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Dawn's Diary Chapter 2
The month before I was due to go back to San Francisco on business went slowly as I thought about the incredible fucking that Sam had given me and the prospects of another, even more adventuresome trip. I hoped that the next trip would again find me with Sam's dildo up my ass. The anticipation kept ... Read full Story
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Fifties Housewife After the Party
I had not fallen asleep after Darren had, exhausted, after the party and the incredible lovemaking we had shared. I just couldn't come down from the high and emotions of the whole direction we had taken. I was lying spooned against him, his warm cock nestled warmly against my ass. My nightgown seeme... Read full Story
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Z is for Zoë
My name is Zoë. Sometimes. At least that's how I like to think of myself. A sexy name for a sexy lady. Again, that's how I like to think of myself. For the last 18 years or so I have lived a sort of a double life. Most of the time I'm Alan, a guy who works in the medical profession - let's just... Read full Story
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Office Casual
"Good morning Ms. Anderson," Karen said as her boss walked past her desk station and into her office. "Good morning Karen," Ms. Anderson said, not even stopping to make eye contact, "I'm going to be very busy today, so I'll need you to let me know if you get any mail fo... Read full Story
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Pandora's Box Chapter 1
I discovered transsexual women completely by accident when I was 18. I was watching one of those Real Sex shows on HBO, and without warning, two women who were showering together for a video shoot turned around and I was shocked when I saw cocks where I expected to see pussies. What probably shocked... Read full Story
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Polish Maid
'You want to get tips,' I explained to Marek, our Polish cleaner, 'You should be more a maid more like her.' Across the street was a girl of about 19, dressed in a fancy dress French maid's costume stumbling home, presumably from a party the night before. She was dressed in a tiny black dress, l... Read full Story
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Open Wide
"Turn your head slightly to the right," she told me. I turned and my face bumped up against her left breast. "Oops, don't you bite that now," she said. "I wouldn't do that," I replied. "You better not 'cause you'd make a hole and I'd fly backward ar... Read full Story
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R Is for Rita
After my debts began to mount, college fees and all that, one of my mates from Brum suggested I try to earn a little extra cash. I was surprised when he told me how. He said he'd done it and ended up with a couple of hundred extra most weeks, sometimes just for an evening's work. "It's easy,... Read full Story
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Transsexual Sisters Chapter 3
Part 3: Their First Men Dawn and Cassie searched for Michelle and Nicole. They did not appear to be anywhere in the club. Pixie saw them looking and told them: "Your ladies left a long time ago with their new friends Marty and Brandy." Pixie said. They left me a note for you. "H... Read full Story
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Uncles Lessons
In '91' during my senior year of high school my folks split up. The whole thing was a mess, with me being sent off to relatives while my mom took my younger siblings to the gulf coast to stay with her parents. They sold the house and Dad moved to be with his new future 'ex-wife' outside of Dallas. ... Read full Story
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My Transsexual Lover
I looked around the café as I entered, checking out the patrons. My eyes fell upon a beautiful woman, alone in the corner booth. She seemed not to have noticed me, her attention still on the coffee cup in front of her. She was, as near as I could tell, about 5'10" or thereabouts, with... Read full Story
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Anything to make a sale
“David, you are not the right sales person for this account. I know the CEO of Cybertix very well, he’s been a client of mine for years, and he won’t relate to you.” I was sitting in the office of Victoria, my boss. There was a big sale opportunity at Cybertix and I badly ... Read full Story
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Brewing Up A Storm
This short story is based on the two characters that were in my first story Elaine and Me. Some years have elapsed and they are still in love. I think that this story might illustrate the prejudice experienced by TS women everywhere. If anyone has any comments then please let me know. "Darli... Read full Story
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Dirty Black Summer Chapter 3
"Do you have some extra cash on you?" Trina asked from the passenger seat as we headed downtown to meet Summer's Husband. "Why?" I turned and asked. "I told Larry while we were IM'ing earlier that I would bring some blow to the room...as drunk as he was I thought he wa... Read full Story
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Discovering Amber Chapter 2
