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A Working Sissy Girl
I look up at my boots. Cute! Received delivery just day before yesterday, my boy friend hasn't even seen them yet. He'll like them, know he will. 3" spike heel ankle boots, very shiny patent leather, I look up at the one on my right foot. I run my hand down the thigh-high lace top seamed nylon ... Read full Story
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A Year in the Life of... Chapter 6
Mistress Danni led him down a short flight of steps into the cellar and he reflected on the day he had had as he followed her, his nerves jangling, apprehensive about what was to come. He had slept quite well last night though a couple of times he had rolled onto his back and had been woken suddenly... Read full Story
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Finding A New Purpose Chapter 3
"You already know that I don't like people to wear shoes inside," Mike said when he came in my room as I was setting up my computer. "Don't want anything scratching the wood flooring. I spent way too much on it as it is. Also, don't leave shit lying around." "You're sayin... 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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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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And The End
In the beginning my initial impression was that she seemed out of place, slightly off balance, perhaps a bit tipsy as she stumbled in her heels up to the microphone. After tugging a bit at her blouse and then adjusting the front so her black lace bra was discreetly hidden beneath the deep cut ruffle... Read full Story
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When the Balls Drop; A New Years Tale Chapter 10
Chapter Ten- The 3some of a Different Kind… As she kissed Mason and felt his passions rise she took Veronica's hand and slid it up between her thighs and under her panties. She pulled Mason's arm around her and clamped it on her ample ass check…and he began to squeeze and knead them... Read full Story
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What We Did
As he stepped out of the airport shuttle and paid the driver, I could see clearly through his jeans that he was already hard. I double-checked my reflection in the window and hoped he couldn't see me through the mid-day glare. I was wearing boxers and a wifebeater... maybe I should have done somethi... Read full Story
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My shemale girlfriend
I met Andrea out side a bar on the west end, she was outside smoking a cigarette, I started a coversation with something stupid like "you come here often?" she laughed and we started talking had a couple of drinks and exchanged numbers. Andrea is about 5"10", shoulder lenght dark... Read full Story
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Waited long enough
I have always dressed in lingerie and women's clothes. I recently turned 38, and me and the wife have been experimenting in the bedroom. I talked her into letting wear lingerie, for starting this bedroom play. I have been wearing panties around her for a year now. Finally about 3 months ago I w... Read full Story
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Glory hole surprise
I walked into the bookstore paid my way and went into the peeps; I usually avoid the theatres since there is not any privacy for playing. I guided my way in the dark letting my eyes adjust in the dark. I walked to the back where the stalls with the gloryholes are and found an open booth. I sa... Read full Story
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Jordan's First
My name is Jason, I am a 33 year old road worker. The pay is okay but I never had much more than what I needed to live comfortably. I was hoping to save up for a nice vacation and decided the best way to do that was to take on a roommate. I live in a decent sized two bedroom apartment and the seco... Read full Story
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The Farm
“See you Sunday, baby,” said Marcus Jenkins to his wife, Tasha. “Alright! Have a good day at work,” the wireless phone company retail store manager smiled. “Love you, Kobe! Love you, Tiara,” the wastewater plant operator said to his offspring. “Love you, too, daddy,” the youngsters rang out in un... Read full Story
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Passion in the Rough
Tonight, I was searching in vain for a parking place close to the club, but unfortunately, I had arrived late and there were no empty spaces close by. I drove around and went down several streets in the same block until I found an empty spot. That was perfect I thought as I found a parking place and... Read full Story
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Gay Roommate crossdress
I have been cross-dressing since I was 7, always been a bit in the closet about my homosexuality and cross-dressing but I have always loved it and kept it close. I had one roommate when I was living in Boston his name was James. he was a pretty good looking guy who seemed to always be doing well ... Read full Story
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Ladyboy orgy in Thailand
During one of my many nights in the sleaze capital of the world Pattaya, Thailand I was at a certain ladyboy bar all dressed up in my sexiest outfit that the "girls" had ask me to wear in as I had shown them some pics of me dressed. Not that I could ever hope to compete with any of them! ... Read full Story
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Lady Blue
“Blue-eyed boys always get me in trouble,” she said in a sultry tone with an equally sultry smile. I smiled as I looked into those warm brown Latina eyes, so soft yet full of mischief. “I’ll be back in a sec guys,” said Tracy as she got up from the table and headed ... Read full Story
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Shemale Fantasy
I had wanted to be with a she-male for some time. I had purchased several she-male DVDs and found that being with someone as sexy as that really turned me on. I would fantasize for hours on end about being with one of those 'special' girls. Several of my male lovers couldn't understand my attraction... Read full Story
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Adventures of Shemale Sandra Part 1
His name was Phillip. Or at least it had been. Honestly, he wasn't sure who he was; all he knew was that what he had done two years ago was what he thought was right. This was the lifestyle he wanted. It should be said that Phillip has always had strong female influences throughout his life. He a... Read full Story
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Girl With A Dick Part 3
Randy was intrigued to see a teacher from campus, Carole Dunning, at a bar one evening... she'd always admired the beautiful professor from afar. Carole was stunning, beautiful and smart, and very young for a professor... Randy decided that since she'd never had a class with the woman there really w... Read full Story
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Mutually Assured Attraction Part 3
Sarah climbs off the bed and stands imposingly at the foot of the bed. Looking down at Jessica's body, the stiff cock jutting proudly from her crotch makes no secret of her intentions. She grabs Jessica's feet by the ankles and pulls them toward her. Jessica takes the hint and edges herself towards ... Read full Story
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Fetish party with a twist
The smell of rubber and latex and the combination of the strobe lighting was overpowering, the techno sound of the club just added to the already intoxicated atmosphere of the place. The club was a frenzy of half naked, latexed, rubberised bodies covered in sweat dancing to the frenzied sound of tec... Read full Story
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A tranny's fantasy date...
