10 Votes
Prom Dress Contest for The Boys
Having all the sissy's in town show up wasn't as hard as I thought
Topics: Crossdressing, Sissy, Oral & Blowjobs, Lingerie
GayDemon's Stories: On this page you can find erotic fiction where you can read about men dressed and made into girls and sissification listed by date.
Having all the sissy's in town show up wasn't as hard as I thought
Topics: Crossdressing, Sissy, Oral & Blowjobs, Lingerie
Overwhelmed from the last encounter, sissy Julie returns to the woods
Topics: Crossdressing, Daddy, Cum, Sissy, Oral & Blowjobs, Domination, Submission, Facial, Feminization, Cum Swallow
Older man teaches younger man to let his girl feelings out and to accept his place as the older man’s “good girl”
Topics: Cum, Sissy, Oral & Blowjobs, Submission, Facial, Fucking
Living at home with my parents still my eager 19 yr old was begging for some type of action late at night
Topics: Crossdressing, Big Dick, Daddy, Sissy
A gay ex-jock with a lingerie fetish graduates from college and returns home to see his high school football coach. The college grad learns his coach has always wanted him and has always known about his kink.
Topics: Muscle, Crossdressing, Coach, Jock, Sissy, High School, Age Difference, Lingerie, Footballer, CNC
Everyone has a pervy uncle, but it turns out, I am the pervy uncle
Topics: Crossdressing, Uncle, Incest, Sissy, Sex, Nephew
After finally taking Danyl's cock, "Jess" is ready to submit totally. After a trip to the gym, things don't end up going according to plan, and Jess's level of submission to the life of being a sissy is tested.
Topics: Anal Sex, Crossdressing, Chastity, Voyeurism, Sissy, Bareback, Roommate, Blackmail, Oral & Blowjobs, BBC, Femboy, Fucking
Been looking. I guess guys aret really into a panyboy unless they are young and pretty. I'm not either of those. But I'm willing, obediant and fun!
Topics: Crossdressing, Sissy, Oral & Blowjobs
My wife catches me in her underwear. She tells her friends. One of her friends husband call me. Then it begins.
Topics: Crossdressing, Sissy, Oral & Blowjobs, Lingerie
An unusual tale of a sissy named Samee impregnated by her late stepbrother, only for her stepfather to be fingered as the baby's father. To get "her" out of her stepfather's grubby grips, she is sent to live with her estranged father and his new girlfriend before being passed off to her paternal grandfather and uncle in the classic cliche of "out of the frying pan, into the fire."
Topics: Crossdressing, Straight Men, Threesome, Uncle, Transgender, Incest, Sissy, Cum Dump, Grandpa, Dad & Son, Redneck, Stepdad, Gangbang
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
James, otherwise known as Jess, moves into campus and finally gets to meet Danyl. Over the course of one day, does their secret already get out?
Topics: Crossdressing, Chastity, Poppers, Big Dick, Sissy, Bareback, Raunchy, Nipple Play, Femboy, Fucking
A sissy slave/sub’s past tryst is revealed on video to his husband/master.
Topics: Bondage, Big Dick, Feet, Daddy, Interracial, Sissy, Bear, Farting, Master & Slave, Age Difference, Ass to Mouth, Married
A feminine twink finally finds a roommate before starting at a Catholic university, and chats with him online before moving in. He quickly learns that this may be more than he bargained for. Part 1.
Topics: Chastity, Dildo, Big Dick, Sissy, Roommate, Blackmail, Size Difference, Femboy, Sexting
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
letter from Domina Anna for Cindy total submission
Topics: Sissy, Master & Slave, Poetry, Feminization
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
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
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
I cruise for the first time and learn what that involves .
Topics: Crossdressing, Cruising, Sissy, Exhibitionism, Lingerie, Panties
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