Transvestite

582 stories


OUR UBER DRIVER

(<10 minutes)
True Story - Ass to mouth, Bi-sexual, Blowjob, Body modification, Cheating, Consensual Sex, Cuckold, Discipline, Dom / sub, Erotica, Exhibitionism, Female / Female, Female / Girl, Female exhibitionist, Group Sex, Hardcore, Lesbian, Male / Females, Oral Sex, Spanking, Swallow, Threesome, Transvestite, Voyeur, Written by women
“I couldn’t help overhearing your conversation.” the Uber driver told us as we alighted and she handed Sarah her card. “Feel free to give me a call, I am very well connected.”


Somewhere in Afgan

(<10 minutes)
Fiction - BDSM, Body modification, Bondage, Cheating, Cock & ball torture, Torture, Transvestite
Somewhere in Afgan. Fictionalised story of torturing the gooks. All names changed to avoid repercussions. None of the actions can be verified as they are against Kings regulations.


DID YOU PAY FOR THOSE TWO BOYS?

(<10 minutes)
True Story - Ass to mouth, BBC, Bi-sexual, Blowjob, Bondage, Cheating, Consensual Sex, Cosplay, Cuckold, Erotica, Exhibitionism, Female / Female, Female Domination, Female exhibitionist, Group Sex, Hardcore, Interracial, Male / Females, Masturbation, Mature, Older Female / Males, Oral Sex, Threesome, Transvestite, Written by women
One day not long after I asked him “How were you able to organized two twenty-two year boys, male escorts? Did you pay for them?” “No it was a contra deal,” he told me.


My Unintentional Threesome Part One

(22 minutes)
True Story - Anal, Consensual Sex, Drugs, Gay, Swallow, Threesome, Transvestite
I met a guy online whose peeping neighbor ended up joining us later in the evening


A Gamer Guild Gurl

(37 minutes)
Fiction - Cosplay, Gay, Swallow, Transvestite
I am new to writing and still learning, I apologize for any issues with my editing or grammar. Thanks for reading.


Girl and the Dark Castle - chapter 12

(11 minutes)
Fantasy - Blowjob, Hardcore, Pegging, Transvestite
Sir, helpers takes care of Sweetheart.


Sissy Hypno & The Fascinating Return To Porn Part 3

(10 minutes)
True Story - Anal, Blowjob, Dom / sub, Hardcore, Transvestite
I love being fucked like a girl, and Daddy Daryl put me to the test. You should read parts 1 and 2 if you haven’t already. Please comment, and I hope you enjoy it!


Michael to Michelle Part 5 The Gay Sauna

(18 minutes)
Diary - Anal, BDSM, Bi-sexual, Blowjob, Bondage, Boy / Boy, Dom / sub, Extreme, Gay, Group Sex, Humiliation, Male Domination, Mature, Non-consensual sex, Rape, Swallow, Transgendered, Transsexual, Transvestite
This is the 5th story of Michelle's transition where a friend of the family takes her to experience her first gay sauna event


Michael to Michelle part 4 the work slut

(<10 minutes)
Fantasy - Anal, Bi-sexual, Blackmail, Blowjob, Dom / sub, Gay, Male Domination, Office, Reluctance, Swallow, Threesome, Transgendered, Transsexual, Transvestite
This is just a short story on the day my boss realises I'm turning myself into a sissy. This probably story 4 of 6, 5 is nearly done and I came up with this scenario while writing that, again apologies if my writing isn't great, I'm not very good at writing down whats turning me on so much in my head


Sissy Hypno & The Fascinating Return To Porn Part 2

(<10 minutes)
True Story - Anal, Blowjob, Dom / sub, Drugs, Hardcore, Swallow, Transvestite
Part 1 ended with a man leaving me his contact info after I sucked his cock dry in an adult video store arcade. After a couple of weeks of daydreaming about getting in touch with him, I finally took the plunge and called him up. Part 3 is going to be posted simultaneously, so that I can keep these stories a little bit quicker to read.


Internet Hookup Pioneer

(25 minutes)
True Story - Blowjob, Dom / sub, Drugs, Oral Sex, Swallow, Transsexual, Transvestite
Dial up internet meeting that was actually better than anticipated


My Sisters Thong

(<10 minutes)
True Story - Bi-sexual, Boy, Exhibitionism, First Time, Incest, Masturbation, Teen Male / Female, Teen Male Solo, Transvestite, Voyeur, Young
Puberty hit me hard and I was constantly horny. 2 years older than me, my sister and I were close. So when she started being sexually active I couldn’t help but notice things change. New skimpy panties, hairs around her bikini bottoms, and asking her what a boner is. Seeing her in a new light as a woman with boobs and a pussy sends me on a journey. As the only girl I saw regularly and live with made her my first sexual fantasy.


Mom Has Me Turned Out

(35 minutes)
Fiction - Coercion, Gay, Non-consensual sex, Rape, Transvestite
This is a story of gay rape, a turning out of a homophobic 18 year old, that said it is more humorous than it is cruel.. It contains some crossdressing and incest lite. I don't hold back with the language so if hearing homophobic slurs bothers you pass on this.


Three Firsts In One Hazy, Crystal Clear Night

(17 minutes)
True Story - Blowjob, Drugs, First Time, Gay, Swallow, Transvestite
After a lifetime of internal strife and self questioning, I determined that I’m a gender dysphoric person who has quietly felt like I was a girl for roughly my entire life. This condition has led me down many wild roads in my adult life, most of which are amazing memories, which translate into great stories, especially in bed.


