Free Stories

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Threesome goes clubbing
Ft. Lauderdale is probably the most LGBT friendly city on the east coast. So many nice restaurants and clubs that welcome all and have many LGBT employees as well. Lydia and I have been married several months, we had met Joanne an absolute amazing transgender girl during a weekend trip to the Baha... Read full Story
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The Dating Game
This happened a few years ago when i had just been accepted into Edinburgh University to undertake my Masters. As all students do, I went to the tourist spots with an eye on the other tourists and potential bars to frequent. Having come prepared with an arsenal of dating apps downloaded I was all s... Read full Story
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First time
Hi, my name is Sandra. In fact, I'm not exactly a girl, but a CD. Even as a child, I felt different and I used every opportunity when I was left alone in the apartment to dress up, to put on women's clothes, to put on make-up. In time, I started watching porn, as did all my friends. But, unlike them... Read full Story
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A Stay At Cousin Clare's
As a teenager I always used to spend about ten days each year with Cousin Clare and her parents. Clare wasn’t actually my cousin, but her mother and my mother were at school together, and it was a convenient way to refer to her. Clare was an only child. At the time of the following exciting adve... Read full Story
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Sex In Stilettos
Standing before the full-length bedroom mirror, I treated my reflection to an almost unjustly critical appraisal. My indecently short black leather dress clung for dear life to my every curve and went perfectly with my high heels, whorish fishnets and black leather jacket. It was the sixth outfit I ... Read full Story
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Blossoming Shemale
My name was James. It was, before everything that happened, anyway. I'd come from pretty good stock, as the snooty, upper class would likely say. I guess I still did, although it would take a DNA test to prove it now, and to be honest, I didn't really have the desire. That was all before. I have to ... 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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That night....
I was extremely nervous when I pulled out my phone and dialed the number. Never before, in my wildest dreams, had I thought I would act on one of my strongest fantasies. I knew I would be nervous when I first met her, but after exchanging pictures and seeing that big, fat cock of hers, I knew I ha... Read full Story
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Very Impatient on a sex fanstay
Are you ready for this Mish?" "Not really but it's too late to back out now." I stood in a dark alley before a metal door shaking with both anxiety and the cold, waiting for the door slot to open and for the night to begin. I wouldn't admit it to my friend Simone but secretly I hoped we would ... Read full Story
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Seattle Weekend
Saturday morning and such a beautiful day nice and cool morning I went for a run. I consider myself in fairly good shape for my age but I try and make it to the top of a hill in our neighborhood. I get winded fairly quickly. Coming down the hill I ran into a nice looking athletic girl, maybe 38 year... Read full Story
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The New Housemate's Secret
https://chyoa.com/chapter/Introduction.150836 The New Housemate's Secret How will you discover the hot new tenant's secret? Chapter 1 by Bauer1 The doorbell rings, a soft knocking accompanies the bell to break the silence of the house. You look up from your laptop nestled snuggly in your la... Read full Story
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TO BE OR NOT TO BE – PART 3
TO BE OR NOT TO BE – PART 3 by Spanky de Bautumn Part 2. At the hotel in New York City, Sunny meets the bellhop, Antonio, and they go out for a drink when he gets off of work. The call came at exactly seven. I had woke up about five minutes before and was watching Antonio sleep. All of the oth... Read full Story
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A Tuesday To Remember
A Tuesday To Remember It was much like any Tuesday for the last year, except when I came in my wife, Deena met me at the door coming from the garage. She grabbed my arm and started leading me into the living room as she said, “You better say yes, yes to everything.” I had no idea what she was tal... Read full Story
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Sweet Encore
I was alone tonight and feeling just a bit paranoid as I listened to the soft music. The soothing sounds put me in a seductive mood, but It seemed that all my lovers were too busy for me, or they had other plans. Uncle Barney and my detective were probably home being dutiful husbands. Bo was under h... Read full Story
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The orgy with a shemale
I had to move to Japan back in the fall of 2004 and lived in Tokyo in a 3 room apartment.I could not pay all of the rent so I lived with a female school teacher age 27 years of age and japanese.Her name was Miki.There was a one more girl who was friends with Miki ,I never seen much of her.Her name w... Read full Story
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Seduced Willingly Part 2
She must have had on lacy silky panties, but cause as she picked up the rythm doing my back and lower back with her hands, her cock was slowing sliding up and down. I was literally having butterflies, I was probably trembling in my thighs and precum was leaking out of me like a faucet. I was more tu... Read full Story
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Showroom Part 2
I had rushed out of the showroom and quickly driven off, removing myself from her... him, hell I don't know what. It just seemed impossible that such a beautiful woman could... well could have been a man. Why didn't I see it? She seemed so natural, so seductive and so good at giving me a blow job. ... Read full Story
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Attitude Adjustment
Angel sat on a chair in a crowd of women. She had come to this club to take in a couple of shows and she was really enjoying this one! This show was a group of hot looking guys that stripped for a living, which is nothing unusual in Miami, but these guys showed the "Full Monty", or in othe... Read full Story