My life is a never ending cycle of tease and denial since I was discovered by Ms. Allison. When I wake in the morning I am curled up in bed with Ms. Allison's naked body while I am dressed in a satin nightgown. I slip out of bed and walk to the guest bathroom where I have to lift up the long nightgo... Read full Story
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Discovering Amber Chapter 3
There have been very few times in my life I have been terrified and today was definitely the tops on that list. Ms drove us to the mall and as I watched she walked around the front of the car and opened the door for me. I looked up to see her hand extended toward me. "Practice getting out li... Read full Story
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Sex with strangers in public bathroom
I always had a sexual fantasy of dressing up as a chunky sexy slut tranny and visiting a known public mens bathroom close to my house and giving oral sex and what ever they wanted me to do for them sexually.Well I finally got up the courage to do it and before I go into my true first time experience... Read full Story
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First Time
I'll start with a description. I'm 46 years old 6' tall and fairly thin. Oh and I'm a cross-dresser that when dressed goes by Lisa. I have been for years. Don't know why other than it pleases me. I love the feel of stockings and garters and for a few years now have gotten to where I enjoy having a n... Read full Story
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First Time as a Cum Slut
I have been cross dressing for some time now, and have just recently taken to venturing out side dressed. Up to now I have only been to places where I was pretty sure I wouldn’t bump into anybody. I love the feeling of silky underwear underneath my skirts and dresses. I always keep by legs ... Read full Story
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Alexis
When I hear both of my parents starting to snore in the room below me, I quietly get out of bed and sneak over to my dresser. I dig past the piles of underwear in the top drawer until I find what I am looking for. I pull out the black silk g-string and slide it up my shaved legs, tucking my tiny coc... Read full Story
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Just a Dream
Ok – now here is the deal – in no way is what you are about to read a real story. It was only just a dream – going to put this down as fast and best I can remember it all before I forget. I walked into the packed sports bar wearing my U of State T-shirt. Not a seat to be found &... Read full Story
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First Time Drag Chapter 2
We'd been together for almost one full year, maybe the happiest year of my life. Michael had expanded his feminine side, dressing up and wearing makeup more often than not. His hair had grown too, now almost at shoulder-length. Though twenty-one, he was still really just a boy, or maybe just a girl.... Read full Story
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Always Be Closing Chapter 5
When I woke up from my nap I heard Tina in the living room so I put on my animal print robe and joined her. "Sleeping beauty finally wakes up." "Sorry, I was wiped out." "Well I hope you feel better now." "Oh yeah, I even got a massage." "T... Read full Story
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First Time Is A Great Time!!
The day was going just as any other day. A long day at work followed by the short drive home from the office. Jeff walked in the door at the usual time and took the usual shower. A hot 15-minute shower spent washing off the feeling of a full day's work. He stepped out of the shower and wrapped up wi... Read full Story
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Amanda and Me
I walked in the door of my one bedroom apartment and headed straight for the computer. Lately it seemed like I had the same boring routine everyday: get up early, work all day at my stressful IT job, go straight to the computer when I get home to look at porn and masterbate, then eat dinner and go t... Read full Story
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Don Juan With A Twist
A Celebration Stephanie thought that Halloween was the most romantically delicious of the holidays. She celebrated every year since her 21st birthday by going to a costume ball, picking up a masked stranger, and letting things happen as they may. Not knowing who was behind the mask was more ex... Read full Story
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The Room Mate
My wife and I have been happily married for about nine years now. We had never slept with anyone else during our relationship. I have greatly enjoyed my time with her. However a few weeks ago a coworker of my wife’s moved in with us. Her name was Denise and she had just lost her job, car, and ... Read full Story
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Don't Pick on the Less Sexy
Their names were cute together which was only fitting because they were such a cute couple: Eric and Erica. Almost the same name, the same height, even their faces looked similar - his a masculine version of hers. Both were slim and attractive. Her hair was only slightly longer than his, and they ha... Read full Story
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My black lover
