Sort by
Relevancy

Free Stories

40%
Dating all whole my life
Julia and Ilya, together 10 years It was more than 10 years and 2 children ago. In December 2005, we agreed to meet at the gate of my office after a working day. I did not go out godlessly for a long time (40 minutes from the appointed time), but he still waited. I hope he does not regret it ... Read full Story
PornoDating 2019-08-15 3,981 Crossdresser Amateur Big Tits Cumshot Bareback Creampie Fetish Blowjob blonde Big Cock Asian gangbang domination Guy Fucks Shemale Interracial sex Mature Futanari Frottage Compilation Ass to Mouth Cartoon cum in mouth double anal dating life in Mars? life
100%
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
darrell 2022-01-03 4,353 Group Sex Big Tits Cumshot Bareback Fetish Blowjob Big Cock Asian Ladyboy Sex Toys Mature cum in mouth shemale + shemale
50%
Liberty meeting, chapter1
On a beautiful summer day, my phone rings. It's Steve, the boss of a transvestite company who calls me. - Hello Sandra, I have four new friends waiting for you at the club. - Thanks for thinking of me, I'll be right there, I said, hanging up. I am happy with his call because I always meet ... Read full Story
sandratvtg 2024-06-20 1,343 Stockings Shemale Fucks Guy Fetish Lingerie shemale + shemale
67%
Asian Crossdresser - How My Crossdressing Journey Began
My name is Patrick (Pat) Young and I was in Hong Kong. It all started when I was 5 years old. I was an innocent and naive boy, who had no idea the difference between boys and girls. I thought the differences were that girls had long hair and they wore skirts. When girls grew up, women were sh... Read full Story
pat1young 2015-12-08 11,941 solo masturbating crossdressing high heels Asian TS
0%
Latex succubus
The lights of the city obscured the supposedly brilliant starlight in the night sky, leaving only dim and scattered scattered stars adorning the gloomy night sky half-covered by dark clouds, and the crescent-like crescent moon guarding it in the distance makes the night seem less empty Lonely. Mayb... Read full Story
Alicexiao 2023-01-06 4,357 Crossdresser Cumshot Creampie Fetish domination Guy Fucks Shemale high heel boots
88%
Robbed And
I was in the ensuite off the bathroom applying the last of my make-up to complete my transformation from Martin to ‘Michele’ when I heard the disturbance. My wife Kerry was waiting for me in the bedroom nursing a gin and tonic. We had just returned from a boring party and I had convinced... Read full Story
shemale lover 2012-04-23 8,227 Creampie Fetish crossdressing nylon
72%
ACROSS THE STREET AND TWO DOORS DOWN by Spanky de Bautumn
Jamie knew he was different. He didn’t fit in with the other boys, but he didn’t feel like he fit in with the girls either, he just knew he was different. He wasn’t into dolls or balls. He was the smallest boy in his class and more than half the girls outweighed him. But the one thing he had going f... Read full Story
SpankydeBautumn 2021-01-29 11,375 Teen (18+) Small Tits Crossdresser Fetish Blowjob Lingerie Guy Fucks Shemale cum in mouth
100%
A Trip To The Mall
Oak Park Fashion Mall had lived up to its listing in the yellow pages as the "source for all your fashion needs". I had been there for 4 hours and spent a lot of money increasing Tammie,s wardrobe from the skin out. I had been in almost every store that featured ladies clothes (I don't rem... Read full Story
shemale lover 2012-07-13 4,353 Fetish Lingerie crossdressing
100%
An Afternoon Tea
Scene One: Backstage "Ah, there you are my pretty pet! All nice and comfy on your pretty perch, are we?" I hear Miss Debra's cheerful voice from behind me. I scan the large, ornate, gold-framed mirror hanging on the wall before me, straining my corseted neck to determine her whereabo... Read full Story
shemale lover 2012-11-05 3,212 Fetish Lingerie feminization
100%
First Time Buying Lingerie
As a youngster, I couldn't help but notice the carousels of hosiery on display in various shops that my mother would visit. Displays of stockings and tights (pantyhose) for the discerning housewife. Brands like Pretty Polly, images of nylon clad legs on the glossy cardboard and a see through window... Read full Story
Daddybear71 2023-09-13 6,452 Stockings Crossdresser Amateur Masturbation Lingerie teen (18+)
100%
Which Are You?
