Free Stories

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Special Delivery
This is a short work of fiction, but as with all good tales, there is an element of truth in there, as well. In my mid to late twenties, I started a new job as a delivery driver for a well known company, delivering mail order items and such to customers homes. My route would take in several count... Read full Story
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First Date With Daddy
My Dream Date. It hasn't happened yet, but a girl can hope, this story is very short story based on my fantasy's. It was Sunday night and I had my first date lined up with daddy. We hadn't met, but we had spoken online at depth and exchanged numbers. I had sent him a couple of pic... Read full Story
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Robin's Adventure
I wanted him to have me completely and totally. I couldn't believe I was feeling like this as I sat in the passenger seat of his car. His cock felt so large in my hands. I.... well I guess I'd better explain who "I" am. My name is Robin Daniels, I'm transgendered. I guess I've known it ... Read full Story
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The Wizard's Semen
The forest was dense, thick branches hid the way ahead forcing the four women to push through gaps that weren't really there as the foliage scraped and scratched them, making life very uncomfortable. "This can't be the way, there's something wrong" said Minerva from behind the leader, Cara... Read full Story
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Lost Girlfriend
I was on my way over to see Kelli, my current "squeeze", we'd been dating only a few weeks, but it was working out great so far. We hit it off well at the nightclub and dated a few times at some local hotspots having a good time in each others company. Kelli is a petite, yet medium ta... Read full Story
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Club sex the 25yo
There’s a very special private club around, it’d meetings take place in a very secret place. It takes a lot to gain membership. You have to either have a lot of money AND a friend in the club OR you have to take part in the ceremonies for at least a year. Also you have to be willing to b... Read full Story
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Headmistress' Favorite Sport Part 10
When Denise came to she was lying in bed. She had been washed and she could no longer feel the annoying diaper rash. In fact she felt fine, clean and well rested. On her feet were what turned out to be black Oxfords with seven-inch heels. Her ankles were in steel cuffs and connected by a eight-inch ... Read full Story
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Debbie Part 5
Debbie didn't wake up until her gag was wrenched from her jaws. Her hood, collar and earplugs had already been removed. "Wake up, shit-head," Mistress spat and slapped her face hard. Debbie came awake and noticed that all the straps holing her to the couch had also been removed. She felt a... Read full Story
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Siisy Bride gets what she deserves
I had Ben on a contact site and we live surprisingly close together in Manchester. Ben is a 6’2” black man who has a large sex drive and likes women and girly trannys. I am a slim white guy who likes to dress like a smart woman, not a slut. I haven’t worn a wig for over 6 years ... Read full Story
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The Greatest Lie Part 2
Never take a long distance bus if other transportation is available. If I had just lobbied my parents a little harder, they probably would have sprung for the plane fare for my summer school session at Minnesota. They were still pissed at me about the problems I had at the end of senior year, but th... 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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A Night On The Town
The third Friday of every month is my day. This is the one day, or rather night of the month that I truly look forward to. Only twelve times a year, do I allow myself to totally, absolutely indulge myself. To be a slut! A total tramp! To luxuriate, and fulfill my desires that have been pent up insid... Read full Story
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Adult Bookstore Dancer
Adult Bookstore Fun At one time there were eight adult books in my city now there is only one. Makes me very sad as I loved dressing up like a twenty-five cent whore and visiting them on the weekends. I think I enjoy all the humiliating comments and condescending looks the customers would make abou... Read full Story
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Becoming My Roomate's Wife
Him becoming my master started a year ago when we moved in as roommates – we are both in our mid 20's and had relationships break up at the same time (we were sharing apartments with our girl friends at the time). We have known each other for more than a decade and have no secrets from each ot... Read full Story
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A Night Out To Remember
A night out with Liz and Sue I had known Sue for almost five years but had known Liz for a lot longer. We had met while she was still at school although I was four years older we still became good friends. After she left school I helped her with her college work and more importantly when she need... Read full Story
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The Superbowl
I was very surprised when my brother-in-law Tom invited me to watch the super bowl with some of his friends. The only reason he would “invite” me over was to be his little sex sissy, since he had enough pictures of me dressed as a girl sucking and being fucked by him I had no choice but ... Read full Story
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Biker Boys Replacement Chapter 2
It's now Friday afternoon and I am in the shower. The hot water is running over my naked body as I soap myself thoroughly. I pause for a moment as I soap between my cheeks before pushing a couple of soapy fingers inside my tight hole. I gasp, it's the first time anything has entered me this way and ... Read full Story
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A Thrilling Adventure
This is a story about one of my friends. She's xtremebly attractive and is a 24/7 girl that I've known for two years. Every now and then we get together and fuck like minks but that's another story altogether. This is a story she told me about one of her many exploits. My name is Anastasia---I'm ... Read full Story
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Alex One: House Sitting for a Friend
Sorry, this is a little rough. I've tried expanding the original version but ... i dunno. Anyways this should be a continuing series of some sort. Alex One: House Sitting for a Friend. By Alex Shouse. My friend Karen had worked her way through a somewhat bitter separati... Read full Story
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Finishing School for Shemales
Mistress K looked at the school report and smiled. She wouldn't describe herself as an evil bitch, but plenty had. She was proud of her position. Headmistress of the Finishing School for TGirls. So many beautiful shemale girls had left her careful administration and gone on to happy lives, or ... Read full Story
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Always Be Closing Chapter 5
When I woke up from my nap I heard Tina in the living room so I put on my animal print robe and joined her. "Sleeping beauty finally wakes up." "Sorry, I was wiped out." "Well I hope you feel better now." "Oh yeah, I even got a massage." "T... Read full Story
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Am I Still A Virgin??
