28 Votes
Kept Men
Young Lawyer gives special service in building of Biltmore Estate
Topics: Crossdressing, Interracial, Historical
GayDemon's gay porn library: in this story category you can find erotic stories with crossdressers and crossdressings.
Young Lawyer gives special service in building of Biltmore Estate
Topics: Crossdressing, Interracial, Historical
Read how ron and hema had their first encounter. second part coming soon
Topics: Asian Men, Crossdressing, Romance, Hotels, Sex, Fucking
Waking up next to chelsea after a night with her brother mark and friend Lamar
Topics: Anal Sex, Crossdressing, Big Dick, Sissy
Arin knew his father never liked him. His other sons were men and Arin felt more like a girl and dressed accordingly. Her world starts to unravel when things goes bust with her boyfriend and her father decides to violently pluck her cherry.
Topics: Crossdressing, Forced, Transgender, Incest, Sissy, Cum Dump, Dad & Son, Virgin, Rape, Degradation, Spit, Violence
The two football players score a hook up with one of Toby's fuck buddies.
Topics: Crossdressing, Rough Sex, Threesome, Coach, Age Difference, Lingerie, Footballer, Panties, Fucking, CNC
I pressed my lips like a kiss on his asshole and pressed my tongue in. His tight hole pushed it out right away and a hand grabbed my neck. I kept at it and after ten presses his but started letting me in.
Topics: Crossdressing, Forced, Humiliation, Bisexual, Bullies, Oral & Blowjobs
It is a story of a young gay man discovering his needs and desires. Experimentation and first encounters, experiences, and something more.
Topics: Anal Sex, Crossdressing, DP, Group Sex, First Time, Cum Swapping, High School, Oral & Blowjobs, Sixty Nine
Bob and Lacey invite me over to join their swingers' group. But I'm alone with them.
Topics: Crossdressing, Bondage, Rimming, Forced, Oral & Blowjobs, Tricked
Greg searches for submissive sissy type guys on the dating sites. He messages me, seduces me, dresses me in silk and lace, and begins playing in some light bondage. Then he introduces me to his Dom daddy, Bob
Topics: Anal Sex, Crossdressing, Bondage, Rimming, Daddy, Sissy, Domination, Lingerie
Aged but horny dominanca and submission lover
Topics: Daddy, Bisexual, Sissy, Nipple Play, Lingerie
Kingsfordland, Tennessee, 1937 — Lollo Aurelie is a city slicker mobster running from trouble up north when he stumbles upon a mountain hick town ripe for a takeover. When moonshiners revolt to his dastardly deeds, they dress him “purdy” in drag and each of his captors have their way with him on a platform deep in the backwoods. They affectionately call him Priscilla Pumpernickel, a late ...
Topics: Piss, Black Men, Crossdressing, Group Sex, Humiliation, Interracial, Sissy, Bear, Redneck, Drunk, BBC, Rape, Degradation, Italian
Christian has turned 18 Years Old, and his friend's sister is interested in him. What happens next nobody could anticipate, Christian becomes a sissy cock-loving cumslut. But how does this happen? Find out by reading The Sissy Transformation of Christian.
Topics: Crossdressing, First Time, Forced, Cum Dump, Boypussy, Mind Control, Virgin, Submission, Gangbang
letter from Domina Anna for Cindy total submission
Topics: Sissy, Master & Slave, Poetry, Feminization
After our first encounter, he was getting hungry again for some of my ass. After a month, I saw some new packages was sent to me. As I opened them, noticed there are some new sexy lingeries and dresses with panties.
Topics: Crossdressing, Sex, Lingerie
An elder gentleman finds new lust
Topics: Crossdressing, Daddy, Seduction, Submission
I used to be just an innocent Kidd now I’m a Heather 4 my daddy n his friends. And they know where I live
Topics: Slut, Sissy, Cum Dump, Age Difference, Gangbang, Lingerie, Panties
Every household needs both roles determined. I’m the husband, you’re the wife. You’re my Princess, I’m your King. This is the dynamic King and Princess decide to show off to the world.
Topics: Crossdressing, Romance, Sissy, Sex, Fucking, Feminization
Hendry is an ambitious femboy
Topics: Crossdressing, Daddy, Femboy
I am a married man who met a guy at a party. The guy wanted to have sex with me in lingerie. That is, he wanted me to wear lingerie. I didn’t think I would like it. But it was amazing.
Topics: Anal Sex, Crossdressing, First Time, Lingerie, Panties
Everyday to work I would see the same homeless pitching quite the tent in the morning from sweat pants
Topics: Crossdressing, Big Dick, Interracial, Sissy, Homeless, BBC
When he said I don't know I think 6 inches when I asked how big, I should of known that was a lie
Topics: Crossdressing, Big Dick, Interracial, Sissy, BBC
We almost get away with it, but Lars' friends find us and want a piece of the action. This is another long read, but with a ton of sex.
Topics: Anal Sex, Crossdressing, Public Sex, Outdoor, Sissy, Bareback, Oral & Blowjobs, Age Difference, Domination, Young Top, Lingerie
Continued my first experience as a sissy and my mom grooming me. First experience with my first cock
Topics: Incest, Sissy, Straight Sex
A sheltered an innocent south asian teen with a mostly absent finder finds his Superior White Daddy on the fledgling internet in the early 90s. Can Instructor Mike mold the little peepee girl into his perfect sissy to service his Tremendous White Cock? Class is in session for little aimee. (Parts 1-6)
Topics: Asian Men, Crossdressing, CBT, Enema, Sissy, Role Play, Age Difference, Rape, Discipline, Domination, Ass to Mouth, BDSM, Raceplay
Been a delay but here is the continuation of the whore Heather
Topics: Crossdressing
College athlete wears lingerie for two bodybuilders from his gym.
Topics: Muscle, Crossdressing, Threesome, Sissy, Underwear, Domination, Lingerie, Kissing, Panties, Fucking, Bodybuilder
Meeting strangers for sex is a world in itself . Most men attending outdoor cruising areas are not crossdressers but have a range of sex desires which have to be approached appropriately
Topics: Crossdressing, Cruising, Sissy, Panties
Stepping out to a dance hall I encounter a totally new shemale experience. Lovely girl.
Topics: Transgender, Oral & Blowjobs
This is a story of how I found a mistress and transformed into my true self. The story is from my point of view, and it all takes place in 14 days. This story is slow with lots of details, and not only sex. There is a little something for everyone, so if you This is a story of how I found a mistress don't like something feels free to skip the day, but you might miss something. Hope you enjoy it.
Topics: Piss, Anal Sex, Group Sex, Transgender, Cum, Sissy, Orgy
A family friend catches me in panties and heels, and I have to pay for his silence
Topics: Crossdressing, Daddy, Sissy