Free Stories

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Camming Down the Rabbit Hole Ch. 11
I sat there for some time, my phone still in hand. I couldn’t fully comprehend the situation and where I was. All this started when I was put on furlough and thought I would be losing my job, an idea born out of boredom, hornieness and desperation. What started as a regular cam show with a guy hopin... Read full Story
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My first TG lover
I first met Holli at the gymnasium of our apartment complex. Since it was around 6:00 am on a Sunday morning, I didn’t expect to see anyone that early. At first just like we all do, the customary good morning, small talk, and it usually stops there, but there was just something that drew my attentio... Read full Story
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My new Life with Pat. Part 2
While Jean was discussing with the lady from the next table i feel the didlo starting to vibrate and then something like a small ball move up and down into the didlo, it was a prostate massage. I saw Jean playing with a remote control, He increased and deacresed the frequency of vibration and the ... Read full Story
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I was a Top before this experience
She was tall, 6 feet probably, a white colombian beauty, green eyes. Pretty gym body, strong but feminine, don't know how that works, but this was a work of art. Sweet but commanding voice, you know, similar to that voice that tells you that it's recalculating your GPS route or to turn left right no... Read full Story
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The colossus and me
The colossus and me... step by step towards completion (1) When my phone rang I was watching the World’s news in TV, only tragedies. It was Lina (cf. my previous story) on the phone. The colossus with an angel heart and an elephant dick. She was in my town for business. And without her saying ano... Read full Story
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She lied ........ Part 1
I had walked into this bar on Castro St. in San Francisco, not realizing that it was a place for transsexuals. I chatted up with this super sexy bartender dressed in all lime green. We made small talk & she invited me up to her place after work. Being that she lived only 4 blocks away & it was a... Read full Story
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Becoming Kacey
I indulged my crossdressing opportunities as often as I could, but as time went on, the chances grew further and further apart. Although I couldn't play dress up in my alone time, the fantasies never seemed to cease. When I entered high school, I dated girls and enjoyed the young passions that teena... Read full Story
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Working the Glory Hole
After so many nights of torrid fantasies plaguing my sleep, I took a long look at myself in the mirror. I had been slowly embracing my femininity over the past few months. My hair had grown past my shoulders, I was shaving my entire body on the regular, and I would wear panties under my guy clothes ... Read full Story
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Sex With Not Just 1, But 3 Females
When I was 18 years old, I was still occasionally going to the Highbridge toilets in Lincoln on a Saturday and getting paid for having sex with guys be it sucking cocks or being sucked off, dirty chats, wanking them off or giving or taking anally. I never turned down any form of payment, money or... Read full Story
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My First Visit to a CD Sex Club
Feb 16 Time off work booked, nice new wig, false nails & lashes, & a nice new sexy red bra & panties from Ann Summers & I'm all ready for a fab day at Happy Mondays @ lovejoys on the 22nd. I'm really looking forward to meeting SuzieStern & all the other girls. Its been way too long since I last m... Read full Story
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Finally A dream came true!
Hello Everyone, today I’m writing my story which is composed by real events and situations that happened to me, Since when I was 11-12 years old I’ve started to take from my sisters drawers their lingerie and nylons, the feeling of seeing them was a nice sensation but I was not waring them just yet.... Read full Story
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A Job in the Theatre Chapter 18
"You are not going to believe this," Andrew said. He managed one of Ted's businesses down by the beach. He was one of the few employees who were aware of Ted's special interests. "Believe what?" Ted asked taking the bait. "A new guy started working out over there about... 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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First time in Key West
I've always been fascinated by shemales.  Aside from having an overall appreciation for how the male member in general functions and, when properly stimulated, pulses and pumps...cum spewing from the tip.  I've watched any number of webcam shows where guys jerk off.  And yeah, I've wa... Read full Story
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THE ATTIC NOVEMBER 7
THE ATTIC NOVEMBER 7 – PART 1 THE JOURNEY AND GETTING READY. Susan had not had the opportunity to make the journey to the Attic dolled up to the nines so she made do with just wearing her black and pink lingerie under the hideous drab stuff (yuck). Having arrived early and parked up, she relaxed ... Read full Story
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Chicago TG Romance (part 2)
As you must read part one of this story, one of the most interesting and attractive T-girls I have met is sleeping beside me in my motel room after a wonderful evening of being together. Beth awakened around 4am and got up to go to the bathroom. She was brushing her teeth and heard me stirring, I di... Read full Story
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Las Vegas Swingers
It had been over 6 months since I seriously dated someone, and I was getting depressed and in a rut. I had directed my attention to my work and it kept me from feeling sad about my loss of someone I almost married. I had met a transsexual girl that absolutely adored, but she was tragically killed. (... Read full Story
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Fooled Into Love by a Beautiful Transexual
A fictional, steamy love story about a Man’s first experience with a Shemale... a real take charge kinda girl! Maria Lopez was an absolutely stunning 23 yr old Puerto Rican Goddess. I remember the first time I laid eyes on her, bent over inside her hatchback Toyota, pulling out a hanging fern pla... Read full Story
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Dressing and driving
A little about me, I'm married, and wife doesn't have a clue I like to dress up. I would love to have her know and accept it, but I don't think she would. I do cam and love to get instructions from people that are watching on cam. Am I a sub? I think I am. I like to drive dressed. When I take a driv... Read full Story
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wishing
When I would get off the bus from after school activities, I would always walk through this truck stop on I-94 east of the Twin Cities. I would always look at the truckers parked for the night in the back. I always wondered what would happen if I brought my desires and fantasies to life for one of... Read full Story
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smoking
Greg decided to go straight. I had to find a new place to live. A nice man, Pete, who I knew from the YMCA, offered me a place in his basement. He was going to rent it out. It was nice, full kitchen, bedroom, laundry room, living room and another space for anything I would need. His rent was che... Read full Story
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Life Lesson #1: Older Guys Are Fun!