Which are you? A, B or C? A) You treat me well. You insist that I look stunningly pretty 24/7. You insist I always wear make-up, care for my hair and nails. You pay for me to go to a beautician once a week. You buy me sexy lingerie. You get angry if I wear slacks or jeans. You prefer dresses in p... Read full Story
shemale lover 2012-11-22 3,005 Fetish Lingerie sissy
88%
Becoming Lisa
From when I was as young as 9, smooth and long blonde hair, I was always dressing in my older sister's panties and bra, panty hose. My breasts were kinda girlish and i had long nipples that would get hard when I played with them. I was older now, but still only had a small 4 inch cock when it was ha... Read full Story
shemale lover 2013-08-09 13,052 Crossdresser Masturbation Fetish Lingerie kissing
50%
La pistola NEGRA del Tío, entre Las Bragas de Mi Tía LA PUTONA
Aaayyy.. Yo sabía que la Tía había sido Flor de PUTONA.. pero, jamás me imaginé que me iba a tocar a mí 'hacerme cargo de sus cosas'.. su 'herencia'.. la casa ya vieja, por reordenar destinar y.. LAS COSAS que una descubre ya con los años! Todo estaba igual, pero HORRIBLEMENTE ARRUINADO.. más, e... Read full Story
Ari Riè 2021-06-03 2,121 Teen (18+) Small Tits Crossdresser Latina Bareback Shemale Fucks Guy Fetish blonde Big Cock Uniform Lingerie domination Premium HD
85%
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
bkkldby 2019-06-17 14,118 first time Teen (18+) Amateur Group Sex Big Tits Cumshot Outdoor Bareback Blowjob Big Cock Asian lesbian public place
100%
UNE HISTOIRE DE SISSY BIMBO ⚧️ ⚧️
"Qu'est ce que je fais ici?" Ce n'était pas la première fois que Max se posait cette question ce soir. Il détestait les rassemblements avec beaucoup de monde, il détestait les fêtes et il détestait particulièrement les soirées costumées. Et pourtant il était là. Pas seulement lors d'une soirée costu... Read full Story
Femboy 2021 2023-02-21 906 Stockings Crossdresser Cumshot Shemale Fucks Guy Fetish Blowjob Big Cock Lingerie domination Futanari cum in mouth
85%
Whores and Pimps - Part I
Malcolm was a middle manager in a small business in a large city. Malcolm led a pretty boring life; he in his forties, single, devoted to his work, he liked to keep himself fit, all of his family lived interstate except for his older sister who lived nearby, and he led a quiet social life. Malcolm h... Read full Story
shemale lover 2012-05-13 8,003 Stockings Crossdresser Cumshot Fetish oral sex pantyhose
62%
Crossdressed Lana - Hannover, Germany
Crossdressed Lana - Hannover, Germany Very Sexy & Compliant Sub-Slut Is Searching For Kinky BDSM Live-Dates At Hannover, Germany!!! I Am Bisexual And Want Men, Woman, Couples And Trans For Outdoor, Swingerclub, Porncinema And Public Sex. I Love To Wear Very Hot & Sexy Clothes Like Lingerie, Stoc... Read full Story
Crossdressed Lana 2020-02-06 4,278 Stockings Crossdresser Group Sex Outdoor Bareback Fetish Blowjob gangbang Lingerie domination Latex Sex Toys double anal
80%
Michele And The Predator
The predator peered through the bedroom window and smiled; he couldn't believe his luck. This woman was just to his taste; he felt himself begin to stiffen as his eyes devoured her; he couldn't wait until he had his hands on her. In his mind he played out the scenario that he envisaged would soon ta... Read full Story
shemale lover 2012-05-13 4,394 Fetish transvestite fiction
100%
First time with a cute ladyboy
It had been a long week at work. So I decided to go to the Sound Factory for a drink and maybe get lucky with the ladies. As soon as I got to the bar, I spotted a beautiful asian lady wearing leggings with pantyhose and a sexy little top. She offered to buy me a drink, who am I to refuse. So we had... Read full Story
shemale lover 2013-05-07 10,988 Cumshot suck Asian Ladyboy pantyhose
100%
A Downtown Moment
I had reason to head downtown for a meeting with some industry colleagues and after my meeting I dropped in to see a friend of mine who I used to work with. Loretta and I worked together for about a year on similar project as contract workers, I moved on to other things and she stayed with the compa... Read full Story
shemale lover 2012-02-28 4,882 pantyhose mistress
100%
Lady in the House
How had it come to this? I was dressed as a woman and standing in the far corner of a darkened cell on E Block of Chelmsford Correction Facility for Men, and waiting for the most dangerous inmate in the jail. How had a mild mannered, and diminutive but highly successful accountant in his 30s ended u... Read full Story