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Alpha Gamma's Secret
Molly woke up to the sound of her alarm clock beeping. She opened her eyes slowly and looked at the time. It was 7:00 AM. She groggily reached over to shut it off, pulled away her blankets, and stepped out of bed. She walked from the bed room which she shared with her sorority sister Gina to the ... 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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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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Transsexual Sisters Chapter 2
MICHELLE AND NICOLE TRANNY SISTERS Part 2: Living with lesbians During freshen orientation the girls kindly declined approaches from many men and some women. They needed to find their bearings and were not ready to reveal any hidden secrets yet. They first needed a place to stay and searched t... Read full Story
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V Is for Vicky
"Mike, it's getting late. You really ought to go and fetch Martina." That was my wife Mary talking. We'd sat up until almost one in the morning waiting for Martina to get back from the party. At first I was reluctant, I mean, Martina was nearly eighteen and really we should be standing ... Read full Story
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Girly
It was cold. I was running fast so that I could not get too wet by the falling rain. The streets were quiet, because everyone was inside. It was twenty minutes before midnight. I was nervous. It would be my first time I'd have sex with anyone other than a woman. I love women. I'm in love with them. ... Read full Story
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Cindy She Thong
Dialogue from Cindy’s point of View: Her name is Cindy and she is a shemale. Cindy is a beautiful woman is every way except one. She does not like the term tranny and prefers being referred to as a shemale. She is truly happy living as a woman. She began taking light doses of hormones at 19 she had... Read full Story
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MY Party Favor Fantasy
My Party Favor Fantasy A fictional story built around an old fantasy of mine I ran a notice on one of those sex sites that said” Help me fulfill my fantasy and I bet we take care of some of yours also. Hi there, I am Penny and I am a total bottom trans w... Read full Story
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TO BE OR NOT TO BE – PART 2
TO BE OR NOT TO BE – PART 2 by Spanky de Bautumn Part 1. Sunny, Mel, and Shari learn they are going to New York to perform a play off Broadway and are really excited about it. Being a small troupe, we unseen members had to wear many hats. Unfortunately, there was just the two of us, Joe Donn... Read full Story
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TO BE OR NOT TO BE – FINAL ACT
TO BE OR NOT TO BE – FINAL ACT by Spanky de Bautumn Part 7. Sunny spent the night with Antonio and the next day they went to Mel and Shari’s for some fun. Antonio had school, so he was up and out early on Tuesday. Mel was in the shower and I was laying in bed, my mind wandering and not real... Read full Story
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The four of us
Jan and I have been together now about 4 years but known each other since High School. We are both in our early fifties. We had met a transgendered girl (Gabby) about a year ago and we get together about once a month and enjoy each other’s company, going out playing and having intimacy together. Gab... Read full Story
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A Series of Perverse Dreams, Part 3
After my last couple dreams, I began to watch a ton of gangbang and bukkake porn. I had jerked to this kinda stuff before but now I was watching it constantly and this time around, it was to the thought of being the girl in the scene. Something about watching a beautiful woman taking numerous cocks ... Read full Story
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Shemale Pussy
My wife Carol loves to bring she-males home for me to suck and fuck while she watches and masturbates. She works at a club that has she-male entertainers and there's nothing like having a hot she male straddling your lap so you can oil her smoothly shaven body down with baby oil. It's even better... Read full Story
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My Surprise
Here I was in another strange town; the hotel was as usual just one of Those places you sleep in and I was bored and fed up with travelling A drink I thought I need something to relieve the boredom. An hour later I was in a bar in now what was the name of this town ?, Drinking alone in the corn... Read full Story
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A Fairy Tale Part 2
=-=-Chapter Six-=-= I woke up sometime later and I was feeling better, even a little hungry actually, and I wanted a shower and I needed to pee and...I cocked my head as I heard the unmistakable sounds of Mistress Stacy's bed moving. She had a large one, king sized, with old springs or somethi... Read full Story
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Amy The Tranny Part 1
I met Amy at an adult theatre in town. She was dressed to nines in a mini skirt, tight halter top, and pumps leading up a pair of fishnet clad legs. I invited her into a private booth and once inside, went over her price for some adult fun. She told me I couldn't fuck her as she was on her per... Read full Story
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Tilted Kilt Chapter 3
Girls Only Party I drove down to my sister Katie's house in Carlsbad on Saturday morning to spend the weekend with her and her girlfriend Brandi. I live in North Orange County so it was only an hour drive. She's 25 and I'm 24 so we grew up together and were always friends. We shared our lives and... Read full Story
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Tilted Kilt Chapter 5
"What can I get you tonight?" "Mojito" I walk down the bar and bend over to pull the bottle of rum of the shelf with my back angled toward the customer at the bar. I always wear my short, plaid skirt low on my hips. I'm sure the tattoo on my lower back is in obvious display... Read full Story
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Being Curious Has Big Rewards
I was brought up believing that men were not supposed to have sex together. The thought of this taboo type of sex was always made me curious. When I was 18 or 19, I visited an adult book store, just because I was horny and wanted to get a magazine that showed people getting fucked so I would have... 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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Shemale Ride Along Part 1