I was 24 and living on my own in a different town from where I grew up. It was far enough away that I could be anyone I wanted to be and so I got deeper into dressing up. I had a good job now, so I could afford some nicer clothes, and now that I had my own place, I could order things through the mai... Read full Story
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The Girl Next Door Ch. 01 by derezzed ©
Michael was your average 21-year-old college student. He was on his way home from college for summer break after finishing his finals and looking forward to a few months of relaxation. Driving home Michael reflected on his past three years of college. It had been a great junior year. He met a lot of... Read full Story
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The Girl Next Door Ch. 03 by derezzed ©
Chapter 3 – The Night Out Michael woke up on Monday morning feeling quite relaxed. The sun filtered in through the blinds towards him. He felt warm from the gentle rays. As Michael became more alert, he examined his surroundings. The feeling of silk sheets wrapped around him and Alexis's arm casu... Read full Story
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Fantastic threesome w/ Miranda Pinocchio & Danielle Albuquerque
Today taken by the craving for something really big I call Miranda who answers me immediately and despite the language barriers and her way of speaking not always understandable we agree for 70 and a quiet thing. I sling in Naples, central area, the usual low in the alleys between via Marina and the... Read full Story
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Gay friend of my brothers
As I mentioned in previous stories, my brothers met Adrian at university, he was studying nursing, he was in the same year as my brother and they were studying one or another subject together, Adrian has brown skin, green eyes, his short Chinese hair He has a slim body, he was 1.69 tall, his nose is... Read full Story
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From accidental trans porn addiction to a cum filled booty
One night when I was around 30 or so I was watching some porn, nothing unusual for a guy like me, aka a sex addict. Sex addiction is great if you’re Tiger Woods and swimming in poon, but for guys like me - regular, awkward, slightly handsome in a very boyish way, weirdos — it’s not that fun. We... 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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TG Girlfriend moves in
Monday morning 6:00 am and I am just awakening, and I realize a naked body beside me has her arm around me, we are both naked. My wife Lydia is out of town to a seminar, and this adorable brunette perky tits and lovely eyebrows, beautiful lips slightly pink, sleeping beside me. Joanne and I had spen... Read full Story
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How I Became His Office Fucktoy
Until this job ended last year, every day at my lunch break I would service one of my many Daddies in his office in the building where I worked. He'd always slip me a few bucks, a $20 or even $50 afterwards, not as a payment for sex, but as a "tip" "for all the hard work you do here," he says. I wor... Read full Story
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Crossdresser gets dick for first time
I was so tired of just watching porn. So tired of the sissy hypno threads that made me crave men, crave cock, crave being weak, crave being the bitch...only to cum and do nothing about it. But the desire to transition from fantasy to reality was growing stronger and stronger. I decided it was ti... Read full Story
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First Time I Experienced Eating a Tgirl Out
So this is likely going to seem tabboo for some and if this is not your thing, I respect that but everyone is different. Eating pussy came natural to me like it does for most guys once they start having sex with girls. Other than one time 69ing with a female and having what I would call "incidental ... Read full Story
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Finding out my next-door neighbor was a crossdressing beauty que
Finding out my next-door neighbor was a crossdressing beauty queen. I mean fetish is trans women, but I don’t mind blowing a load to a beautiful cross-dresser. I used to live in a small apartment complex in Queens New York. My neighbor was a guy name Luiz from Brazil. A very friendly and fl... Read full Story
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Becoming Sissy
I remember my first true and sober gay sexual encounter. The guy from the party that was my first BJ and first penetration was one of the closest friends of the group. He bought a house up north and 3 of the girls and me went to his house to help paint and work on some things. This was about a mo... Read full Story
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Lola - chapter one
This is a fantasy but with a lot of inspiration from real life experience. More chapters to follow. Chapter 1 So now I knew, without a shadow of a doubt, what it was that caused this familiar smell in my house - and where it came from. When I got back home my laptop was lying open on the kitc... Read full Story
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Edging lessons for Hannah
Hannah and I began spending our weekends together. She didn't have a job and I was always free those days so every Friday or Saturday night became sleep over night where we could be two 18 year old sissies, doing each others makeup, playing dress up and sharing our deepest desires. Now that our rela... 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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Dirty Business Trip
