noticed a guy in the back of the room acting strangely. He was in obvious discomfort, and I wondered why. It was during the lecture where I discuss fetish stories. Students find it a revelation. The first thi... Read full Story
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Foursome with two ladyboys
It's been quite some time since I posted a new shemale story here. Hope all of You who have experience with shemales will finally have some courage to write about it and share it with us. Let this sizzling story by Tommy be an inspiration to You. Who wouldn't want to be in his place in this crazy fo... Read full Story
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Jenna & Stephen Part 1
Jenna and I have been friends for nearly 15 years. We dated ever so briefly about 12 years ago, but nothing more than kissing and heavy petting occurred before she decided it wasn't going to work out. At the time I was heart-broken, but looking back now, I realize she was correct that we weren't rig... Read full Story
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Fanta-She
I was never really into authoritarian or discipline type encounters, but I would like to tell you about an encounter I had a while ago. I like to go to adult video stores around town to check out the videos and to check out possible guy action. My favorite videos are the shemale, transexual or ... Read full Story
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Bagging a Bitch with Balls
Watching porn has given me a lot of ideas concerning what to do in bed--and elsewhere. Some of the guys and sluts in X-rated videos do it outdoors--in the woods, a park, poolside, or in a parked car. Some chicks flash their dicks--yeah, I watch shemale movies sometimes, too--in public places, and so... Read full Story
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Trying It On For Size
I was twenty minutes early for my one o'clock appointment so I found a shady spot in the parking lot of the upscale chain motel, kept the engine running to power the air-conditioner on the warm Sunday afternoon, took a few deep breaths and tried to relax. My mind wondered back over the series of eve... Read full Story
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Playing at home
This happened at age 15 (I am 18 now). I have full red lips, tall, slender and my ass was round like a girl and I have a very small dick (now it is 4.5"). When I got my PC I discovered this shemale things. Seeing a girl body with a big cock was awesome and after a while I found myself mas... Read full Story
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The New Hire
Norman Bancroft wasn't exactly crazy about the job. For one thing, the pay sucked, and there was zero chance for promotions. In addition, fairly long periods of boredom were relieved-if one could call driving several hundred miles per day for several days in a row relief-by trips from one of the rai... Read full Story
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Film At Eleven
I'm a shemale. I'm also an exhibitionist. And a news hound. These interests, as I've learned, don't always go together--or maybe they do. Let me explain. Since becoming a woman in every detail but my genitals (which remain, as they always shall, defiantly masculine), I've delighted in "accid... Read full Story
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Continuing to Love the Feeling
After an exhausting but exciting day, i slept very well and arrived the next morning ten minutes early. I went through the back basement door and began changing. Ten minutes later i heard Mrs. Hawthorne calling me, Bitch Sheri come up here now! My maids outfit wasn't complete but i went up to ... Read full Story
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Jamie is taken Part 3
When this process was completed the Chinese gentleman s turned to his new acquisition in the floor. He lifted him up from the floor and deposited him on a high-backed chair; his legs still folded up, and tied him to it. Then he removed the strap from around his throat and instead shoved ... Read full Story
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Growing up CD Part 2
After we left Max, Peter and I fought over who would get to take the magazine home. We decided to tear out some pages so we could have some each. We agreed to catch up the next day and go to his house as his parent were going away for the week. That night after dinner I told mum (dad had left ... Read full Story
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TS Wife
I was on a business trip to Laos when I met my wife. It was quite by accident, I wasn't really looking to get married, even though I'm very nearly 37 years old now. I work for the richest man in the world, well for his company, so you know who I'm talking about, and I'd just made him a small fra... Read full Story
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The Greatest Lie Part 3
My weekend escapade with my first real lover, Jake, convinced me that I was destined to live as a girl, despite having been born a boy. Unfortunately, it was my male persona to whom the University of Minnesota had extended admission and a scholarship, and I wasn’t quite sure how they would rea... Read full Story
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A Dare Gone Right
'Well, Paul, if you're not man enough, just say so!' 'Come on, that's not fair, Isabel. I've never dared you to do anything this risky,' I replied. 'Oh yeah? Walking around the mall in a pink latex micro-skirt and no panties wasn't risky? My balls were swinging around for all to see!' 'Yeah... Read full Story
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Seduced Willingly
Finally, I moved to a city that was exciting, Miami. I moved to Miami looking for something new and adventurous. I grew up in very conservative town where nothing exciting went on. In Miami I found different languages, gay people, different ethnic persons, art, and culture. However, my job keeps me ... Read full Story
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Alex Two: The Next Time
Part Two of ??? (there is another series I'll start too, Hopefully its not too repetitive and my fetishes aren't showing too strongly. heh. That is sort of a prequel to this, I guess. I had forgotten about it till just now when I found it in a misnamed folder.) Alex Two: The Next Time.... Read full Story
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Why I’ll Never Go Sharking Again Chapter 2
Earlier today, I was raped by a shemale. It was my first sexual experience with anyone not carrying two X chromosomes. It hurt like hell, at first and to be totally honest, I'm still sore. But it also felt really good after a while. The sensation of being.....what's the word I'm looking for here...&... Read full Story
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How did i get here?