I'm going go ahead and get this out of the way. During my freshman year of college, I was confused about my sexuality. It sounds strange saying this right after calling myself confused, but I loved girls. I really did. I loved all of their shapes and curves. I loved tits, pussy and ass. Now... Read full Story
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BANGING AROUND BANGKOK
BANGING AROUND BANGKOK: THE AMOROUS ADVENTURES OF CAITLIN "MEOW" MORRISON after living and working in Thailand/SE Asia for many years i decided to write an erotic story based on some of the people i have known, venues and places i have been, and the P4P night-scene where i spent way too much... Read full Story
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Milking Time Jordan's Arrival
These stories involves a group of shemales who live on an island that exists in our world, but they chose to remain mostly isolated. That's part of the reason I also call them amazons. The shemales in my stories have genitalia that start at John Holmes' size, and then get much bigger. (This is a... Read full Story
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Chance Encounter 2/7
She turned over onto her stomach and lifted her ass up for me……. I’ve seen some gorgeous asses before but Vanessa’s ass! It was heaven, it was perfectly shaped, it was clean, it was smooth, it was divine and it looked tighter than I expected. I slapped her left cheek and I got an incredibly sex... Read full Story
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My Fantasy Story
My first time, Sissy Cuckold for BBC After ten years of marriage, my wife and I wanted more. First we went to some strip clubs together. One night one of the girls my wife liked told us about a swingers club. So we gave it a try. Best decision we'd ever made. We went, at first just wallflowers, ... Read full Story
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Hot Part 1
I should have realized something was going on when it first started. I was her stepfather and Angela was about 16 years old the first time she started to hug around on me. This went on for several years until she became of age. After her 18th birthday, she started wanting me to kiss her on the lips.... 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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Salacious Sarah
Joe Dodge walked down bustling Market Street in Philadelphia in awe. Joe and his wife Tammy moved here 4 months ago from a small town in Alabama. The 24 year old man missed his hometown but at the same time he marveled at the sights in the big city. It was Friday evening, he always went straight hom... Read full Story
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They Were Right
They were my friends, but I'd had sex with both of them. Not at the same time, but I had dated the one for a month and just started dating the other. So, although the thought had never crossed my mind before, I found myself dressed up as a girl for Halloween. After we had partied at a few clubs and ... Read full Story
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Tilted Kilt
"Hey Shari. Take a look at the couple in the corner for me. Don't they look like a couple to you?" Shari took a glance while loading her tray with four cold beers in frosty glasses. "Yeah Danika, I'd guess they are. Why do you ask?" "Because she slipped me her phone nu... Read full Story
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Roxy
I’ve been the president of my goys school PTA for the last two years and really enjoy doing it, so when the national conference came around, I went with my husband’s blessings. It was a four day conference in Atlanta, Georgia and as I had no one to room with, I was assigned a roommate. I... Read full Story
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Exotic Escapades Chapter 3
The smell of wood and coffee filled the quiet house as Tammy slowly picked herself up from a plush couch. Daggers of sunlight blinded her eyes as she eventually got on her two feet. Her body ached, and she noticed a small pink bandage on her left leg. The terror and pain of last night shook her as s... Read full Story
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Shemale snapped
Camilla took a few steps out the door of her balcony to get a feel for the temperature. Thankfully it was cool out. It had been a hot day, which meant a cool night was welcomed. She closed the door and pulled out a pair of gold hoop earrings. She was suffering from a mild case of the jitters. The... Read full Story
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Porshe's Escapade Chapter 5
I'm walking through the crowded hotel lobby looking like a slutty school girl hooker, everyone's eyes are on me, and I'm being led by Jeff who is slightly in front of me holding my hand. We head to the elevator and step in just the two of us. I'm a little relieved yet now I start to get nervous of w... Read full Story
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My stepmother has a surprise for me
My name is Robert, I'm 18, skinny and not too tall. I've never had much luck with girls, in fact I never dated one and I used to spent my days playing games on my computer and watching porn. Shemale porn. Dominant shemales fucking men. I wish i could be one of those men on the videos, that turned me... Read full Story
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The Girl Next Door Ch. 02 by derezzed ©
Chapter 2 – Taking the Next Step Into Depravity Michael hardly got any sleep that night. When he did his dreams were filled with images of Jenny and her large penis. He tossed and turned in frustration. As he rolled over for what felt like the thousandth time he was blinded by the sunlight that h... Read full Story
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Chance Encounter Part 3/7
We were passionatley kissing each other for a while and slowly but surely I could feel her wonderfull cock grow hard again………. I told her how good her cock felt and we continued kissing but now she was rhythmically sliding her cock over mine while we kissed. Her luscious balls felt rock hard as w... Read full Story
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My first time having sex with a Tranny
I have been obsessed with Trannies for as long as I can remember. There is something about a gorgeous feminine woman with a big thick cock that drives me crazy! I turns me on so much that I kept pushing myself further with my love for Trans women. I bought sexy dresses, underwear and heels to wear s... Read full Story