Chapter 1: The Transsexual Hotel Encounter "Yes, I am checking in," I said, putting my credit card on the desk. The woman behind the desk took the card and looked at the name. She was about 5 feet 10 inches tall with dark black hair and brown eyes. Her skin was beautifully tanned and he... Read full Story
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The Creators: Book One by
Chapter One: The Life Giver BRANDON My twin sister is dead, but she’s not gone. Death is a tragedy in the remote village of Towerhead, but it’s not a rarity. Farming accidents, disease, famine, natural disasters, you name it, it kills people in Towerhead. So, six years ago, when the oxen-pul... Read full Story
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Best trip to the mountains
I was driving out to the hills for some solo camping. I was alone since all of my friends had quit on me at the last minute, but i figured i'd just enjoy nature while i had the chance. I was almost through with the four hour drive, and noticed fewer and fewer cars as i got closer to the site. Onc... Read full Story
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Becoming a Drag Queen
I was thrilled when my boss told me he was sending me to San Francisco for a conference. It was a location on my "Top 10 places I wanted to go". I went online and Googled the major attractions and tourist "must sees in San Francisco. The conference was Wednesday to Friday and I figure... Read full Story
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Baby Face Jack's Biggest Fight
The referee held his gloved hand high in the air. The crowd was hushed as the ring announcer spoke, "Ladies and Gentlemen, the winner of this World Featherweight Championship Boxing Match to unify the title, by technical knockout, and still undefeated; Baby-face Jack Mc Coy." The crowd scr... 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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Blame Abba Chapter 2
Part 4 Out alone I wanted something which would let me wear my black 4 inch leather stilettos with ankle straps, really sexy shoes, my very first pair of TV heels. I opened the wardrobe to get them out, then started choosing; black seamed stockings; a black thong; my waist cincher bustier; my sho... 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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Career Shift
Receptions are not my favourite things in the world to attend. I don't mingle and 'rub elbows' like agents and sales people do. I usually end up at the bar drinking alone, looking at all the phoney people. I am a writer, a sports column writer more specifically. The magazine that I write for is one ... Read full Story
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Awakened by Candy
It was a Saturday and I was just strolling down the High Street, going nowhere in particular, when I noticed a commotion down a side alley. A largish male was pushing two girls around; they both looked pretty distressed. I grabbed the bloke as he slammed one of the girls into a door, and he went ars... Read full Story
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Transgender Encounter
I was at the Mall in Torrance, CA looking for a new pair of pants. There was this lovely young woman named Sherry working there, who was very solicitous, helping me find my size and select a pair of pants that weren't too out of style. I hate to shop, you see, so I usually wear a pair of jeans or sh... 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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All Hallow's Eve
I was sharing an apartment with sister just off campus and had been racking my brains for a week now, pondering what I was going to do for Halloween. It had been three years now since I followed through on a pact I had made with myself to not let my favorite holiday go by without taking full advanta... Read full Story
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Encyclopedia Erotica By The Fan
It was a normal-looking enough place. A small town in California. Looking at it, no one would ever guess it sat on the hellmouth. The Mouth of Hell. A portal to a multitude of dimensions filled with horrors and wonders. Many things came to the Hellmouth, drawn by its power. Vampires. Demons. Mon... Read full Story
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For The Sensual
For the sensual, description is everything. The collar. The collar is custom-made; one of two; her request. This particular one matches the corset. The corset—the "bustier." The collar. Literally, no choker here. She is disciplined. Her collars merely evoke ownership. She belongs. Sh... Read full Story
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A Perfect Life
The reasons I am not writing this myself. I have finally convinced someone to do it for me. She promised to post it on the Internet, but only as fiction. I suppose it is a bit unbelievable. It all started with the best of intentions. I had married my love while we were still in college. She... Read full Story
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F Is for Fiona
I drove into the store car park. Stopped in my usual place, the one which said 'MAN' in bold letters on the tarmac, short for manager of course. Just for a moment I shivered despite the warm spring weather, this was honestly the first time the incongruity of that label struck me. I pulled on the ... Read full Story
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Anal Therapy
My new psychiatrist wasn't at all what I expected. When I saw her name in the phone book, I pictured a dowdy old lady wearing a long, gray skirt and flat-soled shoes. What else could Dr. Edith Doss look like? I got my answer when a tall, leggy redhead stepped into the waiting room. A tight, black... 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