GLORIAS TWO BOYS

(10 minutes)
True Story - Ass to mouth, Bi-sexual, Blowjob, Body modification, Cheating, Consensual Sex, Cosplay, Cuckold, Erotica, Exhibitionism, Female / Female, Female exhibitionist, Group Sex, Hardcore, Lesbian, Male / Older Female, Masturbation, Older Female / Males, Oral Sex, Swallow, Threesome, Transvestite, Voyeur, Written by women
Gloria, one of my girlfriends, phoned me on the Monday. “I have two new pretty boys you and your man might like to meet. They entertained me and my man on Saturday, they are very talented.” I know Gloria well enough to realise ‘pretty and very talented’ means gender fluid.


Friday night crossdressing fun part two

(<10 minutes)
Fantasy - Anal, Blowjob, Gay, Swallow, Transvestite
Crossdressed at a friend's house when a sex party breaks out.


THE FILM CREW

(<10 minutes)
True Story - Ass to mouth, Bi-sexual, Blowjob, Consensual Sex, Cuckold, Erotica, Exhibitionism, Female exhibitionist, Group Sex, Lesbian, Male / Females, Male Solo, Older Female / Males, Oral Sex, Role-playing, Swallow, Threesome, Transvestite
“That is always such a turn on for me, your shaving cream and the way you use your finger as well as your razor. I am fantasizing about meeting a new person tonight and having that person lick my cunt. You know I love being licked and teased. Perhaps a bi-sex woman a little younger than us?”


Friday night crossdressing

(<10 minutes)
Fantasy - Blowjob, Gay, Transvestite
Sometimes a guy just wants to relax in lingerie


Michael to Michelle 2- Glory hole revelation

(15 minutes)
Fantasy - Anal, Bi-sexual, Blowjob, Boy / Boy, Cheating, Gay, Group Sex, Swallow, Threesome, Transgendered, Transsexual, Transvestite
This follows on from my first story, I got writers block and didn't know how to move the story forward the way I liked but hopefully this has rejuvenated my dirty mind to continue this story


GEOFFREY AND THE MEGA YACHT

(10 minutes)
True Story - Asian, Ass to mouth, Bi-sexual, Blowjob, Cheating, Consensual Sex, Cuckold, Erotica, Exhibitionism, Extreme, Female / Female, Female exhibitionist, Group Sex, Hardcore, Lesbian, Male / Females, Masturbation, Oral Sex, Threesome, Transvestite, Voyeur
“There is a new man at the gym.” I tell my lady Sarah, her interest already piqued. I have introduced her to a number of men I sourced from the gym for her sexual pleasure - and mine. “His cock is like an an iron bar,” Sarah whispers as I scroll through some pics he emailed me. “He is a distinguished looking and handsome man with a good body and around our age. Did he proposition you?”


Instructor Mikes Academy - Part 4 - Becoming a Girl

(22 minutes)
True Story - Anal, Asian, Ass to mouth, Authoritarian, BDSM, Boy, Cock & ball torture, Discipline, Dom / sub, Enema, Exhibitionism, First Time, Gay, Humiliation, Interracial, Male Domination, Role-playing, School, Teen, Transvestite, Young
Mike has 2 suitcases of surprises waiting for me.


SARAHS FANTASIES

(10 minutes)
True Story - Ass to mouth, Bi-sexual, Blowjob, Cuckold, Erotica, Exhibitionism, Female exhibitionist, Group Sex, Hardcore, Lesbian, Male / Females, Masturbation, Oral Sex, Threesome, Transvestite, Voyeur, Water Sports/Pissing
We both enjoy sex with an audience and flaunting our naked bodies. My man loves telling me my ‘magnificent thighs and ass are my best features,’ when sex is involved. For me, his thick, nine-inch erection is my sexual turn on. I have always had a high sex drive which over the years has developed into wide ranging preferences and turn ons.


TEN INCHES FOR ADA

(<10 minutes)
True Story - Bi-sexual, Blowjob, Cheating, Cuckold, Erotica, Exhibitionism, Group Sex, Male / Older Female, Mature, Older Male / Female, Oral Sex, Threesome, Transvestite, Wife
“I heard you telling the boys earlier that you would like to fuck me and how I was naked while I watched one of the men in my talent pool blow you. Have you really been fantasizing about fucking me ever since?,” Ada asked with a big smile as we prepared to depart a recent assignment. See my story THREE PLUS THREE.


Dannis Diet

(<10 minutes)
Fantasy - Anal, Exhibitionism, Extreme, Female exhibitionist, Female solo, Masturbation, Swallow, Transgendered, Transvestite
Danni has decided to have solo sex on a snowy evening with some fruit and candy and film her Filthy Hunger and surprise ending with her partner Toni..


Hermia Aphrodite (Chapter 1?)

(41 minutes)
Fantasy - Anal, Consensual Sex, Erotica, Female / Female, First Time, Gay, Hardcore, Lesbian, Male / Female, Oral Sex, Pegging, Romance, Transgendered, Transsexual, Transvestite
This is a fantasy. I tried to throw in enough details to give it some sense of plausibility, to help with immersion, but I recognize that it probably can't really work in reality. Probably better to just treat it like magic, or just ignore it. I have included multiple binary and non-binary tags, although as the story mentions, Intersex would probably be more accurate. I want to apologize in advance to anyone who is transgender or transsexual, if I have misjudged the tone of the story.