Stacey's First Love (ch. 2)
Stacey goes into the Army where he meets Dexter and they have a love filled weekend.
Topics: Crossdressing, Kissing, Fucking
GayDemon's gay porn library: in this story category you can find erotic stories with crossdressers and crossdressings.
Stacey goes into the Army where he meets Dexter and they have a love filled weekend.
Topics: Crossdressing, Kissing, Fucking
Just a short story - I sent him pictures of me in my wife's thong. He liked them, especially how my ass looked in them.
Topics: Crossdressing, Lingerie, Fucking
Stacey is at her friend and lover's funeral as she reflects on the past.
Topics: Crossdressing, Oral & Blowjobs, Fucking
A drag queen makes me her boy toy
Topics: Crossdressing, Seduction, Oral & Blowjobs, Domination
I hook up with a Daddy Bear old guy in a Major City
Topics: Crossdressing, Dildo, Daddy, Bear, Twink, Anonymous, Submission, Hookups & Dates
How did I know? I wasn't just walking into a gay porn club and waving a rainbow flag. I needed to be persuaded, seduced or pushed a little bit, so I could say, I'm not gay, they made me gay!
Topics: Rough Sex, Bondage, Sissy
When it started and the rush and fun from it all
Topics: Crossdressing, Interracial, BBC
from a young age I took one step after another to end up here
Topics: Crossdressing, Bondage, Forced, Panties, Fucking
I wore lingerie under my slack and polo. He liked that a lot
Topics: Crossdressing, Oral & Blowjobs, Lingerie, Panties
Straight acting Chris lost a bet and his punishment was to be a cage dancer for 1 hour at a gay club, but he had to do it dressed like a slut. Colin and Kevin are straight, best friends, and roommates. They venture to the same club that night for a celebration. When Colin sees Chris dancing in a cage, something stirs inside of him and all he wants now is Chris.
Topics: Muscle, Crossdressing, Threesome, Romance, Domination, Lingerie, Straight to Gay, Fucking
Ricky is Carl's bitch boy. Ricky is wearing a pink bra, skirt, and high top pink Chucks waiting for Carl to come home and fuck him. Carl enjoys topping Ricky wearing knee high black laced boots.
Topics: Crossdressing, Age Difference, Boots, Sneakers
This other side of me, she's is me , in fact I'm on her other side?.. wtf, that means!!!
Topics: Crossdressing, Coming Out, Fantasy, Magic, Witch
My first BBC
Topics: Crossdressing, Interracial, Sissy, BBC, Femboy
Following on from my first introduction to lace, in particular panties by my mother. I was now very interesting in exploring what other types of lingerie effected my cock and level of horniness. My search took me to the contents of my mother's underwear drawers.
Topics: Crossdressing, Masturbation, Incest, Straight Sex, Pantyhose, True Story, Lingerie
I felt I was being watched, but wasn’t sure by whom and went about continuing with my plans wherever they took me and anticipated a big surprise soon, just not sure what.
Topics: Crossdressing, Daddy, Twink, Age Difference
My time working in the Wild West in a Brothel
Topics: Crossdressing, Prostitution, Cowboy
I was used by two older men after working hard on their property.
Topics: Anal Sex, Crossdressing, Big Dick, First Time, Farmer, Daddy, Cum Dump, Age Difference, Deep Throat, Fucking
fucking, group sex, cross-, dressing, domination
Topics: Crossdressing, Group Sex, Domination, Fucking
My journey continues as I begin to realize how much I don't understand about myself and where my heart is.
Topics: Crossdressing, Straight Sex, Seduction
He and I had sexually shared his wife for a long night, but this time....she didn't show and he had some kinky needs......
Topics: Piss, Crossdressing, Nipple Play, Fucking
Growing up laundry was one of our chores my brother and I had to rotate weekly between our sisters. We jokingly dared each other to try on our sisters clothes but had no idea what start between us
Topics: Crossdressing, Brothers, Lingerie
A short fantasy of something I've imagined while lying in bed.
Topics: Crossdressing, Drugs, Straight Sex
This is the other part of " Got my wish".. My crossdressing encounter that I had one night when I was spun!!!
Topics: Anal Sex, Crossdressing, Sissy
i finally joined Grinder and a guy liked my fetish and kinky desires. He fucked me like a whore.
Topics: Anal Sex, Crossdressing, Bondage
Caly is in for a rough session after giving Chris a tough time, hope you like it!
Topics: Crossdressing, Forced, Humiliation, Face Fuck, Co-worker, Master & Slave, Submission, Spit, Femboy
My neighbor, didn't see this happening
Topics: Crossdressing, Neighbour, Oral & Blowjobs, True Story, Deep Throat, Panties
Yeah, I'm too old, but I wanted to go to a real prom dressed like a girl anyway.
Topics: Crossdressing, Pantyhose, Fucking
Ruby starts to live out her fantasy of pleasing a man
Topics: Anal Sex, Crossdressing, Voyeurism, Oral & Blowjobs
The slave is now married and loses his virginity to his mastee. But there is more to it....
Topics: Crossdressing, Master & Slave, Domination
I have a huge cigarette fetish. I have had it since I was seven or eight. I’d sneak into my mom’s cigarettes and pretend to smoke them. I would also sneak into my mom’s things, her bras, panties, and most of all her tall boots. So now, being grown I’ve become a crossdresser, passable too, and when I dress, I smoke. These two fetishes have made me a complete freak and an exhibitionist.
Topics: Crossdressing, Exhibitionism, Smoking, Panties
If the gay sex stories and fiction with transvestites fired up your imagination, and now you want something more, we have everything you could desire. The gay porn videos we provide our users are filled with guys dressing up as gals and having hot gay sex with handsome partners. Should you be interested in what the most popular sites on the web offer, the gay crossdressing porn reviews we write and publish will give you a clear idea of what to expect. The latest productions are the stars of the gay porn blogs that keep you up to date. In case your taste for sissy adventures is not yet satisfied, the gay porn pics are available with sexy entries that will get you going like nothing else can.
GayDemon Story Library has been online since 1999 and is currently the best source of gay erotic stories you can find. All the gay sex stories with transvestites and sissies in this vast archive are available to read and download for free. Individual authors create and upload the gay erotic stories you will find here in our gay male tube. Please respect their copyright and do not repost these creations without obtaining permission from the writer first. If you like a particular crossdressing short story or novel, don't forget to rate and leave a comment to express your appreciation. For questions and suggestions about such gay erotic stories, we have a contact form you can use.
Individual authors create all the sissy stories you can find in this section, as it's entirely generated by users. We don't take responsibility for the content of these crossdressing entries, as we don't read any of the gay porn stories submitted by writers before publication. However, we always remind authors to follow our guidelines and not post any unsuitable content.