shemale lover 2012-05-12 3,995 Stockings Fetish crossdressing
60%
Aunt Cindy's Bizarre World
My name was Jim Rogers Jr. at one time. I was born and raised in a small town in a rural county in Oklahoma. My father James had been the pastor of the local Pentecostal Assembly of Jesus. Dad was what was known an ultra conservative hell fire and brimstone preacher. My mother's name was Allison. Sh... Read full Story
shemale lover 2011-12-02 10,158 taboo Fetish crossdressing sentimental erotic
92%
Lady In The House Chapter. 01
A story by MicheleNylons ( Man in jail is transformed to prison slut.) How had it come to this? I was dressed as a woman and standing in the far corner of a darkened cell on E Block of Chelmsford Correction Facility for Men, and waiting for the most dangerous inmate in the jail. How had a mild... Read full Story
✘Transensual✘ 2019-01-11 9,441 Crossdresser Bareback Creampie Fetish blonde Big Cock Lingerie domination Guy Fucks Shemale transvestite slut PRISON FUCKBOY prison sex Prison Bitch
100%
Daddies New Girlfriend
Doug suspected his 19 year-old son Jerry was stealing money. Doug worked far too much trying to provide for his son to supervise him properly but drew the line at theft. So he decided to set up a web-cam behind the mirror in his bedroom, he'd used the very same 2 way mirror to film his dead wife Cyn... Read full Story
shemale lover 2012-03-09 12,198 sucking Fetish crossdressing
100%
Neighborhood Restaurant Surprise - Kimi
I - The Meeting In the neighborhood restaurant I frequented weeknights after work, I had developed a friendly relationship with several of the college kids who worked as servers. Always having been attracted to the most feminine and petite of girls, dark, almond shaped eyes being a super plus, I ... Read full Story
shemale lover 2012-04-11 5,158 anal sex Cumshot fingering oral sex small breasts
60%
Nylon and lace
Well, I know it will be difficult to take this story seriously or as true happenings, it will seem far fetched and made up. I know, I know. It is however the story of my sexual awakening. The story of how I grew up to be what I am. I do not pretend to find psychological explanations or even less bio... Read full Story
shemale lover 2012-05-12 2,929 Fetish pantyhose crossdressing
60%
Brotherly Love, Sisterly Love Chapter 2
"RACHEL" My twin sister, and sometime brother, and I had been experimenting sexually with each other and crossdressing together for around a month, growing to love and to perfect our new feminine personas until they became the ones we thought of as our true selves. Whenever our parents ... Read full Story
shemale lover 2012-09-28 6,581 Cumshot Fetish oral sex cum swallowing
100%
I Give Up
The following story is the first of four parts of a tale that explores the theme of transformation. It is thematically similar others that I have submitted but has a larger narrative arc. I hope you enjoy reading the first portion, Act One & Two. I continue to work on better editing and someone h... Read full Story
ASSEaster5678 2018-09-14 9,106 Cumshot Bareback Shemale Fucks Guy Big Cock Ladyboy
100%
Betrayed Chapter 9
The weeks passed; March, April, and into May. I won't dwell on the mechanics of the surgery or post-op. Either Angie or Dianna was at my side almost constantly, but never together. I don't want to say I 'juggled' them, but it was sometimes a delicate balancing act. I was head-over-heels for Dianna, ... Read full Story
shemale lover 2012-05-30 3,227 Fetish transformation
100%
Andy Becomes Mandy
Polly and Andy had met some weeks before (A chance reunion. She arranged for Andy to call by and this is her story of the next encounter. I waited a week after that first meeting with Andy. We had known each other for quite some time and flirted often but I would never get involved with colleague... Read full Story
shemale lover 2012-11-28 4,018 sucking orgasm Lingerie
88%
Caught Crossdressing by a Real Man
This story is a continuation of night club cum slut. Ever since I first wore panties for a boyfriend, I had built up a collection of lingerie. I gradually worked up from panties to the most erotic lingerie I could find. My fascination with cross dressing went a little further with a new fetish f... Read full Story
shemale lover 2013-01-17 35,505 Crossdresser sucking Lingerie ass fucking ass fingering
100%
Discovering Amber Chapter 3
There have been very few times in my life I have been terrified and today was definitely the tops on that list. Ms drove us to the mall and as I watched she walked around the front of the car and opened the door for me. I looked up to see her hand extended toward me. "Practice getting out li... Read full Story
