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Karlie
After seven long years of sitting around, questioning my sexuality and fantasizing over the one thing I thought I could never have, I finally decided it was time to make a move. I was going to experiment with my sexuality, I was going to look for a real live hot tranny to meet up with and have sex w... Read full Story
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Loaning me out to strangers
My wife and her friend Tina were going shopping in Kansas City for the week end. I knew this meant that I would be with Phillip. Tina's husband and the man I can't stay away from his cock. This meant I would be dressing up like a slut and servicing Phillips cock the whole time our wives were in KC. ... Read full Story
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The Sneaky Blow Job
Renee and Gina met in person for the very first time at a late afternoon appointment at Phoebe’s Getaway south of Atlanta, Georgia. Both girls had come from far away, and though they were dressed in their boy clothes, underneath the jeans and sneakers there were already twenty painted toes and two s... 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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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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Cross Dresser Fucked Like A Whore By Black Cocks
My name is Ryan and I turned eighteen years old a week and a half ago. I live with my mom and s****r in an apartment in a pretty nice part of town. My dad left when I was little and I know that living with two girls had the effect on me that it has. A couple years ago when my mom and s****r were at ... Read full Story
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Sissy's Cherry Got Popped!
S)heplacement- Definition- Any sissy male that is willing to take the place, or replace any woman who is not properly taking care of their man inside or outside the bedroom... These gu(y)rls will make sure their makeup and lipstick is just right, their lingerie is matching, and that they are always ... Read full Story
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JUERA MARICON
My name is Keven Jeanne and, Yes, I am a Sissy! When I was 13 I put on my mom's panties and some of her lipstick when she was at work. I had longish blonde hair and I ruffled it up - kind of teased it up - and when I looked in her dresser mirror, I almost ejaculated. Because what I saw looking ... Read full Story
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FAGGOT COMES OUT TO HIS WIFE!
I was married for 3 years before I finally got caught. It happened when my Filipina wife went through my notebooks and found all the gay fantasies I had been writing about. The story she found was one I had just written. It was about a young guy who applies for a modeling job at a gay magazine calle... Read full Story
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Brianna
Rob asked me to house sit and I didn't hesitate since he lives in a beautiful big house on the end of a Cul de Sac. There is only one house next to his and no one can see his backyard except the house next to his. His neighbor Bryan is a local college professor at the community college a... Read full Story
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Hitchhiker's Delight
Hitchhiker's Delight Last week I was driving down the east coast heading towards the Gold Coast when I spotted a gorgeous looking hitchhiker. She was wearing a very short skirt that showed off her slender tanned legs very nicely and with the way her large breasts were only just contained in he... Read full Story
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My Afternoon With Venus - Part I
It was a stunningly bright and clear Saturday morning when I left my house to head out and run some errands. Nothing big, just little odds-and-ends that had been building up that I needed to deal with someday and it seemed like this was as good a day as any ... little did I know how good the day wou... Read full Story
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My Afternoon With Venus - Part II
My mind was still spinning from the out of this world cock sucking I'd just experienced at the expert lips of my exotic little doll as she led me by the hand into her bedroom. Her pink summer dress was draped down onto her waist so now it was only just covering her cute little derriere. As I wa... Read full Story
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Chicago TG Romance (part 3)
It is Sunday morning, just barely dawn and I have just spent the weekend with the most amazing girl. You know when everything clicks and it seems that at first you have met the person you want to spend time with and share with. Beth was standing at the glass windows full length and the sun was just ... Read full Story
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smoking
Greg decided to go straight. I had to find a new place to live. A nice man, Pete, who I knew from the YMCA, offered me a place in his basement. He was going to rent it out. It was nice, full kitchen, bedroom, laundry room, living room and another space for anything I would need. His rent was che... Read full Story
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house party
t was another house party of Greg’s. There was about 15 to 20 people there. I though nobody knew about our gay relationship, did not think Greg wanted this to be public knowledge because of his standing around the community. The party was heterosexual couples, some making out, but mostly talking... Read full Story
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Jennifer's first taste of cum
This is another in a long of line of true stories about my crossdressing experiences. This encounter happened back in the 90s. It was Saturday night and I was on the road to the Queen Mary in Studio City. For those of you who were into the scene back then, you know what a happening place the Mary... Read full Story
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MY TS FOXXY & VENUS LUX FANTASY
Alyssa Gomez and Venus Lux were visiting Newark, NJ and decided to have lunch in the restaurant that I work in. It was a rainy day. The seductive pair were returning back to their suite in the Courtyard Marriott, but not before grabbing a bite to eat. Alyssa and Venus sat the bar and ordered a coupl... Read full Story
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My neighbor's daughter!
