Free Stories

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Woman of my dreams is making me the woman of my dreams (pt 1)
I met Amber one day while I was out at the beach. She was so far out of my league – a 5’4” slender and toned stance and exquisitely tanned body with a bikini that left very little to the imagination. She was unbelievably hot, so it was no surprise that I was tongue tied when she walked past me and s... Read full Story
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Camming down the rabbit hole Ch3
Slowly stirring from my sleep, I stretched under the covers and a pleasant sensation spread across my torso, remembering what I was wearing when I went to bed I smiled at the caress of the fabric on my skin. It was a strangely comforting feeling, the pressure from the bra, panties and nightie felt l... Read full Story
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How I Became Vanessa Part 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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Eden
"Hey Frank, where ya been? I need ta ask ya somethin' man." "I'm on vacation. Talk to Abbey. She's the boss until I get back. Ya better get used to it, because when I retire in a few months, she'll be taking over on a more permanent basis." "Retirement? You're only 29 years ... Read full Story
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Headmistress' Favorite Sport Part 4
Over the next weeks Denise and the others settled into the routine, accepting their new life. Cindy did, as Mistress Hoffmeyer had predicted, break very easily and now she had been remolded as the slave-sissy her master wanted her to be, docile and obedient. Others needed more effort and others less... Read full Story
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Headmistress' Favorite Sport Part 6
At Mistress Rachel and Master Tony's house Denise was pushed into the role of maid along side her mother, Susanna. Susanna had been reshaped exactly as Mistress Rachel wanted it. She was now a devoted little nymphomaniac slave who loved her mistress and master and who would do anything for them. Lik... Read full Story
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Debbie Part 9
It soon turned out that Debbie wasn't destined to spend the rest of her life as a whore. As she returned to the apartment one night one of Mistress' men was waiting for her. She had only just opened the door, when without a word he cuffed her hands behind her back, gagged her and put a collar and le... Read full Story
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Permanent Stay in Mastersville Part 4
My training was now reaching full speed and I was handling the maid's duties in the house, while at the same time spending a lot of time with sex training. Diane, on the other hand, was clearly reaching the end of her stay with Mistress. It was quit clear that a buyer would soon be found for her and... Read full Story
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Nylon teasers
They came into the video store where I worked as a clerk. Almost every day. Teasers. Both of them. What made it both great and terrible for me was that it fed my deepest fetish -- stockings -- as it denied me any fulfillment other than frequent and frantic "self-gratification."... Read full Story
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Panties For ME
Ok, here's a quick story and true at that. I was away on business one night and surfing for sex on Craigslist. The title of my post was "If I'm so strait then why do I want to get fucked like a girl?" It was a popular post and I got a bunch of replies, and a bunch of men wanted to fuck me.... Read full Story
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Blame it on the Wedding Dress Chapter 3
Chapter 3: Sunday Next morning, I woke up early. I spent some minutes in bed remembering the last day. Even this morning I could not really believe what happened to me. A wedding dress had started to change my life – and it was not yet done. Possibly the most important things were still wai... 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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My Wife's Secret Fantasy Chapter 1
PART ONE: REALIZATION The old saying "you never really ever know some one" is quite true when it comes to my wife Debbie. Debbie has always seemed to come up with new surprises to keep our marriage stimulated and adventuresome. As I've recently found out though she seems to have been ke... Read full Story
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Down the Path
I hear the knocking on the door. Have my panties on under my shorts and tshirt. Nervously open the door and the man comes by me and I follow him into the living room. He stops and turns. 'On your knees now'. He moves in front of me showing me his ID so he knows I know who he is in case he gets ou... Read full Story
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Jasmine cuckolds me
Hello, my name is Tim. I am a 30 year-old married man. I have been married for five years to my wife Danielle. She is an absolute beauty of a woman. I remember when we were married, I felt like I was the luckiest man in the world. Since I am no hunk myself, standing at just five foot six and extreme... 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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Proud To Be A Sissy Chapter 2
As I reached down to retrieve my clothes that Mr. Clark had thrown at me there was a bright flash of light. Without thinking I turned my head towards him only to be blinded by another flash from his Polaroid camera. "What are you doing?" I asked. "Just wanted to capture the m... Read full Story
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A Surprise Relationship
This is a fictional story, although it is based on people I did know. "Tony" and his twin sister "Kim" are based on a set of twins I knew, who were almost identical. I did have a relationship with "Kim" for almost two years, however, the relationship with "Tony&quo... Read full Story
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My black lover
After one year as a sissy whore and secret wife to my turkish Pascha, I felt the desire to look for a black man. I looked for ads online and put ads online myself. One day I saw an ad from a young black man looking for a crossdresser and wrote him an email. I actually thought I would never hear from... Read full Story
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In Love with a Shemale
I was out one night in a busy club and I couldn't help to notice this one girl staring at me constantly. She was incredible wearing a tight little skirt showing off her long legs with an amazing smile and a very cute face. I planned my move and went to the bar when she did and she started talki... Read full Story