After one year as a sissy whore and secret wife to my turkish Pascha, I felt the desire to look for a black man. I looked for ads online and put ads online myself. One day I saw an ad from a young black man looking for a crossdresser and wrote him an email. I actually thought I would never hear from... Read full Story
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Double Take
Sandy Lane glanced at his Rip Curl watch as he paddled back towards the lineup. Less then twenty seconds remaining in his heat. Sandy had one good wave under his belt, but unless he nailed another one, there was no way he was going to make it into the finals. He glanced over his right shoulder, a... Read full Story
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Why I’ll Never Go Sharking Again
Have you ever heard of "Sharking?" Until recently, I never had either, not until my roommate Jason told me about it. Jason and I go to the University of Maryland together, and share an off campus apartment about 15 minutes off campus. A typical Saturday for us is sitting around drinking... Read full Story
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The girl inside me
I with my dolls outside the yard with Amber. What the fuck are you doing you little sissy? Screamed my daddy as he grabbed the doll out of hand and pulled me into the house. That day I learned what boys do and what girls do... but daddy I am a girl I said. Daddy looked at me just shook his head boys... Read full Story
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Dream Lovers
Chapter 01 (edited) An Accidental meeting Doctor Matt Dillon treated scores of accident victims coming thru the Emergency Room. Cool under pressure, quick and aggressive, his record of successful treatment is impressive. His natural caring heart constantly battled the cool detachment necessary... Read full Story
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White TV + Black Gangsta - 1st Date
I was having another somewhat boring evening alone. My name is Jill (when I put on women's clothes, that is) I was sitting at my computer, checking out the chat rooms on AOL. Just moments before, I had shed my male persona and taken a long hot bath, followed by a sensuous body shave that had left me... Read full Story
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When Wondering Becomes Wonderful
I never wanted to actually be a guy. I just wondered what it would be like to be one. Actually I wondered what it would be like to have a penis I would take my dildo and hold it in front of me imagining it were real. Well, I was born a girl and unless I had a sex change I would never know what it is... Read full Story
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Freddy and Lara
It was well past six o'clock when I finished wrapping my tits in those damn bandages to make me look flat. It had taken me thirty minutes to tape my generous C cup breasts down flat enough that you didn't notice them through the sweater. I had to look like a boy if this was going to work out for me.... Read full Story
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Freddy Gets Two Cocks
First a bit of background to this story. This is an actual account of one of my experiences. I am a male cross-dressing Bi-sexual. Versatile but prefer to take the sub bottom role. Chris is a guy I have met a few times, he is top only, well hung, not a good repeater but quite a long stayer. He does ... Read full Story
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Andy to Amy
"Why are you staring at my knickers?" I jerked upright. God, I really had been staring at her knickers - not the ones she was wearing, sadly, but a pair on the floor, presumably yesterday's pair. They were perfectly normal white knickers with little pink flowers on them and a tiny satin... Read full Story
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Futanari Fun
Nushina pulled up to the mansion. She doubled checked her map. This was the right address. She was expecting a hospital not a mansion. She parked the car and gathered her things. She rang the doorbell and a cute brunette opened the door. She was wearing a tiny french maid outfit. 'Hi, I'm Arella, yo... Read full Story
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Collette's Property
I've been Collette's lover for four years now and this gorgeous, incredibly kinky woman still continues to amaze me. Our sex life would be unimaginable to most people, even those who live lives embracing BDSM and other fetishes, and it's Collette who makes it happen. Of course everything is a trade ... Read full Story
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Halloween with Movie Stars Chapter 1
It was Halloween weekend, which is absolutely the best weekend on campus. All the fraternity and sorority houses throw big parties. And since they are within a block of each other, you could go to one party after another. My costume was the classic white suit John Travolta wore in Saturday Nigh... Read full Story
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The Accidental Sissy
My girlfriend and I live in an apartment in small town in Texas. She a good looking 31 year old babe with a great body and sex drive to match. My girlfriend, Suzy is full figured but not fat, just a big girl and I love every inch of her. Me, I'm 6', 185, starting to put on a little of that middl... Read full Story
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The Perfect Choice
