Transvestite

582 stories


Suzy Unleashed Chapter 13

(42 minutes)
Diary - Dom / sub, Office, Transsexual, Transvestite
Now comfortable in her life as a crossdressing secretary/whore, Suzy gets a surprise that promises to provide a whole new level of enjoyment for her and the men around her.


Final Feminization VII

(12 minutes)
Fiction - Anal, Authoritarian, Blowjob, Coercion, Cuckold, Dom / sub, Exhibitionism, Fan fiction, Female Domination, Hardcore, Humiliation, Masturbation, Mind Control, Oral Sex, Slavery, Swallow, Transsexual, Transvestite, Voyeur
Scarlet has a new weapon to test on everyone's favorite crossdressing SOLDIER.


Athena Corp Chronicles - Chapter 4 - Best Practices

(27 minutes)
Fiction - Anal, Authoritarian, BDSM, Bondage, Cock & ball torture, Consensual Sex, Cosplay, Discipline, Dom / sub, Erotica, Female Domination, Hardcore, Humiliation, Latex fetish, Office, Pegging, Romance, Slavery, Spanking, Transvestite
New policies favor a female empowered work environment.


Instructor Mikes Academy - Part 3 - Is this Love?

(17 minutes)
True Story - Asian, Ass to mouth, Authoritarian, BDSM, Blowjob, Boy, Dom / sub, Exhibitionism, First Time, Gay, Interracial, Male Domination, School, Swallow, Teen, Transvestite, Young
In my naivete I began falling for Instructor Mike


Instructor Mikes Academy - Part 2 - Now I Understand

(27 minutes)
True Story - Asian, Authoritarian, BDSM, Boy, Dom / sub, Exhibitionism, First Time, Gay, Humiliation, Interracial, Male Domination, Massage, Masturbation, Role-playing, School, Teen, Transvestite, Young
What does Instructor Mike have planned for me next?


Instructor Mikes Academy - Part 1 - Taking the First Step

(<10 minutes)
True Story - Asian, Authoritarian, BDSM, Boy, Cock & ball torture, Consensual Sex, Dom / sub, Exhibitionism, First Time, Gay, Interracial, Male Domination, Masturbation, School, Transvestite, Water Sports/Pissing, Young
An older Man I met on the fledgling internet in the 90s provides special after school instruction.


Amazing Night With A Sexy Crossdresser

(15 minutes)
True Story - Anal, Blowjob, Consensual Sex, Gay, Transgendered, Transsexual, Transvestite
Kassie had a great body, a little taller than I would have liked, but her smooth white skin and her little boy titties, and limp little cock were such a turn on. I could see she didn’t have anything on under her skimpy little tops, and when I saw her little nipples poking out past the crisscross and fishnet, I immediately wanted to feel on her.


Mistress Cruel Love - Chapter 4 - Mein Herrin! I Can Dance!

(32 minutes)
Fiction - Anal, Authoritarian, BBC, BDSM, Bondage, Consensual Sex, Discipline, Dom / sub, Exhibitionism, Female Domination, Hardcore, Humiliation, Interracial, Masturbation, Oral Sex, Pegging, Plumper, Reluctance, Sado-Masochism, Slavery, Spanking, Threesome, Toys, Transvestite, Voyeur
Markus pursues Shireen while Darius takes the next big step on his journey into sissy slavery.


Camming Down the Rabbit Hole Chapter 12

(44 minutes)
Fiction - Bi-sexual, Blowjob, Masturbation, Swallow, Transgendered, Transsexual, Transvestite
The continued story of how during the pandemic of 2020 I was faced with the prospect of unemployment and turned to the world of camming as a way of making some money. This is a crossdressing story so if that isn't your thing then please move on :)


Camming Down the Rabbit Hole Chapter 11

(38 minutes)
Fiction - Anal, Bi-sexual, Body modification, Bondage, Coercion, Erotica, Exhibitionism, Male Solo, Masturbation, Prostitution, Role-playing, Toys, Transgendered, Transsexual, Transvestite
This is my first erotic fiction, I am not the best writer so please forgive my spelling and grammatical errors. I enjoy stories that have a base in reality and could almost be believable with a slow build, I have many more in the pipeline, I hope you like them as much as I enjoy fantasizing about them. This is a multi part series, which is a bit of a slow burner, but hopefully you get off reading it as much as I did writing it.


Camming Down the Rabbit Hole Ch10

(44 minutes)
Fiction - Exhibitionism, Masturbation, Pegging, Swallow, Transgendered, Transsexual, Transvestite
The continuing story of how during the pandemic of 2020 I was faced with the prospect of unemployment and turned to the world of camming as a way of making some money. but as i begun to fall down the warren of crossdressing I couldn't help but get lost in a world I would make my own. all feedback is welcome, although if you do not enjoy cross dressing and femininization, this probably isn't for you.


Michael to Michelle

(12 minutes)
Fantasy - Anal, Bi-sexual, Blowjob, Boy / Boy, Gay, Group Sex, Swallow, Transsexual, Transvestite
This is the first of a series of stories that I hope to write about Michael and this is the first story that finally turns him to the Sissy life.


Camming Down the Rabbit Hole Ch9

(46 minutes)
Fiction - Body modification, Bondage, Exhibitionism, Masturbation, Swallow, Toys, Transgendered, Transsexual, Transvestite
The continuing story of how during the pandemic of 2020 I was faced with the prospect of unemployment and turned to the world of camming as a way of making some money. but as i begun to fall down the warren of crossdressing I couldn't help but get lost in a world I would make my own. all feedback is welcome, although if you do not enjoy cross dressing and femininization, this probably isn't for you.


