Sort by
Relevancy

Free Stories

100%
Wife got suspicious...
Wife got suspicious... I ended up having a relationship with a married man I'll call Tom. I didn't know he was married until he told me we had to stop kind of like dating because his wife was getting suspicious. We met online, he was a guy who liked crossdressers like me. He was pretty cute... Read full Story
Kellygirl81 2024-06-18 3,039 Stockings Crossdresser Cumshot Lingerie Frottage cum in mounth
100%
Bi Pantyhose Passion
I've had a Pantyhose Fetish for over 30 years now, and love wearing them on a daily basis. But back in the summer of 1995, I suffered a heat stroke, and almost died, when I recovered, I vowed I would stop fantasizing, and live out these dreams and fantasies. I had been masturbating while dress... Read full Story
shemale lover 2012-06-04 4,549 first time Cumshot Masturbation Fetish Blowjob pantyhose
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 7,030 Stockings Crossdresser Amateur Masturbation Lingerie teen (18+)
88%
Girl from Uncle
Tonight, I have to tell it all. It’s no secret that my uncle and I had a very special bond he had been eyeing me with those adventurous eyes from the time that I was 14 years old. And frankly I enjoy his ogling. I could feel my nipples get so hard when he looked through me with those alert and spark... Read full Story
Regina10 2024-02-14 5,815 anal Crossdresser Big Tits Bareback Blowjob Big Cock Ebony Lingerie Guy Fucks Shemale big ass femboy Ass to Mouth cum in mouth
100%
I unlocked my Gooch /Taint pleasure in bed with str8 friend.
So I have this quick story I used to expiremental with a straight friend of mine hes white guy pretty husky body and thick guy with blue eyes. We’re very different but the same on things. A few times when we get drunk we actually and have fun but nothing penetrative. But he does become more… Open Mi... Read full Story
Ezra_Kyle25 2024-09-11 2,679 Crossdresser solo Amateur Cumshot Masturbation Ebony Lingerie domination Guy Fucks Shemale Interracial Homemade sissy femboy
100%
Two CD's the first time we meet.....
We are meeting for the first time since talking online. I want to dress for you gurl, I want to feel as you do, I want to be your slut, your slave of desire. My panties are a sheer white, my hard cock can be seen ever so pressing against them, I rub myself for you as you watch, drooling now. Hand... Read full Story
kelliecdgirl 2024-04-10 4,585 Stockings Crossdresser Cumshot Masturbation Fetish blonde Big Cock Lingerie pantyhose Frottage sissy femboy shemale + shemale
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 5,235 pantyhose mistress
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 8,505 Stockings Crossdresser Cumshot Fetish oral sex pantyhose
100%
I was backstage giving blowjobs at a transsexual beauty pageant
I was backstage giving blowjobs at a transsexual beauty pageant I had this neighbor, who cross-dressers on weekends for a LGBT club. She invited me to an annual transsexual beauty pageant. Beautiful slutty shemales competing to be the official beauty queen for the club. She happens to be hosti... Read full Story
My Shemale Attraction 2024-08-07 4,379 Crossdresser Group Sex Big Tits Cumshot Blowjob blonde Big Cock Ebony gangbang domination pantyhose
90%
On the Run
“Your first mistake was stealing hundreds of thousands of dollars from me. Your second mistake was thinking you could get away with it.” As I stood trembling before his desk, Mr. Atwater regarded me as if I were a bug on the windshield of his Lexus. “Do you have anything to say for... Read full Story
shemale lover 2012-09-01 11,752 Crossdresser Cumshot Blowjob jerking pantyhose
75%
Becoming Carla's Girlfriend
Carla and I were watching Netflix at home just relaxing after a long day of work. I remember laying down next to her and looking at the pink toenail polish on her feet. I taunted her as said "I could do a much better job painting your toes than you could." Carla smirked and said, "It's much ha... Read full Story
lacemint 2023-08-19 7,415 Stockings Crossdresser Lingerie pantyhose fantasies crossdresser lingerie nylon stockings nylons crossdresser panties crossdresser
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 11,866 Teen (18+) Small Tits Crossdresser Fetish Blowjob Lingerie Guy Fucks Shemale cum in mouth
0%
Charlie and the Chocolate Factory
One of the real joys of the holiday season is how the kink community comes together to celebrate. It seems that everyone is allowed to let their hair down that much more, to party like pagans, and to lose him or herself to pure hedonistic pleasure. This holiday season, the Houston kink community... Read full Story
shemale lover 2011-09-27 4,158 asshole cum Lingerie strapon
50%
Hard Decisions by Elaine © 2020
Hard Decisions by Elaine © 2020 No one in this story is based on anyone alive or dead. It is a work of fiction and should not be read by minors. I appreciate the kind efforts of many of my friends who cast a welcoming glance over the initial writings. I owe you all a big debt of thanks. Prolog... Read full Story
Elainetguk 2023-09-06 5,280 Stockings Big Tits Creampie Lingerie Guy Fucks Shemale Mature
100%
Caught and Used
I am a secret, heterosexual panty boy, that loves to dress up in my wife's lingerie when she is not around. My wife and I have two mutual friends named Mike and Mandy. Mike and Mandy had things stored in our garage while they moved. Well my wife had to go away for a day seminar for her company, and ... Read full Story
shemale lover 2012-06-09 5,968 anal shemale Lingerie crossdressing
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 3,244 Fetish pantyhose crossdressing
100%
On Strike!