This happen to me when I was 40 years old about 10 years ago. It’s after this I started to Crossdress. About 6 years ago, after the passing of my wife, I moved in a neighborhood closer to work. What I liked about this neighborhood is that the vegetation is well established and it's private, nice... Read full Story
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The Guy At The Pool
The Guy At The Pool Stepping out of my hotel room for a smoke I saw two young guys at the swimming pool which my room overlooked. One of them was standing outside the pool speaking to the other guy who was in the pool. The guy beside the pool immediately caught my attention, his shirtless bo... Read full Story
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Flight cancelled
I was on my way back from a long business trip to Chattanooga, Tennessee and deciding to hit the airport bar during my layover. As I walked up to the bar I noticed there was only one seat open. I took it. I ordered my favorite drink, an old fashioned neat with makers mark. As I sat there waiting for... Read full Story
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your bride to be
Good morning Michael, I loved the story you wrote for me All girls want to be a bride for a day. I wonder if it is practical to do this as I would like to. Fantasies are nice but are really only worth having if you can make them happen or if the opportunity arises. A mock vicar would be qu... Read full Story
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Honeymoon Suite
Two days after having been gang banged into ecstasy, I got a call from Lucas, one of the gang bangers who had brought me so much joy two days before. I was elated, but I tried to be calm and not let him know how happy I was to hear from him. He wanted to get together, just the two of us, for a more ... Read full Story
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Manusha sleeping with a bank manager for loan approval
The incident of this story is almost 5 years old and this happened between me and a bank manager in a leading nationalized bank and you know for what he was demanding a favor from me? Hehehe.. That’s in the story..! This was in 2015 when I applied for a personal loan from one of the leading nati... Read full Story
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Weekend Fantasy
have so many fantasies....the one that gets me lately, is having access to a house out in the middle of nowhere, for a week or weekend, where i can dress up, all day. No one knows of my lustful secret....so the idea of being able to stay this way without thought, gets me so hard and such in the moo... Read full Story
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Virgin Slut Cravings.
There have been so many times that I have had to hide how I felt because I lived my life denying who I was. I was a closet queen who was pretending to be normal. Some might have guessed my secret if they were observant. I didn't do things that other boys my age did. I love hanging out at home like a... Read full Story
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First intercourse with a man
If you read my previous story, “First time with a man”, I gave my first blowjob. What I didn’t mention at the time, was that I was on my way to work about 2pm in the afternoon, (I worked the swing shift). That afternoon meet up was just to see each other, talk and maybe meet again later. But my e... Read full Story
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How I Became His Office Fucktoy
Until this job ended last year, every day at my lunch break I would service one of my many Daddies in his office in the building where I worked. He'd always slip me a few bucks, a $20 or even $50 afterwards, not as a payment for sex, but as a "tip" "for all the hard work you do here," he says. I wor... Read full Story
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Regina and Tommy
I was getting fucked hard and aggressively by a certified bad boy named Tommy. I've never been the kind of girl who liked bad boys until I met Tommy. Tommy like doing all kinds of wild crazy things to me and I was under a spell and couldn’t object. Tommy was like the asspussy whisperer and he gave m... Read full Story
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How my date went
