Free Stories

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Sex with shemale and a girl
As a female, I'd never considered having sex with a shemale in my life. I mean, why would I want to be with a chick with a dick when I could be with a guy? Then, on a trip to Brazil, everything changed. I was in a club with my friends when that night's entertainment took the stage. She was one of th... Read full Story
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First Time With Shemale
For as long as I can remember, I've preferred my chicks with dicks. There's something about a sexy babe with perfect makeup and hair and a cock that just turns me on. Maybe that makes me a pervert - I don't care! I remember I was just out of high school, 18, the first time I made it with a tranny. S... Read full Story
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First Time with she-male
For as long as I can remember, I've preferred my chicks with dicks. There's something about a sexy babe with perfect makeup and hair and a cock that just turns me on. Maybe that makes me a pervert - I don't care! I remember I was just out of high school, 18, the first time I made it with a tranny. S... Read full Story
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Amazon Adventures
My name is Bartleby Adams. Most people call me Bart. I have always been a sexually adventurous guy. Always. Fortunately for me, I've got the means to explore the kind of life that most people dream of. I was born into it, you see. My mother, Stacy Mendoza married a man named Paul Adams. He was fabul... Read full Story
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Shemale cum in my pussy
Being a girl and only fucking me, I wondered what it was like to be with another girl. I am attracted to girls but the problem is that I really like the way that a cock makes me feel, especially when it fills my pussy with cum! The bigger the better! While sharing this dilemma with a friend she sugg... Read full Story
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Lesbian adventure with a shemale
My name's Kimmi and I used to be a stripper. Guys liked me because of my long blond hair, slender build, and sense of humor. They also liked my 36C breasts :) I danced at a place on Sunset Blvd in Hollywood. The stage was gorgeous, had a generous runway, and beautiful lights. I loved dancing there, ... Read full Story
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First Time with she-male
For as long as I can remember, I've preferred my chicks with dicks. There's something about a sexy babe with perfect makeup and hair and a cock that just turns me on. Maybe that makes me a pervert - I don't care! I remember I was just out of high school, 18, the first time I made it with a tranny. S... Read full Story
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First time
For as long as I can remember, I've preferred my chicks with dicks. There's something about a sexy babe with perfect makeup and hair and a cock that just turns me on. Maybe that makes me a pervert - I don't care! I remember I was just out of high school, 18, the first time I made it with a tranny... Read full Story
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My three times with shemales
Hello, I first became attracted to Shemales while watching a girl on girl porn movie. A surprise was there was a sexy girl that dropped her panties and out came a huge cock. I was stunned but really arroused. I then became curious and surfed the net for Shemales. I kept thinking something was wro... Read full Story
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A Girl's Best Friend
The party was in full swing when Ryanna and her friends arrived. Of course, they were an hour late, since Glenys had gotten lost on the way. The house was out in the back woods; the owners didn't exactly go out of their way to make it easy to find. Their fellow townspeople probably would have frowne... Read full Story
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Bangkok Night with Thai Ladyboy Dancer
I was visiting Thailand back in the 90s and was blown away by the “Potpourri” of sites, sounds, and smells (not all of them good) of this city. Beautiful women were at every corner and very friendly to foreigners. I went out with a group of guys on the town after dark to check out the go-go bar scen... Read full Story
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Boy Meets Girl
"What's her sister look like?" Dave Newell asked his brother. "You've seen Steph. They're sisters." Stephanie Johnson was a hottie, no doubt about that, Dave thought. Still, that didn't necessarily mean that her sister would be a looker. If Stephanie were from Venus, her si... Read full Story
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His first anal!
