Free Stories

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A Close Encounter of the...
Another great tape and another great yank of the crank. Yea, she-males were pretty hot, Tom thought as he hit the eject bottom on the tape deck, but where on earth would he really find one? He had little doubt that if he did find a place where they hung out that there would be more than a few with a... Read full Story
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My first time as a Femboy CD pt 2
David ordered me to dance for him and I hurriedly got off the floor and walked over to the radio and turned it on. I changed the station from an alternative rock station to a top 40 one, which was better for dancing. After I selected the station I moved to the center of the room and started to dan... Read full Story
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Connie at an Adult Bookstore
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. * Let me start by i... Read full Story
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Transsexual Mistress
I had heard some intersting comments about this S and M club and so I decided to go by and check it out. I walked in about 9pm and things were just starting to get warmed up. I sat down with a beer and looked up at the main stage where a gorgeous raven haired dominatrix with an enormous set of ti... 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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My first blowjob
I met a shemale online called melisa and we had been talking over msn for afew days, mainly having saucy chats about sex and getting off. She asked me to meet her on the coming weekend which excited me as i was a virgin to cock. We arranged to meet in a bar that was a stone's throw away from my f... Read full Story
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My First Blowjob
Fuck! I'm so jealous! Back in my teens I could self suck! I'd lock myself in the bathroom, lay on my back and bring my legs over top. I was able to not only get the head of my.cock in my mouth, but half of my length as well. The first time I nutted in my own mouth, I wasn't prepared for the big lo... Read full Story
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Satin Blowjob
I was soooo horny. One of my ultimate fantasies was coming true; I was in her bedroom... she was supposed to be away for the weekend and I had found my way into her walk in wardrobe. I couldn't help but take my clothes off. I had then run my fingers across all of her outfits hanging up. From her ... Read full Story
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Why I’m a Cock Whore!
Hello Love, The summer before my freshman year in high school. I found a VHS porno video right next to a dumpster behind our local video store. Brought it home. Couldn’t watch it until my family left to use the VHS player. It turned out to be a she male porno at first I felt weird but after watch... Read full Story
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Bikini Boy
I was the boy my father had hoped for after 3 daughters before me. Life in our suburban middle class two-story house was as normal as anyone else's. My dad was a loving father bringing me up and doing the things a father likes to do with his son – baseball, fishing, camping, working the garage... 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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About Jack and Diane
Thanksgiving was over the college kids are returning to school and Las Vegas has slowed down from the busy restaurants and overcrowded casinos. It’s the best time of year to see a nice show for less. Jack’s friends had all taken off with families and he had time to think about how lonely he really w... Read full Story
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Ill take all the cum I can get
I'm so horny today. I need some dick bad. So I dress up, I put on a sexy push up bra, a slutty lace top, a naughty little g string, and lacy thigh highs with a garter belt. Before getting dressed I showered and gave myself an enema. After I showered, I used some fds so I smelled sooo good after ... Read full Story
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The best blowjob I ever gave
Back in 2010 or so I was living in the south(USA). I was a frequenter of Craigslist and other sites to hook up with prostitutes, shemale, Ts, and men. I was doing errands on the weekend and was checking on my phone for craigslist ad's and found one that was a little different. This woman had not pu... Read full Story
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Sissy Femboy Chrissy in Drag 2: At the Apartment
This is Part 2 to the article I wrote called "Sissy Femboy Chrissy in Drag at the Club." In that story I explained how I am 41 but look, feel and sound younger, that I shave myself smooth and like dressing in gurly panties and other female clothes to be a sissy femboy for older guys. A guy I met on ... Read full Story
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Bikini garçon
J'étais le garçon que mon père avait espéré après 3 filles avant moi. La vie dans notre maison à deux étages de la classe moyenne de banlieue était aussi normale que celle de n'importe qui d'autre. Mon père était un père aimant qui m'élevait et faisait les choses qu'un père aime faire avec son fils ... Read full Story
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My first Escort girl
I was in my early thirties. I had just out of a relationship that ended very brutally. I was hurt for several years as I took it difficult. It was at this time, already having had my first sexual experience with a Crossdresser/Ts when drunk and still thinking of that experience that I decide... Read full Story
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Sissy Femboy Chrissy in Drag at the Club
"Can you wear a dress tonight?" "I can't crossdress in public, I'm not 'out' and don't want to be seen that way." "That's okay. We're going to a gay-only club that has a drag queen show tonight, so you'd fit right in." "Cool, but I'll have to change when we get there." "Awesome! See you tonight!... Read full Story
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My first time as a Femboy CD
My name is Nick aka. Nicole. I am a 20 year old gay femboy crossdresser and this is a little story of how I started dressing to become Nicole and my first sexual experience besides masturbation. I grew up living in an apartment complex with my mother and sister, who was 2 years older than me. M... Read full Story
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Sally
The first time I met Sally I was amazed. She was a gorgeous brunette, about five feet six inches tall, shoulder length hair, nice firm, round tits, and an ass to die for. It was late in the evening when I got off work and uncharacteristically, I decided to stop in at Varsity's for a drink. Orderi... Read full Story
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Sabbatical or Continuous Gang Bang?