There I was on TV with the sound up jus barely enough for my date and I to hear. We had gotten past the introductions at the bar we had jus left & now it seems as if those 4 shots of tequila jus wasn't enough for me to overcome how scared I was. But Alma, my date had run into Nervous Nellies like m... Read full Story
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Santa Likes Shemales Femboys
Did you know Santa Clause is real....and he likes shemales femboys??!I It happened last Christmas Eve. I fell asleep watching the snow fall just outside my window. I was comfy under my layers of warm blankets I clutched tightly, in the black lace panties and red lingerie night dress or nighty I wear... Read full Story
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The colossus and me
The colossus and me... step by step towards completion (1) When my phone rang I was watching the World’s news in TV, only tragedies. It was Lina (cf. my previous story) on the phone. The colossus with an angel heart and an elephant dick. She was in my town for business. And without her saying ano... Read full Story
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Captain John’s Playmate
Alessia Travestita’s Adventures – Episode 1 – Captain John’s Playmate. It was forecast to be a gloriously warm and sunny day, clear blue skies with a gentle warm breeze from the South. So I decided to leave the town behind and head out into the countryside for the day, get some fresh air, toning ex... Read full Story
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IRL: Magic City Classic
I get many requests asking me to share more of my real life experiences. Several of my stories contain elements of things that actually happened to me. But, I’ve decided to put together a new e-Book of my personal sexcapades. So, in that vein, here’s the first installment of my ‘In Real Life’ (IRL) ... Read full Story
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Crossdresser should have regret it doesn't
Well I am full time very very very bisexual married CD in a very open marriage. It all started one morning when my wife had left early. Her male cousin that she grew up with came by the house. I was dressed in very tight blue mini dress I had glued on my breast and white corset with garter straps... Read full Story
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Lola Chaper 3
Lola chapter 3 When Lola was on summer break from her law studies, I took the opportunity to take some time off as well. My job as a freelance film photographer gave me good opportunities to manage my time. I was in demand as a filmmaker and had more work than I could handle. Mostly shorter stuff... Read full Story
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SPECIAL REVEAL
SPECIAL REVEAL I am in a very sensitive and delicate set of circumstances which have caused me to always have to walk a fine line regarding my private life, especially when it come to romantic and erotic matters. I have shared a few very special instances when I was fortunate enough to have a “s... Read full Story
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Pati pigtails - new stepdaugter...
My biggest dream.... I live with an older couple - as their 'daughter', in a big, nice house... I come, we talk, I go to sleep. I wake up in the morning and see only girls' clothes and underwear next to my bed. High-heeled sandals, cosmetics... 'Mom' comes into the room and says: - Pati, don't loo... Read full Story
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Liberty meeting , Chapter2
When she strums again on her keyboard, I feel that it sinks imperceptibly but inexorably into me. - Relax my darling, Mirella told me, masturbating me with an expert hand. At the start, I have rather pleasant sensations. Being completely submissive to this machine without being able to stop... Read full Story
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Strip Gaming gets with Kelly
After taking an extremely boring Christian ethics class (required by my college, not by choice) on a late Friday afternoon, I checked my cell to see I had a few messages. It was Kelly and she was celebrating a well deserved A on an Calculus test. The first message read: "Got an A in Calc. Vo... Read full Story
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My beautiful tranny!