I got the idea while listening to the news on the radio, during another grinding commute home from the big city. It seemed a couple in Florida had gotten so sick and tired of their spoiled, neglectful children that they were camping outside their house in beach chairs, refusing to go back to being p... Read full Story
shemale lover 2012-09-02 4,448 Stockings Crossdresser Lingerie pantyhose
100%
MY First Time with a non-binary/cross-dresser
After I had graduated high school but before I had left for college: I was hanging out with a friend and a friend of theirs at their friend’s house. For the story let’s call my friend Dan and his friend Charles. We were watching some movie on Charle’s (parent’s) big TV. Charles gets up eventually an... Read full Story
ghostpeople 2019-03-12 7,591 first time Crossdresser Amateur Group Sex Cumshot Bareback threesome Frottage Homemade sissy blow job condomless
100%
My story, more or less pt.3
Earlier on, when I was scouring through various drawers and closets for feminine clothes in my home I have stumbled upon two old skipping ropes. "A fun time" I thought to myself, not giving them another look and continuing with my search. Little did I know they would become the backbone of my "sessi... Read full Story
Thigh_High_Boi 2023-01-06 4,031 Stockings Masturbation Fetish Ladyboy Lingerie Homemade pov
50%
Liberty meeting , Chapter2
When she strums again on her keyboard, I feel that it sinks imperceptibly but inexorably into me. - Relax my darling, Mirella told me, masturbating me with an expert hand. At the start, I have rather pleasant sensations. Being completely submissive to this machine without being able to stop... Read full Story
sandratvtg 2024-06-20 2,574 anal Stockings Shemale Fucks Guy Lingerie domination Sex Toys femboy
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 9,901 Crossdresser Bareback Creampie Fetish blonde Big Cock Lingerie domination Guy Fucks Shemale transvestite slut PRISON FUCKBOY prison sex Prison Bitch
72%
Longtime friends
*** This a work of fiction but wishful thinking. Beau and Stephen had been long-time friends, they often spent time together playing golf, gym, and fishing. Stephen had a secret crush on Beau for quite a long time or it was Stephanie, Stephens' alter ego that did have a crush on Beau. He found hi... Read full Story
Stephanie_logan 2020-02-21 4,849 Stockings Crossdresser Fetish Lingerie
50%
Le choix parfait
Andrew avait emménagé avec Hannah il y a quelques mois et jusqu'à présent, tout se passait comme elle le souhaitait. Elle était une allumeuse sans fin; porter des jupes courtes et des robes quand ils étaient dehors pendant la journée ou de minuscules shorts et débardeurs lorsqu'ils étaient ensemble ... Read full Story
Femboy 2021 2023-01-24 889 Crossdresser Fetish Shemale and Girl Sex Toys Frottage
100%
In Need of Some Sex
In Need of Some Sex By Sabrina G. Langton *** Author's Note: Hi... Just a teensy tiny story. I'm sure you know what I, um, well we like. Just a little sex in the night to make the heart grow fonder. Just two people meeting for the first time, definitely not the last. A nice intro to a new rel... Read full Story
Brina Giselle 2024-09-18 1,617 Crossdresser Blowjob pantyhose kissing transgender crossdresser with men
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 36,027 Crossdresser sucking Lingerie ass fucking ass fingering
100%
My story, more or less Pt.1
I always knew I was different. I enjoyed playing with dolls and being around girls, I felt safe and in my place. When I got my first smartphone I have discovered porn, and boy was it an adventure! I have watched every type you can think of, but eventually I settled on shemales, the perfect cross ... Read full Story
Thigh_High_Boi 2022-12-22 5,152 Stockings Cumshot Masturbation Ladyboy Lingerie Homemade pov
100%
Dressed for Disaster
