Free Stories

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2nd date with Latina Sissy Destiny
So this was my second time with Destiny, a really cool Latina CD/Sissy who had just turned 22. You might want to read my first goaround with her title, “Deflowering Latina Sissy Destiny” as it will give background and context here. After our first encounter, she signaled that she was definitely... 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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My 1st Time was Not the Only Time.
One late night after hitting the slopes and partying I left my friends birthday party feeling extra horny. It was about 6 or 7 in the morning now and after having no luck finding an escort I responded to an ad on craigslist posted by a trans woman. I figured two things, this dick isn't going to suck... Read full Story
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My Favorite Trans Model Turned Me in to Her Slut
A couple months ago I was on a trip out in Las Vegas for work. We had some down time after dinner and I was pretty tired of socializing, so I went back to my hotel room to relax. I found myself pretty bored and horny, so I started watching porn and jerking off. I’m married to a beautiful woman, and ... Read full Story
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First Time I tasted Tgirl Sperm
I met a Mexican Trans girl online from Hermosillo and we hit it off and corresponded for a a few months. The vibe was good and ended up deciding that I would help her pay the $140 bucks for her 6-month tourist visa to come up and visit..the process took forever but once she got it, I booked her a pl... Read full Story
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Deflowering Latina Sissy Destiny
A real life story of my one and only time deflowering someone and being their first real encounter, I was 27 at the time and she was 21. I am absolutely convinced that Trans girls and CDs have a bit of a 6th sense when it comes to perceiving which guys are into them even in a public situation. I ... Read full Story
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A Picture Perfect Sissy
"Holly, hold your breasts up. That's it honey. Squeeze the nipples between your fingers. Make them hard for me, sweetie." Jason lifted and pushed his soft breasts together, squeezed the small dark nipples, and hurriedly looked up to see if what he was doing was okay. He really wanted wh... 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
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Sissy and Horses
The scariest and best day in my sissy life, was when I was put in a box, tied up, an anal plug in my mouth and a huge bbc dildo in my ass. I was put in the box by my BBC master, who promised me a day of surprises.... I stayed in the box for some hours, my ass hurts of the giant bbc dildo, my mouth ... 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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My best friend turned trans.....so I fucked him - Part 1
Theres a bit of history to this one so strap in! I started hanging out with this group of kids in my area when I was 12 years old, we did all the typical stuff you can imagine young kids getting up to (played football, chased girls etc...) over the years I became really good friends with one of the ... Read full Story
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First Time Sissy Maid
I had been fantasizing for many years about serving a dominant Mistress, watching lots of movies online, and generally lusting over the doms I saw posting ads. At the age of 28 I finally found the courage to answer a rather intriguing post by an older woman and her trans partner who were looking for... Read full Story
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First time crossdresser
Back when I was an adolescent of fifteen years, I was and presently still interested in shemales. As a explored my sexuality through viewing of trans girl porn, I came across a sissy hypnosis video. I personally don't believe in hypnosis but my curiosity got the better of me and I watched. The ... Read full Story
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Making of a new Sissy
I became a Sissy at the hands of a friend of my parents. When they worked long hours they would normally ask a friend to check in on me to see if I was OK, despite the fact I was at this point 18. One time it was Tom who came over. He was mid 40's, an old friend of my dad's. A guy who ... Read full Story
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Exposure, Disclosure
The Greatest Liar, Exposure, Disclosure © Alexandra Rios 2019 Author’s Note: This is a continuation of the narrative which commenced with “My Awkward Phase”, which I posted here previously. Readers may wish to read that before continuing, although I have written them to stand alone. Natives s... Read full Story
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My Awkward Phase
My Awkward Phase ©Alexandra Rios 2019 The greatest lie is that what happens in high school doesn't matter, because life begins in college. I pretended to agree, although I never believed it, for I was the world's greatest liar. Wannabees I was hanging out with my friends Quinn, Barb and Anne ... Read full Story
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Minha primeira experiencia CD REAL [PORTUGUESE]
Não é uma ficção, essa é a minha história de verdade. Primeiramente, como toda história desse tipo, vou me descrever. Sou branquinha, 1,73 de altura, 60kg, magrelinha, meu corpo e rosto são um pouco femininos mas não tenho atitudes afeminadas, sou mais andrógeno do que femboy, olhos e cabelos casta... Read full Story
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lust of a sex-agenarian nana-pops
Frenzied lust of a sex-agenarian nana-pops; between dream and reality I had never fantasized of a manly man, even after offering my virginity; to a fabulous sissy. Before my new Era, my fantasy preferences were always with glabrous he-she’s, same about my relationships after… BUT BUT BUT… My last t... Read full Story
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Doble personalidad!