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My Life as a Shemale Part8
It was on my way home when I decided not to tell Tim about Sin. This was very private and it was already bad enough that I knew, also, I had no idea what Tim might say or do. I did want to stay friends with her, now more than ever. It was friday morning, the day after Sin was ****d and I was eager ... Read full Story
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First Time
At this point in my life I have been dressing as a girl on and off for about 5 years. It wasn't just dressing I was into however, I have been fantasizing about a man using me as I tried to present myself. I was a virgin at 18 both with girls and with men, eventually the urge to change this was ... Read full Story
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Lady In The House Ch. 05
A story by MicheleNylons (Crossdressed prisoner is forced into prostitution.) From Part IV Then Eddie looked down at my body and noticed the semen pooled at the front of my panties. My semen! He looked down at his tight belly and saw a slimy stain that was the result of my ejaculate spread th... Read full Story
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First intercourse with a man
If you read my previous story, “First time with a man”, I gave my first blowjob. What I didn’t mention at the time, was that I was on my way to work about 2pm in the afternoon, (I worked the swing shift). That afternoon meet up was just to see each other, talk and maybe meet again later. But my e... Read full Story
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Karen, My School Teacher Part 1
The Meet By FoxyHosed It all started when we got a new class teacher. Her name was Karen. She was a mature lady and had dark red hair to her shoulders. That first day she wore some short dark blue jeans and a brown blouse. My other classmates started whispering about her. “He-he! Have you seen t... Read full Story
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Santa Likes Shemales Femboys
Did you know Santa Clause is real....and he likes shemales femboys??!I It happened last Christmas Eve. I fell asleep watching the snow fall just outside my window. I was comfy under my layers of warm blankets I clutched tightly, in the black lace panties and red lingerie night dress or nighty I wear... Read full Story
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Groped on the Bus!
In real life I do not crossdress in public, I am not yet comfortable being my true transgirl self, I wear normal men's clothes and I look like a guy. So I look very different from my persona here. So...there I was standing among dozens of strangers at a bus stop. I kept looking up from my phone ... Read full Story
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Aunt Susie's Training Part 5
Aunt Susie and I woke up around 1030AM and Aunt Susie said we need to get ready for a surprise appointment in the city. We put on our make up, I pulled a ponytail again and we got dressed in jeans and heels and matching white button down shirts which we left untucked. We drove first to Aunt Susi... Read full Story
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Ambers torment
It seem to be the typical day for Amber as she entered the home of Master. The usual early wake up and long drive down to his house seemed nearly routine though, the last visit was a few months past and the girl was anxious for what was to come. Although, her expectations were not different from any... Read full Story
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Amy Finally Lives Out Her Fantasies Part 2
"Wow! What got into you?" "I don't know, I just decided to finally loosen up and go with my desires," she explained. "Did you enjoy it?" "Are you nuts? I LOVED every second of it!" I exclaimed. Figuring the alcohol played a very large role in her sudd... Read full Story
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Debbie Part 4
As morning came round Mistress found her newest sissy-slave completely incoherent with pleasure and pain. Debbie was thrashing and screaming, her eyes wild and unseeing, a thick mixture of lubricating gel and blood running out of her ass, down her legs. The computer connected to the box controlling ... Read full Story
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Debbie Part 7
As Debbie was led into Dr. Jacobsen's office, she saw that Mistress was already there waiting for her. "Your property Miss Chamberlain", the doctor proclaimed, indicating Debbie. Debbie's heart began to flutter with love and submissive fantasies as she saw Mistress. Mistress was dressed in... Read full Story
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Amy The Tranny Part 2
I couldn't stop checking Amy out all through dinner. She was dressed in a skin tight mini skirt, her perky little tits standing out from her tiny frame, and long hairless legs cast in nylon fishnet stockings, and 6" stilettoe heels. I wasn't the only one gawking at her! Every guy and even some ... Read full Story
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A Game within a Game Part 1
Epilogue Rob came home from work. His wife Jenny was waiting for him. In her hands she held a letter. Jenny said: "We received this letter today. It is sad news from Marion S. We have met her and her husband John a few times - do you remember? John has had a car accident while driving fas... Read full Story
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A Married Marilyn
"Class is dismissed. Don't forget the project due…" "Huh, what?" Marilyn woke up disoriented from her nap. When she finally came to, she vaguely remembered some project for Intro to Computer Science, gathered her legs from the chairs in front of her, dusted off her b... Read full Story
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End of the Beginning Part 2
The relieved pair headed to the shower. Matthew leaned over to turn on the water. Jamie realized she would have to remove her wig or it would be ruined. Matthew looked over at her inquisitively. “It’s a wig; I have to take it off.” Jamie answered to the unspoken question. “I ... Read full Story
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Been Caught Cheating Chapter 3
I awoke in pain. I had slept bound all night. And it also seemed that I had been hit with something to wake me up. Angela was standing over me with one hand on her hip and the other holding my bounds that I slept in. She was already dressed and ready to go. I looked around to make sure we were alone... Read full Story
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Relic fort