After a last look at himself in the full-length mirror on the closet door, Pat put his magnetic key in his purse and left his hotel room. He had done this enough times to be almost calm as he waited for the elevator. When the door opened, he was relieved to be greeted by an empty lift. It always ... Read full Story
shemale lover 2012-11-21 3,402 Fetish pantyhose makeup
100%
I Missed Myself
As soon as Dr. Griffin returned to the examination room, I knew that the news wasn’t good. I could tell by the way he avoided my eyes as he studied his clipboard and fidgeted with his pen that something was wrong, terribly wrong with me. The ache in my groin that I had been ignori... Read full Story
shemale lover 2013-03-20 8,439 Crossdresser Lingerie pantyhose cd softcore
25%
Amo la Humillación de Ser Marica
AMO LA HUMILLACIÓN DE SER MARICA  SOY MARICA. Porque ser marica me permite tener el mayor efecto positivo sobre mí y todos los que me rodean.  SOY MARICA. Cada día que vivo como mariquita, confirmo mi humildad a través de la humillación.  SOY MARICA. La humillación no es algo anormal para lo... Read full Story
Marinatvfem 2017-10-16 4,031 Fetish Lingerie Frottage
71%
CÓMO SER UNA BUENA SISSY MARICA
CÓMO SER UNA BUENA SISSY  VARIOS COMPORTAMIENTOS: Pasiva, sumisa, perezosa, dominada, obediente, frágil, vulnerable, indefensa, mansa, cariñosa, dulce, encantadora, cálida, blanda, bella, sexy, afeminada, suave, amable, dócil, respetuosa, delicada, débil.  EROTISMO CON LA LENCERÍA: Después cogí... Read full Story
Marinatvfem 2017-10-16 26,367 Crossdresser Amateur Lingerie Frottage
50%
Sissy Amante de la Lencería
HOMBRE AMANTE DE LA LENCERÍA marinatvfem@yahoo.es Tengo 60 años y estoy casado. Llevo muchos años usando ropa interior femenina. Me encanta la sensación del nylon sedoso en mi cuerpo. También duermo con un largo camisón de satén todas las noches. Me siento muy cómodo llevando mi lencería femenin... Read full Story
Marinatvfem 2019-04-01 3,805 Crossdresser Lingerie Frottage
100%
TO BE OR NOT TO BE – PART 6
TO BE OR NOT TO BE – PART 6 by Spanky de Bautumn Part 5. Sunny and Antonio got frisky at the bar, Sunny moved in with Mel and Shari, and opening night was a success The only other dress that I brought was one that I hoped I would get a chance to wear but didn't think I would. It was a black ... Read full Story
SpankydeBautumn 2021-02-26 3,025 Stockings Small Tits Crossdresser Cumshot Creampie Blowjob Big Cock Lingerie Guy Fucks Shemale cum in mouth
100%
TO BE OR NOT TO BE – PART 6
TO BE OR NOT TO BE – PART 6 by Spanky de Bautumn Part 5. Sunny and Antonio got frisky at the bar, Sunny moved in with Mel and Shari, and opening night was a success The only other dress that I brought was one that I hoped I would get a chance to wear but didn't think I would. It was a black ... Read full Story
SpankydeBautumn 2021-02-26 2,856 Crossdresser Cumshot Masturbation Bareback Creampie Blowjob Big Cock Lingerie Guy Fucks Shemale cum in mouth
100%
Horny Writing A Strange Habit
I enjoy watching videos which I can Vicariously live. This is nothing more than my horny hobby, an amalgamation of various thoughts. My form of hands free edging. Spell checked only, "No I haven't proof read a first draft, not trying to publish masterful works here." Hope to hear from those w... Read full Story
Araina 2021-03-08 3,100 Crossdresser Amateur Big Tits Cumshot Bareback Fetish Blowjob Big Cock Guy Fucks Shemale Frottage Homemade Ass to Mouth cum in mouth
100%
FÉMINISÉE PAR BBC MALE ⚧️
Après avoir abandonné l'université, je n'avais évidemment plus le droit de vivre dans les dortoirs. Mes parents ne me reprendraient pas. Je n'avais qu'un seul endroit où aller : l'appartement de mon ami Jack. Nous nous sommes rencontrés au collège en première année. Il a toujours été bon avec moi. ... Read full Story