One With the Tribe pt2

(11 minutes)
Fantasy - Anal, Blowjob, Coercion, First Time, Group Sex, Humiliation, Monster, Non-consensual sex, Oral Sex, Rape, Transvestite, Virginity
Part two for the requested story


One With the Tribe pt1

(<10 minutes)
Fantasy - Gay, Humiliation, Monster, Transvestite
A story requested by a user on FurAffinity


Alexia at Charlies

(20 minutes)
True Story - Anal, Blowjob, First Time, Gay, Transgendered, Transsexual, Transvestite
It was the weekend and some of my friends and I had decided to hang out, and as we sat around someone suggested we go out to a bar. Charlie’s got thrown out there, which immediately sparked my interest. Charlie’s was a gay hang out and knowing that cross dressers and trannies hung out the too, I thought it was a great idea.


Camming Down the Rabbit Hole Ch8

(26 minutes)
Fiction - Bi-sexual, Body modification, Masturbation, Swallow, Transgendered, Transsexual, Transvestite
The story of how during the pandemic of 2020 I was faced with the prospect of unemployment and turned to the world of camming as a way of making some money. but as i begun to fall down the warren of crossdressing I couldn't help but get lost in a world I would make my own. all feedback is welcome, although if you do not enjoy cross dressing and femininization, this probably isn't for you.


Giving Up Control

(11 minutes)
Fantasy - Authoritarian, BDSM, Bi-sexual, Cheating, Cock & ball torture, Discipline, Dom / sub, Female Domination, Humiliation, Masturbation, Swallow, Toys, Transvestite, Water Sports/Pissing
This is one of my fantasies I have about my wife. All characters are over the age of 18. I hope you enjoy.


MY NEW LADY AND HER FRIENDS

(<10 minutes)
True Story - Ass to mouth, BDSM, Bi-sexual, Blowjob, Cheating, Consensual Sex, Cuckold, Erotica, Exhibitionism, Extreme, Female exhibitionist, Group Sex, Hardcore, Lesbian, Masturbation, Oral Sex, Spanking, Swallow, Threesome, Transvestite
I met my new lady, Angela at singles cocktail party. A most attractive and articulate woman. I am Simon, a well-presented forty-year old divorced male in professional employment. Angela, I learnt is a year younger than me and also in professional employment.


Camming Down the Rabbit Hole Ch7

(47 minutes)
Fiction - Anal, Body modification, Exhibitionism, Masturbation, Role-playing, Swallow, Toys, Transgendered, Transsexual, Transvestite
The story of how during the pandemic of 2020 I was faced with the prospect of unemployment and turned to the world of camming as a way of making some money. but as i begun to fall down the warren of crossdressing I couldn't help but get lost in a world I would make my own. all feedback is welcome, although if you do not enjoy cross dressing and femininization, this probably isn't for you.


A Favor for Danny Boy - A Halloween Story

(28 minutes)
Fantasy - BDSM, Bondage, Discipline, Dom / sub, Exhibitionism, Female Domination, Female exhibitionist, Female solo, Humiliation, Masturbation, Slavery, Transgendered, Transvestite
This is the story that the pixies brought me for this year. I was worried that they were going to let me down, but evidently they just wanted to be sure the story posted after Dark Night. The storyline is rather simple. A Leprechaun by the name of Danny Boy has promised the new Fairy Queen that I will be her power giver. Since Danny Boy is involved, however, things aren’t nearly that simple.


Camming Down the Rabbit Hole Ch6

(29 minutes)
Fiction - Anal, Bi-sexual, Exhibitionism, Male Solo, Masturbation, Pegging, Prostitution, Swallow, Transgendered, Transsexual, Transvestite
This is my first erotic fiction, I am not the best writer so please forgive my spelling and grammatical errors. I enjoy stories that have a base in reality and could almost be believable with a slow build, I have many more in the pipeline, I hope you like them as much as I enjoy fantasizing about them.


Camming Down the Rabbit Hole Ch5

(20 minutes)
Fantasy - Anal, Bi-sexual, Cosplay, Exhibitionism, Male Solo, Masturbation, Prostitution, Transgendered, Transsexual, Transvestite
This is my first erotic fiction, I am not the best writer so please forgive my spelling and grammatical errors. I enjoy stories that have a base in reality and could almost be believable with a slow build, I have many more in the pipeline, I hope you like them as much as I enjoy fantasizing about them. This is a multi part series, which is a bit of a slow burner, but hopefully you get off reading it as much as I did writing it.


Straight to Bi

(45 minutes)
Fiction - Exhibitionism, Gay, Masturbation, Transvestite
Allowing myself to explore my sexuality


Futanari First Love 2

(10 minutes)
Fantasy - Anal, Blowjob, Consensual Sex, First Time, Interracial, Male / Female, Oral Sex, Pegging, Romance, Swallow, Transgendered, Transsexual, Transvestite, Virginity
Four months after our first time I woke up with Xian pressed up against me, and I could feel her cock up against my back. For the first time I considered the thought of her entering me. I wasn't disgusted at the thought, I wondered what Xian thought of the idea. I was deeply in love with her and life was great but I wondered if she would be disgusted at my thoughts or would she be into the idea.