Andrew was a very simple guy. He was not aggressive, very quiet and nice. Actually he was not quarrelsome, just a man of peace. But we all know that still waters run deep. Over the past few years, Andrew had longed for being penetrated. Vehemently. He needed to be bent over something and fucked thor... Read full Story
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Dark Life
Kiara looked at herself in the mirror. She liked what she saw. A tall girl with long black hair and pale blue eyes. Her skin was light bronze. She stood five feet eleven inches tall in her bare feet. She had just stepped out of the shower and finished drying herself up. Kiara was a pretty girl and s... Read full Story
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Giving Away Virginia Holton
Today would have to wait, thought Marla Holton as she hurriedly gathered her bag and notebook in preparation for a no-holds-barred departure from her office at Prism Design. As general manager she had the privilege of arriving and leaving at will, though no one could ever fault her for not putting i... Read full Story
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My Lesbian Shemale Adventure
I had worked a day shift - I got off at about 5 and wanted to go do something. My two buddies, Niles and Will, were there and they asked me if I had ever been to this little bar in the same strip mall as the club I worked in. I hadn't. It looked dingy and dark from the outside, and since I didn't dr... Read full Story
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My lesbian shemale adventure
My name's Kimmi and I used to be a stripper. I'm a genetic girl, and I always had a wild streak. Guys liked me 'cause of my long blond hair, slender build, and sense of humor. They also liked my 36C breasts :) I danced at a place on Sunset Blvd in Hollywood (this is a true story, so I won't use the ... Read full Story
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My lesbian shemale adventure
My name's Kimmi and I used to be a stripper. I'm a genetic girl, and I always had a wild streak. Guys liked me 'cause of my long blond hair, slender build, and sense of humor. They also liked my 36C breasts :) I danced at a place on Sunset Blvd in Hollywood (this is a true story, so I won't use t... Read full Story
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First time
For as long as I can remember, I've preferred my chicks with dicks. There's something about a sexy babe with perfect makeup and hair and a cock that just turns me on. Maybe that makes me a pervert - I don't care! I remember I was just out of high school, 18, the first time I made it with a tran... Read full Story
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My first time
I was nervous, and had never even gotten laid before. I had jacked off a lot, but I thought about real women when I shot my load. But Dani sure looked and seemed like a real woman, and she had brought me back to her place. When she started kissing me, I didn't even have to think about it - I slipped... Read full Story
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My lesbian shemale adventure
My name's Kimmi and I used to be a stripper. I'm a genetic girl, and I always had a wild streak. Guys liked me 'cause of my long blond hair, slender build, and sense of humor. They also liked my 36C breasts. I danced at a place on Sunset Blvd in Hollywood (this is a true story, so I won't use the... Read full Story
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At Risk
Diane was proud to be a shemale. She loved having a beautiful face; long, silken hair; fabulous breasts; a firm, flat tummy; functioning male genitals; long, shapely legs; and firm, compact buttocks. She loved wearing makeup and dressing in fancy, frilly clothes. She also loved the way men ogled her... Read full Story
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Secret Lover
I could not believe what was happening to me right then and there. It was a mix between a dream and a nightmare. Here I was lying in the bed of my four year college crush, Colleen, both of us naked, both of us breathing heavily after a heavy make out session, then stripping naked, then...and here's ... Read full Story
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Adam Picks Up a Transgender
Sitting along the short L stretch of the bar, Adam admired the pretty girl sitting most the way down the longer length of the bar. Her blonde hair was long and curly. Her tight dress had a swoop front that showed plenty of cleavage. He knew the rumors. She wasn't completely a "she." She wa... Read full Story
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The Hot Girl at the Bar
My girlfriend and I broke up the week before, so I was pretty depressed. The guys at work decided to take me out to the bar after work to get wasted cause that’s what we do. So we all packed into the truck and headed to the bar. When we got there we were the first ones in that night so we sa... Read full Story