shemale lover 2012-09-28 4,128 sucking Fetish domination Sex Toys
100%
David to Dee
"Dave," she purred, "you know you can tell me anything. Surely you know you can trust me not to judge you by your fantasies." He was squirming under her touch, his eyes tightly shut, trying to avoid telling her his deepest secrets on the one hand, and on the other, hoping beyo... Read full Story
shemale lover 2012-07-29 12,527 Cumshot Masturbation oral sex
66%
Discovering Mistress Sarah's World Part 9
Part 9 -- The Final Part Chapter 23 Leaving Work Josie's last week at work and concluding week of his normal life went quick. At work he spent time getting things in order for the next unlucky person to take over his job. Mentally he was already checked out of work. All he cared about was gett... Read full Story
shemale lover 2012-10-04 3,972 Fetish ass licking domination
66%
Fourth Slave
I had been to this particular establishment before. I knew very well what they did and the women here were nearly all abducted. I knew that. What had brought me here today or rather on this night, was the loss of my slave. I had sold her when I got bored with her. I had a particular taste in women t... Read full Story
shemale lover 2012-11-19 8,054 Stockings Fetish domination
100%
A Perfect Pandemic: A Transsexual Transition in a Troubled Time
A Perfect Pandemic A Transsexual Transition in a Troubled Time A Novelette by Alexandra Rios Text Copyright Reserved © August, 2021 Dedication Transgender Day of Remembrance is a solemn occasion. I am offering “A Perfect Pandemic” for free as an antidote to the fear, phobia, discrimination, d... Read full Story
the greatest liar 2021-11-16 5,168 Teen (18+) Crossdresser Group Sex Big Tits Bareback Creampie Big Cock gangbang domination Guy Fucks Shemale Interracial double anal webcams
100%
A Dream Comes True
I was sitting in my home... if you could call it that. It was an apartment in a complex that looked so run-down it wasn't funny... and it drove away most of those who wanted to rent there. The only reason I stayed there was because it was the perfect cover for what I did. Anyways, I was readin... Read full Story
shemale lover 2012-02-29 3,538 Fetish cum fingering oral sex crossdressing
90%
Young Crossdress, Meets His Daddy
Well I am 28 year old male, not in best of shape. I can still run a mile in under 15 minutes, and I work 3 to 4 times a week. I try to stay in shape a little bit. Well that is enough about my physical appearance. I am also married to very beautiful wife, who I love more then the world. We have very ... Read full Story
shemale lover 2012-08-17 4,545 anal Crossdresser Cumshot Fetish oral domination
83%
Becoming Missy
It all started back in 1973 in Seattle, Washington. I was 21, living on the south side with a couple of buddies while we were all stationed at area military bases. One Friday night we had a party at our apt. I was standing outside by my car smoking a joint when this guy pulls up in his pick-up. &quo... Read full Story
shemale lover 2012-03-31 3,754 Fetish cum oral sex crossdressing rimjob
100%
Fender Bender Chapter 7
The main Characters are as followed: My name is Robert, but when I am dressed I call myself Vicki. I am 5'9" 160 pounds, blonde hair and blue eyes. I turned 18 a few months ago. Gary is almost 6', 185 pounds. He has short blonde hair and dark blue eyes. He has a nice tasty 7 1/2 inch cock... Read full Story
shemale lover 2012-07-27 3,132 Creampie ass fucking domination oral sex sissy
100%
Working hard
My name is Micheal my birth. But I am known as Michelle As a child I had began cross dressing at around ten years age. I had actually been allowed to pick out and wear anything from my mother's closets and drawers. I was a very feminine boy and was often mistaken for being a little girl.My mother un... Read full Story
shemale lover 2012-11-06 3,067 Fetish crossdressing long cock
50%
My friend Barbara,
My friend Barbara, I look forward to welcoming Barbara. She is a lovely brunette with blue eyes who likes to make love without taboos. She knows how to bring our fantasies to life by imagining exciting role-playing games. - You're going to fall in love when you discover my underwear, she assur... Read full Story
sandratvtg 2024-07-04 867 Stockings Bareback Fetish transsexual Lingerie Sex Toys travesti Vintage rosebud plug gonflable gode xxl
75%
Old Folks Part 2