So i pull up it is raining and i had packed my nice latex skirt and top so i decided to check things out. out of the car i go heading to the woods which i was told i would find the over grown play fort. sure enough there it was, i hiked around for a few minutes all the while noticing more and more g... Read full Story
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Bi-Three Way with CD/TV
I was glad she called. It was always great to see her. I was freshly shaved and wearing panties when she called. I was on the bed, reading porn and masturbating with a vibrator and dildo. I had started off with the hard plastic vib. My ass, freshly shaved and smooth, lubed up with just enough Glide ... Read full Story
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Bike Shed Rendezvous
Chapter 1 A meeting you can't refuse The sun is shining brightly, but the ground is still damp from the morning's rain and the air is very cold. It's lunch time and you quickly walk across the College car park to the sports pavilion. Becky your sweet heart has told you to meet her and she's been ... Read full Story
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Caught by the Past Chapter 3
After sucking his cock you sit on the sofa supported by a fluffy white cushion, shoes kicked off, legs curled under your lap. Dressed like a sissy whore you relax as best as you can, your arse muscle stretched wide open by the butt plug. But you've become accustomed to all the strange feelings... Yo... Read full Story
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Fantasy to Reality
I faded in and out of consciousness. My body was numb and I waded through a sea of words and images that filled my mind, struggling to focus on anything specific. Slowly I began to wake but my eyes did not open and my body remained numb. I searched for my memory, I knew it was there but I couldn'... 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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Fender Bender Chapter 3
Susan called me early Monday Morning and asked if I wanted to come over and lay out by the pool with her, she told me that Mark had a business meeting and would be gone most of the day so it would be just us girls. I remembered what happened on Saturday when we were laying by the pool and of course ... Read full Story
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One Special Night
Marilyn called me at the office with just three words. "It's on tonight." After a few moments of listening to the silence on the other end of the disconnected call, I realized what she was referring to. Immediately my cock began to swell, sliding slowly inside my satin panties unti... Read full Story
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Uncles Lessons
In '91' during my senior year of high school my folks split up. The whole thing was a mess, with me being sent off to relatives while my mom took my younger siblings to the gulf coast to stay with her parents. They sold the house and Dad moved to be with his new future 'ex-wife' outside of Dallas. ... Read full Story
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Would You
'Would you...?' 'Look the part to play the part....' 1 5' 4...dreaded, and to be dreaded....bookish, be-spectacled—damn near owlish....so much so that you might miss the way her tits spoke to you no matter how much she attempted to 'silence' them ....that you might miss the way her sk... Read full Story
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Kelly's first cock
I've been dressing on an off for as far as i can remember, starting when i was at school, coming home early and putting on my mum's lingerie and heels and wanking myself off looking at my reflection in the mirror. However, it wasn't until i went to uni that i started to get into tranny porn, where i... Read full Story
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Wife Converts Husband Chapter 2
We end up going to a big lingerie shop and buy several pairs of g-strings, booty shorts, bra's, corsets, suspender belts and stockings of all colours and styles, which Shelley thought would best suit me and a pair of breast forms to give me real looking breasts. We then went to a shoe shop and bough... Read full Story
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First Time Out
I'm so excited and want to relate this 100% true story quickly while it's still fresh. Please forgive any typos. [My background: Age 48. Closet dressing in earnest for 15 years. Began with slips stockings and nighties but have collected extensive full wardrobe and accessories over time. Boobs, wi... Read full Story
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Cinema fun
I love all sex, anything is good sex as long as everyone involved is happy. Many years ago while working in Berlin i took my car into a garage to have some work done, i was told it would take a couple of hours to complete, not really wanting to take a taxi home for such a short wait i decided to go... Read full Story
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CD Jinn Caught
Lately I have been having great times with one of my roommates who found me out and found he really enjoyed being with me when I am dressed. However before any of this happened I had met a guy through a friend on the football team at my college and had a couple great times with him while I was dres... Read full Story
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The party
So , we where on our way to the party that Monica had arrange for me , the party was in a motel suite on the hills , we drove for half hour , at the reception we where told to enter , some body where already there awaiting for us , we park the car and Leo indicate to go up the stairs , the place was... Read full Story
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White Sissies on Black Dicks
Sunni inhaled the marijuana, held it in for a few moments, and then released a puff of smoke in the air. The effeminate white man with a platinum blonde Mohawk pressed the number two button on his phone to listen to the message. He heard a deep-voiced Black man say he needed his dick sucked and woul... Read full Story
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A Hidden Surprise
Winter term at uni means thicker clothes which enabled me to hide some surprises under my clothes. The thicker blouses and tights would conceal anything from a thin g-string or a heavy lace pair of panties. And, me being me, I took this change of wardrobe to my full advantage. I’d been Matt’s fuck b... Read full Story
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Best Fuck of My Life
This is a 100% true story of the best fuck of my life. It happened almost 2 years ago. I had gotten back into dressing after a very long time. I work very hard at being as passable as possible and it really seemed to work on this particular night. Here's the story. I got all dolled up in one o... Read full Story