My twin sister Laura had already left to go back to college this fall season, but I had decided to take off a semester as I was totally burnt out on school and needed a break. We were twins but not identical though we did look a lot alike and roughly the same size me being a few inches taller. My... Read full Story
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How I became a cute femboy CD part 4
My legs finally started to work again and I turned and was about to walk to my bedroom when Kevin’s voice stopped me. “Come on, Natalie, you know you want to. You have been crushing on David ever since he moved here.” “You’re an asshole, Kevin. You know that. You are a total asshole! I tho... Read full Story
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Birthday Party
It was now about 11 pm and Sue and I have been at it for the past 3 hours. Sue had me get up and go into the bathroom. As I stood in the shower I thought of what we did. Sue knew how to pull the right strings on me or in me. And she knew what pleased me. I washed all over. I had no idea of what was ... Read full Story
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Birthyday Party Chapter 2
It was now about 11 pm and Sue and I have been at it for the past 3 hours. Sue had me get up and go into the bathroom. As I stood in the shower I thought of what we did. Sue knew how to pull the right strings on me or in me. And she knew what pleased me. I washed all over. I had no idea of what was ... Read full Story
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The Experience of a Lifetime
My divorce was hitting me really hard. My wife outgrew our relationship and started living her own life and I had a front row seat to everything. My heart and life was upside down. I didn’t go out anymore. Friends and family both told me it was time to get my life back on track and start living ... Read full Story
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Secrets
Jon had invited me to spend another weekend at his place with another of his friends. I always find his friends to be interesting so I accepted. Jon had given me a garage door opener and a key to his home after my first visit. He met me as I parked my car in the garage. He was wearing his usual skim... Read full Story
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Only Once
She looked as rich and a chocolate bar and I'm sure she came with nuts, by the looks of guy who seems to walk one step behind and just to side of traffic. We had exchanged pleasantries a few days ago at an art show of a friend of mine. There she was with a diamond the size of a dime and a neck lace ... Read full Story
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A Walk In The Park
Each day I spend my lunch down at the park in town. It is down by the lake. I sit and eat my lunch and watch the people walk by. I watch them and they watch me. Then when I’m done I go for a long walk. Each day that I go I start my walk about the same time. At 12:30 pm I start my walk. I like ... Read full Story
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My Fantasy #1
I had been secretly cross dressing for years without anyone knowing about it. I got pretty good at hiding it even when I would wear a hot pair of panties under my clothing. I must have become too confident because one day it caught up to me. Terry was a guy I knew from work. We had known each other ... Read full Story
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Three In A Day
Clara felf especially slutty today. She briefly gazed at her long legs shimmered in the smooth, silky black stockings, and black patent leather pumps as she pressed the gas pedal of her car. Her olive skin and black wig were set off by the brightest shade of red lipstick she could find. Driving d... Read full Story
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Enchantment of the Shadow Realm
It was a enchanting night. The moon was full. The street light reveled an other worldly stream of fog through what I could see of the dark forest. Unfortunately I was having a hard time appreciating all this beauty. I was stranded. I had missed the bus and had no way of getting back to my hotel. I h... Read full Story
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Booty and the Blue Pill
This is my account of the first time I took a Viagra. At 40 years old I have thankfully never had to go that route but you know curiosity killed the cat. Or in this case opened up my ass! After telling the guys at work how I planned on staying in while my wife was out of town visiting her sister,... Read full Story
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Hung Trans Lesbians Fuck Two Ladyboys