Siento que dentro de mi existe otro ser, un ser tan femenina que cuando tengo arrechera cobra vida. Quiere salir sentirse sexi y deseada, quiere utilizar los mejores atuendos y ponerse toda una diva! me siento feliz y ansiosa, al utilizar toda mi ropa femenina, es prácticamente como si me convirtier... Read full Story
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LE PROGRAMME D'ÉCHANGE SISSY ⚧️ ⚧️
Kristy a travaillé pour Le Matriarcat. Cela semblait plus officiel que ça ne l'était vraiment. Comme si c'était un "Nouvel Ordre Mondial". C'était en fait un club dirigé par des femmes spécialisées dans certains services que les hommes paient grassement. Cela pourrait être appelé prostitution selon ... 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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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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Lola Chapter 2
Lola Chapter 2: A couple? It wasn't as if we were together. We had jerked off together once, and of course we slept in separate rooms, but I slept restlessly that night. Dreamed something scary that I couldn't remember in the morning. I didn't have work scheduled that day so I took it easy. When ... Read full Story
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Banana Fetish
I was 27 and single and enjoying being free sort of the ‘sworn to fun loyal to non’ stage in young adulthood. I lived alone in a 1-bedroom apartment and loved working on my motorcycle which I kept in my living room. Most Friday nights for me were jamming out to music, enjoying a few beers and tinker... Read full Story
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Lola Chaper 3
Lola chapter 3 When Lola was on summer break from her law studies, I took the opportunity to take some time off as well. My job as a freelance film photographer gave me good opportunities to manage my time. I was in demand as a filmmaker and had more work than I could handle. Mostly shorter stuff... Read full Story
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A Fantasy Fulfilled
I usually comb through the web for cool first experience stories involving men and CD gurls. I realized that I should also contribute my own, however. Mine occurred years ago when I I’d just broken up with a long time girlfriend that I’d been living with since my college days. I was in a financi... Read full Story
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My shopping trip to San fransico with nucle jim pa
That night at dinner uncle Jim told my mom that he had to go to the city to pick up some film and things for his dark room. He ask if I could go along with him. My mom said yes that I could go. We would be leaving around 8 and that was fine with her. She did not go to work till 12 because she worked... Read full Story
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Hung Trans Lesbians Fuck Two Ladyboys
Note 1: If you like Transsexuals, Trans Lesbians, Asian Ladyboys, Big Cocks, Extreme Cock Sucking, Anal Fucking, Anal Fisting, Semen Swallowing, Role Play, Orgies, BDSM, Cock Sounding and Foot Fetish this story is for you. Note 2: All the characters are over 21. The names are fictitious, but some... Read full Story
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Playfull Sexy Shemale LindaTgirl
The overwhelming passion will start. When you date me... it will all start with kisses and wrapping with my legs around your body and showing of her gorgeous smal tits.The, while sitting on your lap I will whisper in your about what will be next.. About what turns me on... about sucking, licking,... Read full Story
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When Fantasy Comes True
I have always had this fantasy to be the object of lust for two trannies. But never till date did I think I had it in me to fulfill the fantasy or be ever so lucky. I had one night been invited over by a trans friend for a few drinks. I went over with a bottle of vodka and a few beers. When I re... Read full Story
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A Little Girl Forever
Since I was a little girl I dressed in my sister's clothes, she knew it and she kept clothes for me and sometimes she bought clothes thinking about me. She was my accomplice and still is. When I was alone I dressed totally as a woman and I felt totally satisfied and realized as such, this included m... Read full Story
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Explore the Inner Woman In You
I fancied the arse off a girl at school called Sharon. The problem was most of my year did. She was beautiful with long blonde hair, willowy legs, a butt to die for and stunning pert tits. She was way out of my league but quite amazingly we did get on and began to make slow but steady headway. My di... 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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Young Sissy Chapter 1
I don't know how long I was under...days, weeks...who knows, maybe even months. Reality blurred with nightmares as I felt my flesh being cut into by cold scalpels and stuck with needles, filling me with horribly persuasive dreams of a beautiful new body. I tried to imagine myself as a man, just to s... Read full Story
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FAGGOT COMES OUT TO HIS WIFE!