Andrew had moved in with Hannah a few short months ago and so far everything was going just the way she wanted. She was an endless tease; wearing short skirts and dresses when they were out during the day or tiny shorts and vest tops when they were at home together. She did everything she could to t... Read full Story
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The Mind Flip
IT was a weekend like any other, in the city in the north of England. Rain poured in sheets down the basement windows of the flat I shared with my friend Joe, breaking up the shapes of the buildings on the opposite side of the road like a kaleidoscope, and I sat indoors, slouched in front of the com... Read full Story
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I Am My Wife's Best Girlfriend
I was standing in our bedroom, my wife was on her way out the door. I was holding her slip up against my naked body. It felt very sensual. I pictured myself, for just a moment, as a real woman, with large breasts, big blonde hair, and smooth, hairless skin. I rubbed the fabric against me, sighing. S... Read full Story
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One experience with two black men
Hello again this is EvA…I am a 40 year old tranny. I do not consider myself a cross dresser anymore, because I am doing that for so long that I have been transformed to a very sexy and feminine lady boy. I have been taking also hormones for 4 years, on and off and I already saw many changes&h... Read full Story
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Roadtrip - Part One
My vacations started in five minutes, and I couldn't wait to get out of the office. I had been counting the days impatiently for 2 weeks. Unfortunately, I had made no plans but that was ok, I was going to sl**p late for days! A last minute customer call and I was walking down the hall and out the do... Read full Story
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Me and 2 black men
Hello again this is EvA…I am a 40 year old tranny. I do not consider my self a crossdresser anymore, because I am doing that for so long that I have been transformed to a very sexy and feminine ladyboy. I have been taking also hormones for 4 years, on and off and I already saw many changes&he... Read full Story
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My black lover
After one year as a sissy whore and secret wife to my turkish Pascha, I felt the desire to look for a black man. I looked for ads online and put ads online myself. One day I saw an ad from a young black man looking for a crossdresser and wrote him an email. I actually thought I would never hear from... Read full Story
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My First Night of Being a Sissy Cumdump
Well I first started dressing when I was about 14. One thing that I always noticed is that putting on slutty clothes makes me an absolute whore for cock and cum. Throughout High School I dressed in my alone time but never acted on my slutty urges from fear of being caught by my parents. When I moved... Read full Story
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Working Late with my boss
Hello, I want to tell a story...my story, about my first love with a shemale who just happened to be my boss. I worked at a bed, bath, and beyond store. I had worked there for about 1 year and a half, and my boss really liked me. I always went and picked up her lunch with mine, never messed up. Her ... Read full Story
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Meet up of a life time with a tranny
So one day a couple of months ago, I needed some BC powder, Chapstick and something to drink. I walked in and headed to the headache isle. As I walked back I noticed there was a really hot looking Latina girl in the same isle. As I walked by she looked up and smiled at me. I said hello and walke... Read full Story
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2nd Shemale experience
All my stories are based on my own experiences After my first experience with a shemale (also pasted on here, She was a He) I wanted to have a second, but this time for me to knowingly know what I was about to do. I trolled chat rooms and dating sites for a few months, getting to know a few gi... Read full Story
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First Time Crossdressing with a mate part 1
It was the height of summer, and my girlfriend was out of town for 2 weeks. I'd had a handful of experiences with guys before, but ever since I dressed up like a slut for the first time, I couldn't stop thinking about meeting another crossdresser for some horny mutual fun. I had been faithful to my ... Read full Story
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Bad Habits CD Fantasy
Why did I keep making bets like that, was the only thing I could think of while in line. Why did I keep making bets I was destined to loose, and then have outcomes like...well, this. I was standing in line to go to a cosplay convention, and was in full costume, but of the wrong gender. I was dressed... Read full Story
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2nd Shemale experience
All my stories are based on my own experiences After my first experience with a shemale (also pasted on here, She was a He) I wanted to have a second, but this time for me to knowingly know what I was about to do. I trolled chat rooms and dating sites for a few months, getting to know a few gi... Read full Story
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