This guy picks up a girl and takes her to his place. Can you imagine his surprise when he finds out that this girl has a dong? Hi! My name is Andrew! I’m a 5.4 feet tall, with some cute beer belly, crew cut light brown haired guy, blue eyes. My friends say I have a big noseJ but it’s ... Read full Story
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A night out with my sister
Following in from Shopping with my sister - Please read my other stories first to set the scene. Jane and I lie embracing on her bed, our naked bodies merging into one as we hold each other closely. "What do you want to do tonight?" I ask "I was thinking we could have a night... Read full Story
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In the bus
Everything can happen in a bus, you are going to read something that happened in real life and it’s for you to choose whether you believe it or not. I was looking forward to meeting her in the bus. I’d changed my working schedule since the first time I saw her. I did everything just t... Read full Story
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Job Description
My life changed recently and I’m still trying to figure out if it’s for the better. My name is Don and I’m 18 years old and fresh out of high school. My grades weren’t good enough to get me a scholarship and my parents make too much money to qualify for government money. So a... Read full Story
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Lakeside Awakening
If anyone had told the way I’d meet my soul mate a few years ago, I never would have believed it. It was my senior year of high school and I had recently gotten out of yet another bad relationship with a girl. Lina had been a pretty, chubby blonde with a nice personality but a nasty temper. We... Read full Story
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I posted a craigslist ad
8 years ago I began crossdressing again and playing with toys. After playing one day while watching videos online I decided I wanted to take the next step and be with a man again. My holes craved it but the butterflies in my stomach had stopped me before. Afraid they would do it again this time I go... Read full Story
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Far Eastern Adventure
He was transferred to the Far East with no real choice in the matter. His boss never took no for an answer and rarely gave him the opportunity to try. She had been acting strangely for the last few weeks, eyeing him oddly as if trying to unravel some hidden mystery within him. This strange perusa... Read full Story
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Buffy the Shemale Vampire Slayer Part 5
By the time that Buffy arrived at Rupert Giles' apartment, the former librarian, her ex-Watcher, had just finished reading a new volume of what Edgar Allan Poe, in The Raven, had referred to as a "curious and quaint volume of forgotten lore." He'd just settled the large, leather-bound volu... Read full Story
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Buffy the Shemale Vampire Slayer Part 11
Darkness had fallen upon the demon world. In the intermittent flashes of lightning that resulted from Willow's weather spell, the landscape was illuminated, and the horrible phallus-plants were revealed, writhing and thrashing. The cock-stalks within Buffy's mouth, cunt, and ass, and the hollow tubu... Read full Story
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Buffy the Shemale Vampire Slayer Part 13
Buffy's cock slipped out of Baubo's mouth, and she licked the smooth skin of the stiff, elongated shaft with her tongue. Baubo had no hands, but, even so, she was a superb cock sucker. More than once, she brought the Slayer to the brink of orgasm, then backed off, letting Buffy's sexual passion abat... Read full Story
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Living in a Shemale Neighborhood Chapter 2
I have just gotten off my first day of my new job and spent the first half of the day filling out paperwork like W2 tax forms etc. and than going out with another guy to repair an air conditioning unit at an office complex. As I pulled into the drive-way and got out of my pickup one of the la... Read full Story
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Kim the Cheerleader Part 1
It was Kim's life long dream to be a cheerleader for a professional sports team. She had wanted to be one ever since she watched her first football game with her father. The short colorful skirts, the tight shirts, all the bouncing around, being teased with and wooed over by many thousands of men bo... Read full Story
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The Mechanic
My name is Bruce, I am one of those mobile mechanic chaps you call out when something goes wrong with your car. You get to meet a nice variety of people, some good some not so, with some very good looking ladies thrown in as well, which make it nice. A lot of the clientele are people you see a coupl... Read full Story
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Tranny whore Samara Rosetti at a Trucker's jo
Last night I got a call from a client. He told me to meet him at a small bar close to Olga Street in Stuttgart. He ordered me to dress as follows: Short black leather mini skirt slit up the side, button down red silk blouse unbuttoned 3 buttons, 16cm spiked heels boots, fishnet body stocking, no br... Read full Story
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Nancy finds out...
However, Nancy’s stay with us that summer was going to prove even more eventful than ever I could have imagined. Even after having been caught wearing her things by the neighbour’s son, Lesley, which led to a whole new dimension in our friendship, as you’ll know if you’ve rea... Read full Story
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Connie at an Adult Bookstore Part 2
Disclaimer: The following story is not intended for minors. If you are offended by sexually explicit material or it is not legal in your place of residence, please close the document now. If not, I hope you enjoy my attempt at entertaining you with stories of my adventures. * In the previous c... Read full Story
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