I'm a middle-aged, married, bisexual, semi-passable CD (I hate the words 'non-passable'). I've dressed for a few years, but for a multitude of reasons have never had anal sex. I saw an ad in Craigslist (CL) that seemed perfect for me. It ran in their Casual Encounters "m4t" section (T mean... Read full Story
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Dottie's Back
Four weeks had passed since my first blowjob party. In that time, I had become obsessed with getting implants. The concept of being tit-fucked and wearing deep-cut tops without being concerned about the distinct line between my flesh and the fake boobs had become a constant fantasy of mine. After be... Read full Story
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Downsizing Chapter 3
Work was going quite well. The company started to grow again, and some new personnel had been hired. Even unknown to me, there had been a couple of males hired in the last few months. Ms. Stanton had informed them when she got to the dress code that the makeup was a requirement, and that the one mal... Read full Story
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Fun Times at Halloween Part 2
It was the following Monday and I got a call from Kathy to come over to her room. After class, I headed over there and she let me know that she ran into Red. He said he had a great time at the party and wanted to take me out sometime. I was both excited and very nervous because even though I had suc... Read full Story
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Fun With Friends Chapter 6
The following week flew by and I visited Becca and Greg's twice, each time presenting myself at their door in sky high heels and a slutty outfit. Each time having let the two of them use my body as a fuck toy for mine and their pleasure. I knew that I wasn't gay as when I saw men I didn't wonder ... Read full Story
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Tyra Takes Control
Tyra: "On your knees, whore," she ordered still fully clothed. Tyra: "A whore belongs on her knees, doesn't she?" Jim: "Yes, mistress." Whack, she smacked him across the face. Tyra: "That's master to you mother fucker. A mistress doesn't have a 10"... Read full Story
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Threesome for Desi
After months of looking for someone to join us for a threesome, we finally found someone and he is coming over tonight. We are all going to meet at your place so I get over there right after work to get ready. We both take a shower and get dressed before he arrives. We sit on the couch together as w... Read full Story
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Fantasy: Sarina and I
Fantasy: Sarina Valentina and I by GR Early one Saturday morning, I was lying in bed, next to my wife of thirty years, reading. I still had my morning wood, in addition to the book's being only vaguely interesting, and my wife was sound asleep, snoring softly. Of course, I was not making ... Read full Story
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Sara by Sara
1000 – Sissy Story 29 – Sara by Sara Filed Under: Sara, Sissy Story by Anna Malice — 3 CommentsFebruary 26, 2012 4.00 avg. rating (81% score) - 3 votes Post number #1.000 I never thought to reach this moment.. in truth i always thought to cancel this blog.. a lot of time before of this.... Read full Story
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The Mocha Club... A Wife's Awakening
Fran had spent a restless evening in her hotel room, flicking through the channels on the television, finishing the large glass of red that room service had brought her and writing up the actions from the client meeting earlier that day. Now she was bored. It didn't help that the hotel her manager h... Read full Story
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Karen, My School Teacher Part 2
Just Staying a bit By FoxyHosed “Don't mention it. Now let me start on the pasta with meatballs!” She stood up from her chair “And besides, it will be nice to have someone to eat with, for a change!” She went to the kitchen to start dinner. “Make yourself feel at home!” I watched some TV ... Read full Story
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Ladies who Lunch - At the Gloryhole
Ladies who Lunch - At the Gloryhole By Sabrina G. Langton *** Author's Note: Hi, just a quick little story to make us all wet and squishy. Three mature crosssdressers have a little more excitement than they are used to after lunch. I hope YOU like it... *** The Boynton Tavern So w... Read full Story
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The Married Man of Summer #1
The Married Man of Summer #1 By Sabrina G. Langton *** Something quick.. something from a nice quiet neighborhood, I hope YOU like it... *Stories from the real world This story is slightly, slightly, very slightly autobiographical. Ha... *** Between the beginning of summer 1987 and th... Read full Story
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Aunt Susie's Training Part 4
My Aunt Susie grabbed my hand as I stood in my towel and made me sit down at her 💄 makeup table. I basically had no facial hair so the foundation was applied all over very easily. Next she started doing my eyes with a purple mauve shade of eyeshadow. She put on eyeliner and then mascara, then blus... Read full Story
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Dissidia Final Fantasy
Floating in an ocean of azure blue and ivory white clouds, a single castle main castle levitates in the epicenter of the area in front of the three travelers, while a smaller castle hovered adjacent to it. Traveling on a beam of concentrated magic that connected their previous world with this one, t... Read full Story
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How My Wife Became a Swinger
Hello, my name is Jackson, Jack for short, and I'd like to tell you about my wife and I and how we became swingers. I've changed the names of people and places to preserve privacy. Just so you know this does involve male on male sex and inter course with a transsexual. So let me begin. For the fi... Read full Story