I’m a thin, pretty good looking 30 years old guy, living with the girl of his dreams. But a girl without a cock is no longer enough now. All my life I considered myself as a straight guy, even if sometimes duchbags at school called me a fag. I only dated girls, prefered long love stories over on... Read full Story
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First work day!
Having just graduated from college in Miami I took up fashion as a career! Impressed? In fact, I managed to land a job as a clerk in ready-made clothes shop. Sounds not as impressive as I’d like to have but that is just a beginning. You think there are no other interesting places in the whole ... Read full Story
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From Top to Bottom
I have had many encounters with shemales over the last eight years. I first discovery that such beautiful creatures existed was when I lived in Tucson, Arizona. I had gone to a adult bookstore and was in a booth watching a little porn when I came across my first Shemale porn movie. I sat back stroki... Read full Story
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Mistress Jasmine Made Me a Slave
Since long I haven't written a story so maybe I am a little rusty but I hope you enjoy it anyway. There are some autobiographic parts in it but most is fantasy, which part is real and which is fantasy I leave to you. Like any other author I do love comments too, whether they are good or bad. So plea... Read full Story
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The Adventurous Couple
"Whose ass is this?" Nancy screamed at me as she had me bent over the edge of the bed and fucking me in the ass with her 8" strap-on dildo. "It's your ass Mistress; it has always been your ass!" I replied through gritted teeth. Earlier that evening, my loving wife, cam... Read full Story
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Ashley Simone Part 2
Thanks for all the letters of support and interest in my encounters with Ashley. The first story is on the nifty archive and was dated just a few days ago. As I stated in the first one, these encounters with a remarkable shemale are completely true and are not embellished. I received many ema... Read full Story
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My Descent
This is the first time I've told my story publicly. I wrote this maybe 3 years ago, and have shared it with one person. I used to cross dress in my hotel room while away on business trips. I'm a fat bald 46 year-old who looks ridiculous dressed up in ladies underwear. When you're obsessed, tho... Read full Story
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Club sex the 25yo
There’s a very special private club around, it’d meetings take place in a very secret place. It takes a lot to gain membership. You have to either have a lot of money AND a friend in the club OR you have to take part in the ceremonies for at least a year. Also you have to be willing to b... Read full Story
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Mommy Adriana, I Will Obey You
Finally we were on our way home. Interestingly neither Mommy Adriana nor Mistress Andrea had cuffed or gagged me. So I just sat in the back of our car. During the short drive I had some time to think about what had happened in the past two days since my wife, err Mistress Andrea, and I had picked up... Read full Story
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TG - My new love
The neon light at the Thirsty Hole was like a beacon that grabbed my attention. I heard rumors around town that the Thirsty Hole was a hangout for shemales. Tonight I was cruising bars and decided to see what a shemale actually looked like. Now I'm a straight guy. Never really had even consi... Read full Story
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The Birthday Gift Part 2
This story continues the events started in "The Birthday Gift." If you want the full effect you should go back and read part one. If you like it, and this story as well, be sure to vote and leave feedback. The TV standing in front of the bed showed the scene we had watched I don't know ... Read full Story
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Barbie Jo Adventures Part 6
Saturday When I woke up, I was alone in Harley's bed. I went to the bathroom for the usual thing when you first wake up in the morning. I looked at myself in the mirror and saw me, a guy. I felt embarrassed being in Harley's house with no makeup on. I had a quick shower, borrowed Harley's razor t... Read full Story
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David to Dee
"Dave," she purred, "you know you can tell me anything. Surely you know you can trust me not to judge you by your fantasies." He was squirming under her touch, his eyes tightly shut, trying to avoid telling her his deepest secrets on the one hand, and on the other, hoping beyo... Read full Story
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Growing up CD
Peter, Max and I played together like that for the rest of the weekend. We must have sucked each other's cocks at least 10 times over the three days. Peter and I were both physically drained. Max just seemed to be insatiable for our bodies. He didn't want us to go. He kept on saying how much he ... Read full Story
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The Visit
A visit to a hooker, where I describe my bisexual experiences *** It was a weekday, I had bummed off work and had made my way to Ipswich for a visit to Rona, my favorite hooker. She was a lovely woman in her forties, with a fantastic figure, not slim but not fat and with huge tits. She... Read full Story
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The Tranny Trucker
A gust of freezing wind blasted across my face. I succumbed to worries of frostbite as I walked aimlessly along the side of the highway.\r\n\r\nThe wind of passing trucks nearly knocked me off my feet. This must have been dangerous. It\'s something I should have considered.\r\n\r\nMy parents separat... Read full Story
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