It had been eleven months since that day when I arrived at Honey and Frank's house. It was about 1am at night as I stood in a quiet street waiting for Frank to pick me up. I had just finished with my last client for the night a good blowjob with him ending up cumming on my face. I was touching up my... Read full Story
shemale lover 2012-01-10 6,878 transsexuals erotica romance crossdressers
76%
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
shemale lover 2012-01-30 9,930 Stockings Big Tits fucking foot fetish
93%
Sissy Experience - Episode 1: The Beginning
Hello All, Hope you’re all doing well!! This story narrates the beginning of my crossdressing and sissy adventures. Before I begin I’ll tell you somethings about my family. We are a family of four consisting of me, mom, dad and an elder sister. I am currently 20 years old and in college. My da... Read full Story
brownsissyboi 2020-05-15 8,121 Teen (18+) Crossdresser solo Amateur Cumshot Masturbation Fetish Asian Lingerie Homemade
100%
Discovering Mistress Sarah's World
Chapter 1: Meeting Mistress Sarah Joe's heart pounded fiercely as he stood at the door to his Mistress's house. He did not expect to be so nervous at his first meeting with her. After all he had known her for over a year. Mistress Sarah had been gracious enough to allow him into her world. He was... Read full Story
shemale lover 2012-10-01 5,876 Fetish domination cum swallowing feminization
50%
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
shemale lover 2012-05-05 12,586 transgender
90%
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
shemale lover 2012-03-01 13,936 first time sucking fuck domination
100%
Trying It On For Size Part 2
I looked up and saw the low slung scrotum swaying above my eyes, the long, thick, curved shaft pointing upward just in front of it. I heard a quiet tearing sound,"schshhhtt," looked further up and saw Tanya opening another one of her black foil Magnum condom wrappers. She placed the large,... Read full Story
shemale lover 2011-10-26 5,739 domination bondage anus
66%
Cassandra Chapter 1
Cassandra is a tease, a flirt, a slut, a girl who lives very much for the moment. Unconcerned with propriety or fashion trends, she dresses in clothes that go right for the jugular of a fetishist's libido. Spandex, leather, latex, spike heels, corsets, overdone hair, make-up and fingernails - these ... Read full Story
shemale lover 2012-03-27 5,881 sucking fuck orgasm crossdressing
40%
Kitten: A Pantyboy StoryKitten: A Pantyboy Story
It's easy now to look back and play armchair psychiatrist and see where my fetish for school uniforms and cute cotton panties started, but it wasn't until I met MISTRESS that I realized exactly how deep that fetish was ingrained in my mind and soul. Mistress knew I was a pantyboy after the first ... Read full Story
shemale lover 2012-09-10 7,077 Crossdresser fingering Sex Toys handjob 69
100%
Lady In The House Ch. 08
A story by MicheleNylons (Crossdresser must comply with jailhouse heavy.) "You!!!" Eddie screamed through the bars, then laughed. "Well done girls, quite a show, I really enjoyed that; and so did Michele obviously," he said snickering and pointing at the tent in the front of my skirt caused by... Read full Story
✘Transensual✘ 2019-02-25 5,749 Crossdresser domination PRISON PUNK prison sex Prison Bitch
100%
Darla's Diary: Slutfest 1993
Vacation Day One At last!! Another fantastic two weeks of freedom...the freedom to do as I pleased and dress as I pleased because it was my VACATION TIME!!! This year was better than other years because it was the first time my wife and I had two weeks vacation each. Just like she does every othe... Read full Story
shemale lover 2012-07-14 3,875 oral facial cum swallowing anus
100%
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
✘Transensual✘ 2019-02-25 4,528 Crossdresser domination PRISON prison sex
66%
Joe gets to the bottom of it
She kept it tucked away, it was uncomfortable squeezed between her legs held in place by the tight rubbery panties that really weren't her style, but they punctuated the "surprise". Joe was aroused by her femininity, as she slipped off the spaghetti straps of her little white dress reveali... Read full Story
keeponst 2012-10-04 3,113 tranny Cumshot Blowjob
100%
Joe gets to the bottom of things
She kept it tucked away, uncomfortable, squeezed between her legs held in place by the tight rubbery panties that really weren't her style, but they punctuated the "surprise". Joe was aroused by her femininity, as she slipped off the spaghetti straps of her little white dress revealing the... Read full Story
keeponst 2012-10-08 2,912 sucking Ladyboy virgin