Free Stories

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Cross-dresser Drinks Cum
Nikki looked up at me with her big, brown eyes as her head bobbed on my cock. Nothing was quite so sweet as one of her blow jobs. She had this way of dragging her tongue along the underside of my cock that made me want to cum in seconds. I always tried to hold it, but Nikki wouldn't let me. When she... Read full Story
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Eve Quest Part 3
Sometime during the night I was released. That exquisite pain at the point my limbs were release must have dulled my recollection of the events. I'm reasonably sure I was given the Toilet command and I hope I did a good job. In any event, I was still on the bathroom floor when I heard my mistresses ... Read full Story
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Mom's girlfriend has a fat cock
When I was a teenager, my mother got remarried...to a woman. At first it was odd, because their roles in the relationship were so clear. My mother was the "bottom", and Jamie was the "top". They're great to each other, and I have grown to love Jamie unconditionally. I'm eigh... Read full Story
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A Schoolgirl Story Chapter 2
I must apologise for the amount of time that it has taken for the second chapter of this story to come out. I have to admit that I had kind of abandoned it, but all your lovely feedback comments made me decide that I couldn't leave this one hanging. So thank you to everyone who wanted more of Wendy,... 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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Biological...Father?
I stood on the stoop outside of a small white house with red shutters about a thousand miles from home. The house was in a nice neighborhood in the suburbs. There were rows of identical houses next to it with similar small patches of lawns and plain black mailboxes. All of the houses appeared to be ... Read full Story
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Head Cheerleader Mikki Part 4 Mikki wants a Boyfriend
This is part 4 of Mikki's story. Please read the previous chapters. After Monday night at Tommy's house I came to the conclusion that I want to be with Donna when I'm Mick and guy when I'm Mikki . It's Friday night and Donna is coming over . My dad is coming home on Sunday so my mother wants to s... Read full Story
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Wifes friend
Johanna had invited a friend to stay over the weekend. Her friends name was Lorenzia. She was from Chile and had a natural tan skin. She was a fitness geek and was extremely fit. She had thick black hair that she keept in a thick ponytail down her back. She had a wonderful ass and a c-cup sized brea... Read full Story
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Fantasy to Reality Chapter 2
I faded in and out of consciousness My mind was pulsating from the excitement of a glorious dream, it involved a sissy kneeling subservient at the feet of her master, a single drop of cum dripped from her bottom lip and landed in the small puddle on the floor. The sissy's eyes looked up at the re... Read full Story
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50 Shades of A Bookseller
So, I finally got a "proper" job and managed to move out of my parent's house. It was a damn good job too, as my crossdressing was becoming increasingly difficult to keep secret. Numerous times my Mum would try to talk to me through my bedroom door, whilst also slowly creeping it open to ... Read full Story
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Desiree and Big John
It had been only a week since I'd introduced "Desiree, the Hot to Trot Transvestite" to my girlfriend Suzie, leaving me not a bit surprised that she chose not to spend the very next weekend at my place. While she hadn't freaked out, she was concerned I was gay since I was so convincing but... Read full Story
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After Gym Class
I was tired. It was the last period of the day, so at least the day would be over soon. I didn't sleep very well last night, still thinking about that jerk Josh and what he had said. "I really want someone who is more open to doing different things sexually," he had said. What the fuck, he... Read full Story
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Brazilian Heat
At twenty-six I did something I had been trying to do since I was eighteen. I finally took the vacation I wanted. Ever since my freshman year of college I had been trying to get to Brazil for spring break. Spring Breaks came and went and never once did I make it to Brazil. All I knew was that I was ... Read full Story
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Sally's First
My heart was racing a mile a minute as my hand reached for the door knob to open a whole new world to me. Although I had been dressing for about 15 years, at 23 I still hadn't been outside or let anyone in on my secret. The last 3 years had been hell for me as I had started to play with dildo's a... Read full Story
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Tea-Girl's Repeat Performance
It was the last night before my girlfriend was due back from the Hen Night she was on, and I had already washed her clothes from my previous day's fun with the electricity meter reader, during which I made a mess of her satin thongs, pantyhose and white body-tight top. I wanted to relax, with a bott... 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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Professor to Sissy Slut
I had just turned thirty-four and I was miserable. My wife of twelve years had left me for another man and was living with him. We were not yet in the process of filing for divorce and I was hoping she would have a change of heart. I was still in love with her but I understood why she had left. We h... Read full Story
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Down the Path Part 2
I waited to hear from him again. At first, I didn't know if I really wanted to get together again. The first time we met, at times it was a little more intense than I was looking for. After a few days I couldn't get him out of my mind. I couldn't believe how badly I wanted him to call me. Finally... Read full Story
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First Time as a Cum Slut Chapter 3
About a week later I phoned the number Charlie left and we spoke, he asked me if I had enjoyed our last meeting, "I loved it Charlie and want to do it again soon." Charlie replied, "I am glad to hear that as will a couple more friends of mine. What are you wearing right now?" ... Read full Story
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Thai Ladyboy goddes in Tokyo and a cheap love hotel