I haven't had many opportunities to explore my femme side lately, so I arranged to meet with a friend at a club. I wind up going in my favorite club/party wear - a tight top, a black flouncy miniskirt, garters attached to black fishnet stockings and my most comfy 5" black patent heels. I work m... Read full Story
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Sweat Extacy
It was August in New Orleans. Hotter than $700 and as humid as it can get. I had been walking in the French Quarter all afternoon, taking in the usual sights that any out of towner would show an interest in. The heat and humidity was getting to me so I ducked into a bar on Burbon Street thinking I'd... Read full Story
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Losing My Virginity... Sort Of
Tonight was going to be the night. In just a few hours, I would no longer be a virgin. The route my girlfriend and I had taken to get there, however, had been somewhat strange. Lets start a while back. Her name is Kelly, and she's a beautiful girl. 5 foot 3, roughly 100 pounds. Her tits and ass a... Read full Story
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Man or Mandy? Part 3
We showered together, washing each other. We spent as much time kissing as watching. I was spending much of my time on her incredible tits, getting them all soaped up, and then rinsing them off. We got dressed, hopped on my Harley and roared off towards an auto parts store. As went into the mainl... Read full Story
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Candy Pink Part 2
Chapter 4 My parents had a letter shortly after from the headmaster Mr. James Allen. I was to head out to CA before the start of winter term to get settled into the dorms and go through orientation. The letter said I should be there no later than December 1st and that they would arrange for me to... Read full Story
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Aint a woman that comes close to you
Angie slipped in the room for our occasional discreet encounter. This time she was dressed as a hot MILF wearing shoulder length blonde hair, dark red but lightly painted lips, trimmed dark eyebrows, lightly dusted eye shadow and rosy painted cheeks. She wore a pearl necklace with a white dress that... Read full Story
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The Greatest Lie Part 6
In my rare moments of leisure in the weeks following my close encounter with death, I had had little opportunity to talk about it. Of course, the police had asked perfunctory questions, and I had testified at the coroner’s inquest, but until my next appointment with Dr. Erika Wright, I had not... Read full Story
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My first dressed meeting
I had been talking to John online for months - I met him in a CD chat room and we progressed to swapping emails and pictures and then going on webcam. After three months of webcam we had seen just about everything there was to see of each other - me always dressed for him and him often undressed for... Read full Story
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Rose
“It should be an awesome day,” Mark said excitedly. “Especially for what we have planned.” Steven added, making them both break out in giggles. They were like two teenagers planning their first time, instead of the grown men they were. Then again, it wasn’t every ... Read full Story
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A Crossdresser Gets Fitted
Not long ago I was out shopping and stopped at one of the clothing outlet stores that I frequent when looking for sexy clothes and shoes to wear when I go out clubbing or to wear in my adult videos. I was looking through the display rack of my favorite brand of pantyhose, trying to find the colors I... Read full Story
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A Good Shower
Where do you start describing an evening like this? First is a description of us. My wife of five years is still the girl of my dreams. Putting aside her sparkling personality, she still meets all my standards for a perfect ten. I like them small, she is 4' 10', blond and built just right. I towe... Read full Story
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A Job in the Theatre Chapter 14
Sarah and Paula shared at drink as they tried to decide what to wear for their date. "Every good outfit starts with lingerie. What do you think of these?" Paula asked holding up a pair of baby blue panties. "Nice. But I really think these will be better" Sarah said holding up ... Read full Story
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A Natural Sissy Part 4
The Next Day I was up early, and called to set up a surgery for Stacy’s breast enhancement. The hormones were working but his tits seemed to have stopped growing at a B cup. I wanted him really top heavy. At least a D cup, maybe a DD. I let the exhausted sissy sleep. As I was finishing u... Read full Story
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A Natural Sissy Part 6
Stacy Finds Joy With Joy I had told Stacy to write about how he came to be a sissy, even before I set it in concrete. But I need him up here in the bedroom now for another round of sissy humiliation. I've been entertaining Amanda and Joel, or Joy, I guess I should say. They just moved in next doo... Read full Story
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Earning a Dollar
Being an escort was proving to have many advantages lately, being insatiable I'm thankful business was good. The limousine ride to the city seemed so long ago, though it was just 24 hours ago. Here I was getting dropped back off at my humble apartment wishing that somehow I could start the previous ... Read full Story
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Emily and Steve Part 4
Emily and I were sitting on the couch watching TV. I flipped impatiently through all the channels, finding nothing on as usual. "Oh wait," Emily said, grabbing my arm. "Turn back to channel 53." I flipped the TV back to channel 53 to some TV show about horses. "I love hor... Read full Story
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Jack & Jill - his first time with a transexual