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How My Wife Became a Swinger
Hello, my name is Jackson, Jack for short, and I'd like to tell you about my wife and I and how we became swingers. I've changed the names of people and places to preserve privacy. Just so you know this does involve male on male sex and inter course with a transsexual. So let me begin. For the fi... Read full Story
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The Greatest Lie Part 1
The greatest lie that they tell you is that what happens in high school doesn't really matter: that life begins in college. I pretended to agree, though I never believed it. For as you will see, I am the world's greatest liar. "Take Sadie Hawkins Day, for example," I said to my buddy Qu... Read full Story
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First time and what great fun
My name is Jakub, or Jake as my friends call me. At the time this little adventure took place, I was 20 years old and I guess I was a pretty lonely guy. Overall, I am a pretty average dude: 6 feet tall, slim body and average looks, the only thing about me that’s a bit different than most peopl... Read full Story
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Caught and Used Chapter 2
In my last story, I was discovered by wife's friends, Mandy and Michael. If you didn't catch the last adventure; they caught me dressed up in my wife's lingerie, fucking myself with a dildo. Mandy took advantage of this opportunity, and catered to Jim's fantasy while her husband Michael watched. ... Read full Story
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Billy Is Billie on Halloween
It was October 30th when I first found out who I really was, a cock sucking cum drinking whore that needed to be fucked. For so long I have dreamed of women without having any luck actually being with them. With my very feminine figure and shoulder length hair I was always pushed aside for the bigge... 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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Brazilian Heat Chapter 2
The next morning as I awoke I could hear the shower running. I gingerly got up. Moving slowly because my ass felt like it was on fire. He had rutted me good last night. The thought of last nights debauchery brought a spark of hunger to my very core. I walked into the bathroom and watched as he/she w... Read full Story
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Office Policy
“Ok ladies and gentleman, please put your hands together for the beautiful and talented Erika!” the DJ’s voice rang out over the thumping alternative beat as the object of my lust strutted to the stage. Erika’s saucy red curls bounced on her head and on her soft porcelain whi... Read full Story
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An Exploit as a Paid Whore
I’m submissive by nature. Big surprise huh? I think most girls like me (I’m a transvestite) are. It’s funny but before I really got into the whole dressing scene and I lived most of my life as a guy I wasn’t all that submissive. In fact I remember being a little above average... Read full Story
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She Rocked Me
I first saw Connie on a warm and bright Autumn morning as I walked through Soho, from Greek Street to Cambridge Circus. She was standing in front of Ed's Diner on Old Compton Street and was a delight to behold. She was about 5' 7" and had a slender build, and a pretty face with full lips, lovel... Read full Story
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My First Time
This is my first ever story written about my first ever sexual encounter with a transgender woman. I really hope you enjoy and want to leave me some feedback… I have slept with many women in my life. I have been married, had more girlfriends than I can remember, several fuck buddies and far too m... Read full Story
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First Time With A She-male
My First Time with A She-male At that time I was 28 yrs, single as always after my gf of 10 months left me for a better alternative (we are friends till now). One Friday evening i was returning from my work a little high on vodka n some joints. I saw this boutique kinda shop near my locality dis... Read full Story
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Cara's First Time
Cara's First Time This little true story is about the first time I was with a man and a night that I will never forget. My name is Cara. Well that's my girly name, I'm a cross-dresser. I've loved dressing up in women's clothes since I was young when I used to dress up in... Read full Story
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Kidnapped (Adult Fiction)
Kidnapped I remember being normal. I was a young man in my 20's living in my parent's house struggling to get by. I was online more than I probably should have, but it was an escape from the harsh reality of my life. I didn't feel fulfilled or like a success, I felt like a failure on many differe... Read full Story
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Blue collar Master, white collar slave
I sit on the couch in my owner's house, dressed every bit the slave I am. My body from the tips of my toes to my eyelashes is completely and permanently hairless, smooth, soft and beautifully tanned. My upper body is clad in a thin, soft and pink rubber T-shirt and my ass is clad in a pa... Read full Story
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The Invitation
"You see, we have to come up with something that would be so embarrassing for you that there is no way that you would ever show those pictures of me to anyone, regardless of how d***k you got, or how horny you got or how pissed off at me you were,” Sally went on. “Something that wou... Read full Story
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Angel Chapter 7
Angel Jones's Christmas sex affair with Dennis McGowan had been extremely enjoyable, but strictly a one-time thing. Although tempted to stay in London, in hopes of enjoying more of the lovely T-girl's charms, he had previously taken on commitments that had to be met, and he left London in order to m... Read full Story