Note 1: If you like Transsexuals, Trans Lesbians, Asian Ladyboys, Big Cocks, Extreme Cock Sucking, Anal Fucking, Anal Fisting, Semen Swallowing, Role Play, Orgies, BDSM, Cock Sounding and Foot Fetish this story is for you. Note 2: All the characters are over 21. The names are fictitious, but some... Read full Story
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First Time With a Shemale
I was living in LA and pretty fresh out of school, not to mention pretty naive in the peripherals of human sexuality. I'd been with a few girls growing up, but nothing ridiculous. I liked going out with my buddies, and we'd drink and there was the occasional recreational use of ummm, how should we... Read full Story
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Fender Bender Chapter 9
My name is Robert, I have been cross dressing since I was 14. I turned 18 last summer and this story takes place during my senior year in High School. I am 5'9" 160 pounds, blonde hair and blue eyes. When I am dressed I call myself Vicki. __________ I had met Julie at a recent party. Well... Read full Story
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The new girl in town
It all started when i was a teenager. I was like every teenage boy, i looked at porn on the internet and masturbated a lot. i love to watch lesbian porn it was sooo hot watching to girl have sex. i soon after that i got into the anal sex, watching the girl have orgasm after orgasm while she has a hu... Read full Story
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Decisions, decisions.
So if you have read my stuff I’ve posted before I was with a tranny named Nicole for awhile but she left for work last year so after she left I actually started dating normal again went back to girls but never forgot her. I’ve hid the dildo and all my secrets from my current girlfriend for almost a ... Read full Story
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Regina's Vagina dreams
I think I wanted to be a female from birth. I once looked through a girlie magazine out of curiosity. I had impossible dreams and I longed to trade genitalia with them. I have always fantasized about my Vagina when I was younger. It was during those times that I would drift into my own private world... Read full Story
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KING OF TRANNY CHASERS ENTRY 2
LAST YEAR TO CELEBRATE MY BIRTHDAY I DECIDED TO FULFILL ONE OF MY SEXUAL FANTASITES. I HAD BEEN WITH 2 CIS WOMEN SEVERAL TIMES BUT NEVER HAD I BEEN WITH 2 TRANNIES. MY BIRTHDAY WAS ON A FRIDAY SO I SPENT THAT DAY AND THE NEXT CELEBRATING WITH MY FAMILY AND GINA..THAT SUNDAY I SET UP AND PLANNE... Read full Story
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The Sexiest Shemales Part 1
When I wake up in the morning, I wake up next to the sexiest shemale in the world...right after me, of course. I woke up this morning next to Holly, my beautiful shemale girlfriend. She was still sleeping in our big bed. The sun was shining in on our bed with our white sheets and white comforter. ... Read full Story
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Shemale Mistress
Tony turns 21 and decides to go party with his friends. Tony, with Bob and Chuck, (his college roommates) want to try out a bar on the other side of town - a new bar called "Desires" that they had heard a lot about, but never visited. The bar was known for wild and crazy parties. They also... Read full Story
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Be Careful in the Park
One was jet black; he looked the oldest, wearing white rugby style shorts and a black T. The youngest looking was also coloured, more a coffee colour, in his case wearing denim shorts and a polo shirt. The others were white but standing more in the shadow so I couldn't make them out so clearly at th... Read full Story
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Erotic Daydreams
Sometimes I think my parents should have named me Eykan, rather than Eukan. Since I was old enough to get an erection, I have masturbated one or more times a day, three hundred sixty-five days a year. I don't know how much semen I have spilled, but I'm sure that were every sperm in it had impregnate... Read full Story
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Mistres
Tony turns 21 and decides to go party with his friends. Tony, with Bob and Chuck, (his college roommates) want to try out a bar on the other side of town - a new bar called "Desires" that they had heard a lot about, but never visited. The bar was known for wild and crazy parties. They also... Read full Story