Femboy 2021 2023-02-16 1,515 Stockings Crossdresser Fetish Blowjob Big Cock Lingerie domination Guy Fucks Shemale Interracial cum in mouth
100%
I fucked my personal trainers ass for the first time
I greeted him on my bed in my sheer black lingerie. I knew he’d be nervous, and truly I was as well. We’d spend so much time in the gym together and I knew he wanted me, but taking that next step was sometimes difficult, especially when our relationship was always professional. Posing for him, I r... Read full Story
Madison Heights 2023-05-18 7,655 anal Shemale Fucks Guy Big Cock Frottage
100%
Visiting Ella
Ella is a beautiful, slim Asian TS. She has long legs, pert breasts a cute face and a cock a bit smaller than mine. For me, her knockout feature is her knee length, coal black, sleek & silky hair. I am very turned on by girls with long hair. I have no idea why, I just am. When I got off the t... Read full Story
Jimmypopp 2024-05-05 3,422 Asian Ladyboy Guy Fucks Shemale Frottage long hair hairjob
100%
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
Beryl 2023-12-12 8,016 first time Stockings Crossdresser Bareback Blowjob Big Cock Lingerie redhead sissy cum in mouth
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 2,938 Stockings Shemale Fucks Guy Fetish Lingerie shemale + shemale
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 11,396 Cumshot suck Asian Ladyboy pantyhose
66%
My Story...
Hy my name is Noemi and this is my story... I was nearly five years, my parents sleep and my sister stayed overnight at a girlfriend. I allways looked at her tights, skirts, dresses and shoes admiring (she is six years older)and i was jealous that she could wear such beautiful clothes. I liked to ... Read full Story
Noemi27 2013-07-22 6,574 Stockings Crossdresser Fetish Lingerie pantyhose
100%
Lady In The House Ch. 02
A story by Michele Nylons, Part II "She's all yours Eddie. She looks beautiful." I heard Carmel say as 'she' disappeared down the corridor, her high heels clicking on the tiled floor. Eddie appeared at the door to the cell, he stepped inside and closed the door behind him. "So what do yo... Read full Story
✘Transensual✘ 2019-01-11 5,108 Stockings Crossdresser Fetish Big Cock Uniform Lingerie domination PRISON PUNK prison sex Prisonboycum Prison Bitch
100%
Lady In The House Ch. 03
A story by MicheleNylons ( Michele continues to be used by the inmates of a prison. Hot wet fluid suddenly soaked the tops of my thighs and the crotch of my panties. I felt stream after stream of his creamy seed shoot against my silken hosed thighs and being to slowly run down my legs. My crot... Read full Story
✘Transensual✘ 2019-01-11 6,728 Stockings Crossdresser Bareback Creampie Fetish Blowjob Big Cock Lingerie domination Guy Fucks Shemale PRISON PRISON PUNK prison sex Prison Bitch
100%
Highway in Heels
Highway in Heels By Sabrina G. Langton *Stories from the real world 1 This story is autobiographical. When I was 20 years old I used to drive a van for my parents from Brooklyn to Tarrytown New York once a week to drop off merchandise for retail shops in the area. I always had a full van on ... Read full Story
Brina Giselle 2023-08-28 5,336 Crossdresser blonde pantyhose kissing transgender
100%
Foot fetish with a twist
I immigrated to the Green Bay area after I graduated College with a BA in Finance. A discipline that keeps you to yourself and you spend your day crunching numbers and write reports. I’m a very feminine woman, I love wearing lingerie and nylons, any type of nylons (pantyhose, thigh high, etc.) Aft... Read full Story
Stephanie_logan 2019-06-28 5,453 Stockings Lingerie Guy Fucks Shemale
100%
Beginnings
While here I am, totally in the mood, dressed up, and a dildo up my ass. Now is the perfect opportunity to write the first signs on this behavior and the moment that actually started off this little escapade. So lets start with childhood. At first there was nothing worth mentioning, but just as a... Read full Story