This is a real account of my meeting last week with a beautiful Thai ladyboy working at a flashy show at a night club in Tokyo. Written as a not to her. Hope you like it. You sexy ladyboy goddess, I must say you have the most beautiful body. When we first started drinking wine and talking ... Read full Story
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Caught in Panties & Dominated
I love to wear sissy clothes, and I fantasize about being controlled by a dominating mistress, who forces me to wear her clothes, to take her boyfriend's cock into my virgin mouth, make love to his big stiff cock, deep throating it until he comes into my mouth, filling up my mouth until his hot cum ... Read full Story
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Amanda and Me Chapter 2
I rolled over after reading Amanda's note with a big smile on my face. I couldn't believe that after all the time I had spent masterbating to shemales and fantasizing about meeting one it had actually happened. Not only had it happened but it had been the most amazing sexual experience of my life. ... Read full Story
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Amazon Archipelago
On the northern end of Stuart Island, in the far corner of the San Juan Islands in Washington State, an old lighthouse guards the broad, deep channel between the United States and Canada. No longer manned, the building and light tower stand empty now, replaced by a soulless but efficient solar-power... Read full Story
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Totally dominated
I was out walking one night, a walk i used to make with my girlfriend. We had just broken up a few days ago. I don't know why I was walking here again, the memories weren't good ones. She had cheated on me with my best friend. Anyways, I was walking this familiar path through the city streets when I... Read full Story
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How I Became Vanessa Chapter 3
Hello dear readers, I strongly encourage you to read the previous two chapters of this story to fully grasp the sudden changes which affected my life. * At home, Elena was waiting for me but she wasn't alone, her boyfriend was there too. He was a tall black guy named Jeff. I told them all t... Read full Story
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Flowers in the Heart Part 2
Chapter 1 "Hey Scott, Fauna kind of likes you," Jenna said, snickering. "Hey Jenna, it hard to hear yourself over that echo?" Scott said as he caught the football, and then heaved it back to Ronnie. "Huh?" Jenna asked, puzzled. "Yeah, your head up your ... Read full Story
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An Unexpected Birthday Gift Part 2
In my first story I forgot to mention my name. My "male" name is Michael. When I am dressed I prefer to go by Tanya. Now, back to the story. Having given my best friend some time to recover, I decided it was time for round 2. "You said that it was the most amazing blow job you e... Read full Story
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Whitney's Way
My arms were stretched over my head as I finished hanging the last sheet of drywall. Another step closer to the end of the two year process of renovating our first house, it was hard to conceal my sense of pride at turning a worthless wreck into the nicest place on the block. But as soon as I heard ... Read full Story
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Shelley's Not a She
Her name was Shelley, she was a waitress at the local steakhouse Buck's, and she was the reason that Matt came back to the place every Friday night for dinner. Sure, the sirloin was pretty good and the chef made it a point to offer some interesting sides, but it was watching the swish of Shelley's s... Read full Story
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New School, New Life
Part of my father's job is on-campus recruiting, so when it was time for him to spend a week at the university where I was enrolled for the following fall, we decided that I should go with him and familiarize myself with the campus. We left on a Friday morning to ensure I'd have a full week on ca... Read full Story
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Ivana Pushing Sissy's Limits
"You look ravishing," my wife Ivana said as I stood before her in a short red velvet dress with white tights and black Blahnik mary janes heels. She walked over to put a hair band in my long black hair. It was down to my shoulders now, flat-ironed straight. We stood together in front of... Read full Story
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Transexual brothel
While I was on vacation, I went to a famous brothel. It was a large place with several different bars, a room with stripers, a video bar. etc. I wondered around for a while taking it all in. I settled down in a little quiet bar with a classic old black-and-white porno movie playing on the TV. I was ... Read full Story
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Ms Erikson's cock
Late for school again. I threw the door to my classroom open. "Sorry I'm late mis Erikson." I said to my teacher. "Sit down." she said sternly. I didn't care much for school, my teacher mis Erikson was the only good thing about it. She was in her mid thirties and she inspired a... Read full Story
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A New York Adventure - My fantasy
It was my nephew Simon’s stag weekend in New York; I really didn’t want to be there but my sister insisted and my wife and daughters backed her up. My useless brother-in-law had deserted his family years before and I was expected to be a guiding influence; and so Simon, several of his friends and I ... Read full Story
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After Gym Class Chapter 01
I was tired. It was the last period of the day, so at least the day would be over soon. I didn't sleep very well last night, still thinking about that jerk Josh and what he had said. "I really want someone who is more open to doing different things sexually," he had said. What the fuc... Read full Story
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Double Anal With a shemale
....He answered the door and there she was beautiful as ever. He had just paid 500 dollars to have a transsexual e****t come directly to his door and greet him. She had on a long pea coat and thigh high boots. When she took the pea coat off all she had on was a one piece swimsuit. Her tits were a 36... Read full Story
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My transsexual girlfriend
.........I used to date a transsexual woman named Lexxi for about a year. I loved her cock so much it was amazing. It was 9 inches with a 6 inch girth and mine was 8 inches five and a half inch girth. (we measured both of our cocks together). Every morning she would wake up with a pulsating hard dic... Read full Story
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Shemale Prostate Orgasmic Bliss!!!!