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Halloween with Movie Stars Chapter 4
Pete and Tim...first time without the girls There was a knock on the door. Pete knew it was Tim. They saw each other earlier at class and decided to get together after school. "Hey Suck Buddy," he said with a crooked grin. "Come on in." Tim returned the smile as he walked ... Read full Story
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Uncut sucknsuck
I used to work at a place that has a locker room and showers. A guy I worked with had a locker right next to mine. Everyday after work I would find my way to the locker room and would be hit with an over powering smell of sweaty balls and I would sit down on the bench in front of my locker. My frien... Read full Story
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Nicole and I the final chapter
So I haven’t written any stories in a while , so if you read mine before you should like this one I didn’t write it yet cause it’s about my last encounter with Nicole. Very sad day for me lol but a very good story. So here goes........ Nicole and I had been going over a year now and everythi... Read full Story
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Making A Man Out Of Tommy
I have two good friends, Brad and Matt who are actually my fuck buddies. Both of them travel for work, so they tend to be gone a couple of months at a time. I have a key to their apartment, so I can let myself in for sex when they are home and to bring in the mail when they are not. I also get to us... Read full Story
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Ghosts Chapter 2
"Good morning my dear jamie. Have a good nights rest?" my captor speaks, invisible as ghosts are. I am as I was when he left me. I have invisible ghost restraints on my wrists and ankles. I'm lying on my back, spread so my arms and legs form an X shape. The cum that my ghost captor m... Read full Story
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Trannys Feminize Dandy Boy Sequel
So being feminized is a sort of intimate experience? Believe me it's more than that! In fact I don't know how I can say everything about how I feel now or then when it started happening to me. But that's how my life goes. Things tend to get done to me. However much I try to regain control of my life... Read full Story
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Dear Karen Chapter 5
06.02.09 Dear Karen, Following my successful luncheon, I was simply giddy with success. One result of this was I became man hungry. I wanted the warm, full feeling that only a hard cock could provide but I didn't want to demean myself by submitting to being fucked by my sissy husband. In fact,... Read full Story
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My first time wearing sexy lingerie Part 2
I could not wait to get home from school the next day after wearing my moms sexy panties the night before. No one was home so i could have fun. As soon as i got into my room i took off all my clothes and went into my moms bed room to see what I could put on. With my mom working at Macy's in... Read full Story
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Such a whore
I finnaly made this happen a few days ago ! i have been crossdressing for as long as i can remember.I still remember when i snathed a pair of my cousins panties when i was young i dont know theres is just something about womens clothes that just intrigies me . Any way growing up i always masterbate... Read full Story
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Goddess at the Bar
The beeping began, suddenly, and without remorse. Jan reached over, slapped the off button on her alarm, and lay for a moment debating the merits of rising out of bed. Deciding that waking up would be more productive, she slid out of bed, stood, and walked to the bathroom to take a leak. Emptied,... Read full Story
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Fender Bender Chapter 6
My name is Robert, but when I am dressed I call myself Vicki. I am 5'9" 160 pounds, blonde hair and blue eyes. I had just turned 18. Mom and Curt had been home form their vacation for almost a week and I hated it. Sure I was glad to see my Mom but with them around I had to revert back to bei... Read full Story
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Joe gets to the bottom of it
She kept it tucked away, it was uncomfortable squeezed between her legs held in place by the tight rubbery panties that really weren't her style, but they punctuated the "surprise". Joe was aroused by her femininity, as she slipped off the spaghetti straps of her little white dress reveali... Read full Story