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Sexy Masturbation In Free Shemale Chat Rooms
Having had a long day at work and driving home enjoying the wonderful early fall sunset, I was starting to be kind of romantic… Maybe not that romantic, but I felt like having a nice girl next to me to cuddle and scoop with. The more I was thinking about cuddling and scooping, the needier I w... Read full Story
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Blind Date
"Hello, I'm supposed to be meeting a Mr. James here." The receptionist looked up from her desk and glared at Zil, seriously not smiling. "I believe you'll find him in his suite, on the first floor. The River Suite." She snapped, returning to her bookwork without giving so m... Read full Story
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My girl in threesome with two shemales
As I watched my girl on the dance floor bumping and grinding with her friends, I was wondering if I would get lucky tonight. Little did I know, I was in for a night of my life. My girl, Lisa was sandwiched between two of the most beatiful blondes alive. Their hips swayed from side to side and as the... Read full Story
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The Beginning Of Penny
This story is about how I became Penny, the cock loving, tranny. I remember being a kid and jerking off to dirty mags we stole from my friend’s dad. The pics that always made me hottest were the ones in the ads in the back few pages for phone sex with trannies. Looking at those hot and perfect women... Read full Story
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Narrative Messages Part 1
The theme of a story is its moral, its message, its meaning. Today, the story's theme is rarely, if ever, explicitly stated. Instead, the writer leaves it to the reader to figure out the meaning of the story for him- or herself. The theme, in other words, is suggested by the story as a whole, especi... Read full Story
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Picture Perfect
“What do you mean, you won’t? Carlos demanded, squinting into the sun. “Just what I said, I replied. Carlos was a gorgeous guy, with dark, wavy hair; a deep, tropical tan; even teeth, as white Chicklets; broad shoulders; a deep chest; a flat, firm belly; strong arms and legs;... Read full Story
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The Bounty Hunter - Working With A Partner
My boss, Carl Bronson, was pleased with the results of my first case, and gave me more jobs over the next few months. In each, I learned from my mistakes and was able to apprehend my target. Even better, I was finally earning some good money and doing something that was worthwhile and, more importan... Read full Story
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Britney Story
Yeah, for those of you that have already read it, this is just my "Oops, I Did It With Britney" story that has previously appeared in four separate parts in the "celebrities" section, but I've put it on here for a couple of reasons. For one thing, I've noticed that the stories in... Read full Story
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Shemale Ride Along (Part 3)
It was the last day of classes. All of the finals were finished, and everyone was celebrating. My finals had been particularly rough. It was the last semester of my freshman year and I didn't study as much as I should have. The problem was that I lived next door to a girl that I had been having... Read full Story
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Carol
What can I say about Carol? She's a wonderful woman full of all the quirks that any woman would have, but there was something different about her. From the very start, I was in love with Carol and I eventually became obsessed with her. This is a story about a man and a woman who were on a fast freig... Read full Story
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My First Time Out Part 6
Preface: It is not imperative, but helpful that you read Chapters 1-5 in order to grasp the personalities of characters in this story. WARNING: The following story contains some explicit foul language and IS NOT for reading pleasure for anyone under the age of 18; nor is it permissible to read if... Read full Story
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Your Best Damn Girlfriend Ever
There are times in a young man's life when it is so full of fun and sex that it's a wonder they survive. College is one of those times for many young men and it certainly was for me. I attended a small private collage in southwestern Ohio at a time when the world seemed to be totally focused on it's... Read full Story
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But it's just two guys right?