DoraTV 2022-11-08 4,455 Stockings Crossdresser Masturbation Lingerie erotica feminization sissy introduction sissy crossdresser storyline To be feminized story
100%
Crossdressing at CCBC in Palm Springs
I recently stayed at CCBC in Palm Springs. For those of you who are not aware of it, it is the largest gay resort in Palm Springs area. The resort has about 30 rooms, lockers, a pool, steam room and indoor and outdoor play areas all on a one acre outdoor enclave. I arrived there on a Tuesday and dre... Read full Story
Rocky8844 2024-05-27 4,556 Crossdresser Group Sex Blowjob Lingerie pantyhose cum in mouth
100%
Natacha's dungeon,
Natacha's dungeon, For a long time, I have loved wearing lingerie because it always gives me so much excitement to contemplate myself as a woman in front of my mirror. I learned a long time ago to memorize feminine gestures and attitudes while perched on my pumps. I also know how to put on ma... Read full Story
sandratvtg 2024-06-24 3,297 anal Stockings Shemale Fucks Guy Fetish Lingerie domination Sex Toys femboy chastity cage plug urétral
50%
My Parisian escapades,
My Parisian escapades, During my many business trips to Paris, I never miss going to see my friend. Sabrina is a Cuban transsexual that I have known for several months. With her, I can let go with complete confidence and live my fantasies. I am one of his friends and lovers who give him the ... Read full Story
sandratvtg 2024-06-25 3,127 anal Stockings Shemale Fucks Guy Fetish Lingerie Sex Toys sissy wig gode pumps rosebud silicone breast split panties
0%
After Dinner Delight
The following morning Del and Tori had a late breakfast in the hotel's upscale restaurant before Del went home. They had arranged to meet at seven for supper, deciding to get dressed up and go out somewhere nice. Del lazed around her apartment till mid afternoon, got cleaned up, dres... Read full Story
shemale lover 2012-01-29 4,437 sucking pissing Lingerie handjob
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 4,677 Fetish Lingerie crossdressing
100%
Becoming Bernard's Wife
I put an ad on Adult Friend Finder, thinking I'm never going to meet anyone here but was I wrong. I am in my 30's, tall and slender, long brown hair and practically hairless everywhere else on my body. I was looking for whatever and was very curious. Just out of a relationship with a woman for 8 ... Read full Story
shemale lover 2012-11-07 4,043 Fetish cum Lingerie
60%
Found Out
My wife and I have been married for 10 years and are very much in love but we do have our own little fantasies as we have learned over the years. She is 5'8" tall, blonde hair blue eyes, in my mind, quite a sexy body, with great legs, a nice ass, and ample breasts. She really looks pretty hot..... Read full Story
shemale lover 2012-11-17 3,622 Fetish Lingerie crossdressing
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 13,371 Crossdresser Masturbation Fetish Lingerie kissing
100%
My story, more or less pt.2
So there I was, a boy with a desire. (Refer to pt.1 for context) A few months went by from the "initiation" and I've progressed quite a bit I have switched from shemale porn to femboy porn, to relate to the main characters more. I have also scoured every closet in desperate search f... Read full Story
Thigh_High_Boi 2022-12-23 5,680 Stockings Blowjob Ladyboy Lingerie Homemade self sucking cum in mouth
50%
Being Shemale
Every night I wear make up and dress up in a sexy lingerie. I stand in my balcony late night trying to lure men and women driving on the road. Last night a truck driver stopped near my house to inspect his vehicle. During his inspection he suddenly saw a long legged booty women in the balcony inf... Read full Story
babydriver 2024-06-04 4,178 Stockings Crossdresser solo Outdoor Ebony Asian Ladyboy Lingerie big ass sissy femboy