if she wanted breasts." "Oh no. That's the amazing part. The more I dressed him the more feminine he became. By now I'd moved him her and her clothes into the other bedroom. She wasn't happy with that but we came to an agreement; I'd milk her once a week and she... Read full Story
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Big Cock Heaven
This story is written from the Shemale's point of view. "Jane" is based on a real Transgender woman from California & my friend. She gave me the outline of a meeting she had with "Janardhan." ***** My name is Jane and I am a natural red head blue eyed 34 year old T... Read full Story
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My dream Pt 1
This is my first story..... I am myself as Sydney and this is written with what i hope the person who falls for me thinks of.... __________________________________________________________________________________________________ It wasn't my idea to move to Phoenix; well it really was my choic... Read full Story
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First Time: How I Love Cock
The first time I ever sucked a dick was when I was around 12 years old. I was at a sleep over with a friend. We were camped out in his backyard in a tent and he started things out tentatively by asking about my luck with the ladies, which was non-existent. Then he suggested that since neither of us ... Read full Story
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Spring Morning
First morning of spring After the long winter it was just starting to get brighter and greener, white anemones were blooming and in a few weeks spring would be at it's most beautiful phase, but for now the gloom of night and mist was just retreating back to the sea and sun was rising giving me ... Read full Story
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Shopping plus extras!!!
Hi, so as you can probably imagine I buy a lot of underwear and have a few favourite places to shop. My favourite by far is Ann Summers. The range is great and the staff are so helpful . Anyway back to the story. So I decided to go get some new underwear to see in the new year, I got myself up and d... Read full Story
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Aunt trip
In 2013, after almost three years of service in Afghanistan, George Madsen, a gay Royal Navy communications petty officer, retired. His experience in the distant deserts had left an indelible mark, the memories of friends lost and challenges faced still burned vividly in his mind. Coming home was n... Read full Story
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KING OF TRANNY CHASERS ENTRY 1
IT WAS AROUND 1AM AND MY GIRL FRIEND GINA AND I ARE GOING AT IT.HER NAKED BODY WAS HANGING OFF THE BED IN DOGGY.HER BIG CARAMEL ASS CHEEKS JIGGLED AS A POUNDED FROM BEHIND. SHE WAS SCREAMING "YES BABY" AND MOANING NON STOP..AS BEAUTIFUL AS SHE LOOKED AND HOW AMAZING HER BACK SHOTS WERE LOOKING..W... Read full Story
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Revenge is a Dish Best Served Hot
Commissioned by: Hobgoblin Written by: christhestampede ~~~ Yuffie climbed off the Highwind's ladder and stormed across the field to a nearby clump of trees, fuming and kicking at the ground as she went. Before entering the grove she turned and shook her fist at the departing airship, cursi... Read full Story
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Unforgettable First Time
I am in my late thirties and have known for a while that I have a sexy body. I'm 5'11", slim and athletic with little cherry butt and shapely legs. A lot of women have told me my body is sexy. A few men have mentioned it too. Sometimes I get photo-snapped at the pool or the beach. I've been luc... 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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All Night Forced Sex Part 1
I woke up in the morning at half six had a shower then got dressed. Then I was off to uni I drove to uni as I do every morning. I then had a pretty normal day at uni during our 2 hour break between one of our lectures we all went for a drink and got pretty drunk before going it was a good laugh as e... Read full Story
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My First Time Out Part 4
It was Sunday morning at eight o’clock when the phone rang. Shayna’s eyes felt like they were glued shut but managed to answer the phone on the third ring. “Morning,” said Shayna as she was still half-asleep. “Good morning Shayna. This is the Bell Captain calling.... Read full Story
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The Birthday Gift
I wasn't really looking forward to my 30th birthday. It's not that I was worried about getting old. Trust me, I'm not one of those guys who go looking for new gray hairs every week. Besides, I was plenty happy with my body at the time. I stood about 6' 2" and had a pretty muscular build. I wasn... 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
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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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The Birthday Gift
I wasn't really looking forward to my 25th birthday. It's not that I was worried about getting old. Trust me, I'm not one of those guys who go looking for new gray hairs every week. Besides, I was pretty damn happy with my body at the time. I stood about 6' 2" and had a pretty muscular build. I... Read full Story
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Becoming A She-Males Bitch Part 2
After last nights ordeal I was given something to drink and taken to a bedroom upstairs. What I drank must have had some kind of drug in it because I was knocked out. I bet I was asleep in just a couple of minutes. I barely even remember lying down. When I woke up I was naked, sore as hell and fe... Read full Story