I was married for 3 years before I finally got caught. It happened when my Filipina wife went through my notebooks and found all the gay fantasies I had been writing about. The story she found was one I had just written. It was about a young guy who applies for a modeling job at a gay magazine calle... 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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Beryl's birthday suit
I tried on my sister's panties when I was 12. They looked so cute, so sexy.. I couldn't help myself. I tucked my dick between my legs and pulled them over my hips, delicately positioning them just like a girl. They felt yummy! When I saw the shiny, lacy pink briefs in the mirror - snug, flat pu... Read full Story
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trans=demic
Trans-demic Chinese Flu Sam Wong read the email from Josh Epstein, the partner in charge of the fiendishly complicated real estate deal that had consumed the last three months of their lives. “You’re going to have to close this deal without me. I’m sick as a dog, and my wife just called an ambu... Read full Story
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European Vacation
I was 18 when I first went to Europe. That month would change my life. My parents had died when I was five, and I was raised by family friends; they also controlled my trust fund. It's not a coincidence that I went to Europe just as I came into control of the money. I loved my foster-parents, but... Read full Story
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Del's 1st sissy
Sometimes an occasion just pops right up for me to satisfy my sissy side. My wife had decided to take the kids on a mini weekend vaca up the coast. I had a lot of daytime work to do, but I remembered her friends Del and Ceci were around. Del is so horny all of the time, he's a bit of a perv, but I f... Read full Story
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How I began my crossdresser transformation
Here are the usual disclaimers this story is for adults only if you are viewing this and are not 18 years of age or older please close this page immediately. There is no crossdressing in the story but this is how I began my transformation from regular boy into cock sucking teenage crossdresser.... Read full Story
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My Orgasm at work
I finally found my sexual fantasy come true at work. I always fantasize about one of my female co-workers (and sometimes all of them) dominating me, pegging me, brutalizing me. That every time they walk by my office, they would pour their coffee on my floor next to my feet and i'll get on my knee... Read full Story
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Yellow Polka Dot Bikini(s)
"She was afraid to come out of the locker. She was as nervous as she could be. She was afraid to come out of the locker. She was afraid that somebody would see. Two, three, four, tell the people what she wore. It was an itsy, bitsy, teenie, weenie, yellow polka-dot bikini that she wore for the ... Read full Story
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Regina's scary, and sexy Blind Date
I had just finished doing my makeup, finally deciding which blush to use, and I thought I had some time for my meditation. However, Mr. Cobb was early. The gold minidress I wore showed enough legs, ass and tits to make any man horny, and the strappy tanned five-inch sandals, made me feel majestic ... Read full Story
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My Noisy Upstairs Neighbors
So... I just moved into my new apartment a few weeks ago, and ever since then all day every day I have been hearing loud noises from my upstairs neighbors. Not just normal walking-around noise, but loud and heavy bangs, crashes, and poundings against the floor, my ceiling. Not only was the sound ann... Read full Story
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Cheating Sissy Wife
My name is Ginger and my main stud is Keith, a truck driver, who is only in town once a week. We have and ongoing role-playing fantasy that we carried out whenever he was in town. I am his dutiful ideal housewife who is perfect in every way. My talents excel in both the kitchen and the bedroom. I fi... Read full Story
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House Guest
“Hello, baby,” the septuagenarian smiled. “Hi, Misses Pearson. I was just calling to say hi and tell you I got that job in Brennan!” “That’s wonderful,” she mused. “Bill!” “Huh,” the woman’s husband grunted. “Jenna got the job!” “That’s good,” he coughed and went back to watching his favorite t... Read full Story
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From boy to crossdresser episode 4
I used to dress as a woman in private and see myself as a woman. I used to do feminine and girly things, I danced, I put on make-up, I started to see myself as a girl. I enjoyed this work and it made me more lustful. I masturbated more and played with my dick more. It was at this time that a memor... Read full Story
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Hot Slutty Sissy
Hello, It’s me, and. I am about to make a big decision and right now I am dedicated to my fantasy. I got a call today from one of my ex boyfriends. I got so horny when I heard his voice that my nipples turn to steel. My titties seem to respond to the sound of his vibrating baritone. I couldn’t refu... Read full Story
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An alumni gathering like no other; 2/2
... I opened my eyes, sobered up from the alcohol and my lust. Simo had already left. I had to get ready for the party, and I had to do it like a man! BUT, slut that I am, to make my breasts more prominent under my dark purple tank top, I tightened a transparent strap around my waist. You never kno... Read full Story
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Betrayed Chapter 10
I would have loved to be waiting at the gate at O'Hare when Dianna de-planed from L.A. that Sunday night. I had to settle for the Baggage Claim Area. Those people working for the Transportation Security Administration have no sense of humor. I guess at eight dollars an hour, they can't afford one. T... Read full Story
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Lesser of Two Evils
My name is Eric. At 21, I was working as the IT guy at a prominent Caribbean cruise company. My days were usually pretty boring. Fixing computer problems were usually a no brainer for me. People are so stupid when it comes to how they use their machines that I assume there will always be a need for ... Read full Story
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PRIS DANS UNE NOUVELLE VIE
C'était mardi soir, ce qui signifiait que Lena se préparait pour son cours d'aérobic. Bien qu'elle ne travaillait pas, elle était certainement occupée à construire et à maintenir une vie sociale et à faire en général les choses qu'elle voulait. Il n'y avait pas un jour où Lena n'avait pas fait qu... Read full Story
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LES NOUVELLES FILLES
"Hey perdant," dit Ken en me poussant dans mon propre casier. « Tu es une putain de poule mouillée. Tu le sais, n'est-ce pas ? » "Bien, Ken!" dit Weston. "Pourquoi est-ce que vous devez toujours vous en prendre à moi ?" Je demande. Ken va me frapper et je me recroqu... Read full Story
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LES NOUVELLES FILLES ⚧️ ⚧️
"Hey perdant," dit Ken en me poussant dans mon propre casier. « Tu es une putain de poule mouillée. Tu le sais, n'est-ce pas ? » "Bien, Ken!" dit Weston. "Pourquoi est-ce que vous devez toujours vous en prendre à moi ?" Je demande. Ken va me frapper et je me recroqu... Read full Story
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Camming down the rabbit hole Ch1
Back in January 2020 I guess I was lucky, I did have a regular job although the pay was miserable and I did have my own place. On my wage all I could afford was a miserable bedsit in a neglected part of town, but on the upside I didn’t have to flat share and it worked well enough for me. The west... Read full Story