Jack and Jill meet It was when I went to the patio to enjoy a cigar after dinner that we met. On the road for business, I found a decent bar and grill near my hotel where I was welcome to enjoy a fine smoke. I had dinner and then moved outside for a relaxing smoke in the cool weather. I lighte... Read full Story
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Late Night BJ
A few nights ago I was feeling horny and desperate for something to wrap my lips around. Flicking through the pages of various sex sites I found out there was a dogging spot close to where I lived, feeling a little nervous I decided to give it a go and see if my luck was in. I went to my 'slut' ward... Read full Story
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Hermaphrodite Blackmail
I remember it as though it were yesterday. 19 years old, jut dropped out of college over a sex scandal with my History professor. I managed to find a good job in a high end boutique because I was beautiful, sexy and could pass myself off as classy, even though I was a cheap whore. My boss was ... Read full Story
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Black Cock & Birthday Presents Chapter 5
"Hi, Baby!" my wife said then ran across the cavernous hotel suite to hug me. "There's cum leaking out of me everywhere I said. I ruined your dress." "Stop it...naughty girl," Angela said. She pushed my hand between her legs to feel her sopping pussy. "You've... Read full Story
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Black Transsexuals
Whenever I'm off duty, I'm liable to get into some type of adventure. Who am I? I am Troy Shane, a sergeant with the Massachusetts State Police. I was walking around the Boston Public Library when I saw this tall, plump jet-black honey with a big butt. She was walking around strutting her stuff. A B... Read full Story
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You're Gorgeous and I'm Curious
I love a lady in a short, short skirt, and this lady was wearing one of the shortest I'd ever seen: a bit of sky blue denim that barely reached her upper thighs and left her long, luscious legs mostly in view, covered as they were in just the tightest thigh-high white stockings. She was perched o... Read full Story
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Afternoon Tea on the Lawn
I waited outside the shop for it to open. It was quite chilly and my legs where frozen even though I wore an expensive pair of sheer stockings. The dress wasn't much warmer and I wished I had a full-length coat. Trish, the owner was the first to arrive. 'Hello darling, nice Christmas?' She kne... Read full Story
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Sandy TS
The first part of this story is true. Having found myself on an online dating service, I was only looking for women to meet. Little did I realise that would include a lovely Pre-op, called Sandy TS. After seeing the photos, I was captivated and started to dream about her.......I hope that you will a... 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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Down the Path Part 5
I force myself to walk down the corridor and to the elevators. When the door opens there is an older couple in the elevator and I get on and move to the other back corner. The man's wife is standing a little in front of him and I see him look over at me briefly. Then he looks again, giving me the on... 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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My bitch
Her fingers touched mine as she removed my empty, soup bowl. Her skin was soft, warm to the touch, almost hot. I looked up, but she had already turned and was heading to the kitchen. That was the second time she had touched me. After appetizers, she had reached around my shoulder to slide away ... Read full Story
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Dream a Little Dream
I awoke to what I thought was an average day for me. Well average except for the fact that I woke up from one of the most sensual dreams I have had in my life. You know the kind don't you? The kind that makes you wonder if it was just a dream or real. The kind that makes you ache deep inside with lo... Read full Story
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Simon
This is a true story that I need to share and has completely change my sex life. I've been married to my loving husband for 20yrs and have been totally faithful. we have a good sex life and are both in our mid forties, both in good shape we also have a fifteen year old daughter. I like dressing sex... Read full Story
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Where No Man Has Gone Before
I write this with the faint hope that some day, some way, I can send it to the men of Earth. (Maybe via the Internet?) It's been over a year now since that night... I had been driving later that night than usual for me. You see I'm just a single, middle-aged guy who's good at fixing stuff. I had ... Read full Story
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Fucked in the Park
I was feeling really horny, massive nervous anticipation. I was all dressed up, looking for another big cock. I'd done myself up pretty well, great make-up, hair looking good, scarlet blouse (it was warm enough not to need a jacket), black skirt finishing about 3" above the knee, matching bl... Read full Story
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CD and BBC Gangbang 1
My name is Mike, as a "Gurl" I go by Fiona. I am a gay man, mid thrities, white, 5' 9' 165, reasonably handsome, both in and out of women's clothes. One of the ways I express my sexuality is to dress as a woman and get fucked by other men. Preferably in a humiliati... Read full Story
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My Life as a Shemale Part5
I wore my new clothes now everyday, Sam and Tim helped make sure that I learned that my underwear was in the right place and I had this terrible habit of not keeping my legs together when I sat down. At night I was always wearing my nighty and it all just made me completely horny all the time and it... Read full Story
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