CD's and TV's are not really chicks they are guys and they have guy sex drives! Unlike many online Cyber Queens as I call them. Years ago I did do some cross dressing. Unlike those AOL and Yahoo frauds I really did dress up and unlike them despite digital cameras being new things and ve... Read full Story
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My Deviant Tgirl
I guess it was one of those tranny surprise moments she was a sexy shemale, I was a horny guy, nothing more... However, it is one of these transexual stories you simply must hear. You may think it's just transgender fiction, but I assure you: It's all true. I always found transgender fiction and ... Read full Story
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Healthy Behavior
"Uhh…is Mr. Stanford around?" "One moment dear…ooh, damn heels. Makes it impossible to walk through doorways. Here I am ma'am. So, did the maid get you here alright? Hello? Earth to…" "I can't believe this…" "Oh, the heels? Yeah... Read full Story
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From Tomboy To Boy
Mike Flannigan is a wealthy man who, at the age of forty, could certainly afford to retire from his law firm with a lot of money to spend. He had always been the most driven person in his family. He was born in 1951 in Dallas and lived there for most of his life. His parents were a working-class cou... 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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A LadyBoy For My Wife
I have been happily married to my sexy Thai wife Lisa for three years now. My wife is Thai is petite (5'1") with a stunning figure, a tight ass and long waist length black hair. We had met in a bar in Thailand and subsequently we were married back here in the UK. She was very loving with m... 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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Alexis Season
"Do you want to know the sex of the child?" Dr. Salinzki asked as he placed the ultrasound's transducer over Anne Williams' belly. "Your baby should be developed enough by to be able to tell with the ultrasound." "I think it would be good to know that, don't you?" An... Read full Story
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Extra credit for me
After failing my mid-term exam my day was ruined. I headed back to the dorm crying. Through lunch my friend consoled me and suggested I make an appointment with my professor for extra credit. I called the office of Dr. Writt and was told to show up at 2:00 sharp. At 2:00 I knocked on the office d... Read full Story
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Hot And Horny Meeting
I was invited to chat to a bunch of women who were interested in the female body and how it's reproductive system worked. They had put in a request for information on how the lactation process worked and what would be the best hormones needed for a healthy lifestyle. Most functions I attend are f... Read full Story
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Jon Story
When I learned we would be in Rio for a few days, I was overjoyed. Rio de Janeiro would have just what I was looking for. While on leave in Australia, I had developed a yearning for special girls, and through careful research, Rio seemed to be someplace very special indeed. It first started... Read full Story
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A Dickgirl Part 2
Ginny was mortified. For the first time in her life she hated her body. Why the fuck did she have so little self-control? Why couldn't she hold her body back? Why couldn't she be like normal girls? She cried all the way home, her tears drenching her shirt. She stopped by the time she got home, bu... Read full Story
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A wild adventure
I was driving down the Pacific Coast Highway one day in my pickup. It was sunny, and beautiful, a perfect California day. Only problem was the traffic. You could barely move. Still, you could hear the waves and the gulls and I was feeling good. I had noticed the blond in the convertable ... Read full Story
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Kayla and Tracy: The Layover
Kayla and Tracy strode across the marble-floored lobby, their heels clicking across, and suitcase wheels rolling across, in rhythm as they walked up to the desk. They seemed incredibly out of place in the relatively quiet hotel room. Kayla, of course, always stood out, especially when platform heels... Read full Story
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A Revenge Fuck
It had been a long day. I had fought the traffic after a miserable week to get home early and surprise my wife for what was to be a romantic weekend. But as I pulled up to the house my heart sank. I saw a bright red motorcycle in the drive way and something inside told me, "This isn't right!&qu... Read full Story
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Tranny Lisa's first sexual experience
My name is Lisa, I am a 25 year old well hung little lady. Looking at me you would never believe with my perfect girlie body what I have in store for you. The things that I can do and teach you would blow the mind of the most advanced sex addict. Run your hand down feeling my feminine curves, a litt... Read full Story
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How I became a gurl
So how did you become a gurl? That's the question almost everyone I meet or chat with asks me... how did you become such a sexy transvestite, when did you figure it out, when did you learn you liked cock. I actually love the question, because it turns me on to answer it. When I was 15 or 16... Read full Story
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The tranny from work
I've always had a thing about trannies. Just something. Never sure what or why. I loved looking at them. Seeing their huge tits. Their nice asses. Then seeing a dick between their legs. Now I'm not gay but, was always interseted. I would look up escorts here in town just to see how far I would go. F... Read full Story
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A Fairy Tale Part 1
=-=-Chapter One-=-= "Heather?" My boyfriend was knocking on the bathroom door. "What's wrong, are you okay? Heather?" "Yeah..." I swallowed thickly and that was a mistake. I threw up some more, kneeling on the floor, feeling like I was dying. "Heather?&q... Read full Story