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.
“Gunpoint” is a story told in three parts of the abduction of a young trans woman, Lucy, and her foster siblings. The kidnapper’s boss has sex with Lucy, an inexperienced lover, and she develops feelings for him. Even so, Lucy realizes she must act to help her siblings.
Topics: Anal Sex, Dildo, Transgender, Alpha Male, Sissy, Deep Throat, Boss
Dave and his wife are swingers of sorts. They like to bring sissy guys in for her strap-on dildo fuck while he throat fucks them. She likes to watch him suck off other guys. She likes to watch him get fucked, too. It was a crazy weekend!
Topics: Anal Sex, Dildo, Bisexual, Sissy, Oral & Blowjobs, Panties
Someone recognized me from the post in GayDemon! Maybe I was hoping that would happen?
Topics: Bondage, Forced, Sissy, Blackmail, Oral & Blowjobs, Lingerie, Panties
One of several kinky bondage games the boys like to play.
Topics: Bondage, Forced, Slut, Sissy, Seduction, Gangbang, Throat Fucking, Feminization
I moaned running my hands over my body thinking of all the men I had been with over the weekend and started stroking myself to the verge of orgasm, but I stopped myself because I wanted to share my orgasm with a man any man.
Topics: Anal Sex, Crossdressing, Big Dick, Fisting, Sissy, Lingerie
dad finds me in her room wearing her panties and bra. Oh fuck!
Topics: Incest, Sissy, Dad & Son, Lingerie, Panties, Fucking
I turned 18 yo and graduated out of high school. I decided to move out on my own without a roommate. I got great job to pay bills.
Topics: Crossdressing, Sissy, Hypnotized
Driving long distances can be lonely. Here's a tale of a driver picking up a little friend on a dark highway and teaching him how to be a good cock sucking sissy. Gas, Grass or Ass, nobody rides for free.
Topics: Anal Sex, Crossdressing, Forced, Daddy, Sissy, Hitchhiking, Virgin, Homeless, Slave Training, Fucking
I played for a long time in her clothes. I even took some pictures of me dressed up pretty. Now I have men calling me all the time. What should I do? Does dressing make me gay? I do dream of sucking a big fat cock a lot. Maybe I'll answer one of the guys.
Topics: Crossdressing, Bondage, Sissy, Oral & Blowjobs
What happens after the corporate holiday party and events leading up to an unusually interesting Brunch with Chris' Boss
Topics: Crossdressing, Cum Swapping, Sissy, Oral & Blowjobs, Nipple Play, Boyfriends
After visiting my mom and dad, Chris and I get invited to his very conservative corporate Holiday Party, how can he attend and not bring me.
Topics: Crossdressing, Cum Swapping, Sissy, Transformation, Oral & Blowjobs, Nipple Play, Boyfriends
Turned into a cocksucking cumloving slut
Topics: Bathroom, Slut, Sissy, Oral & Blowjobs
My gay lover left me but not before he turned me over to a gay Dom Master. I guess I should have been more careful of what I asked for.
Topics: Bondage, Sissy, Cash Master
I dressed like a girl for prom. My friend Jeff and I didn't have proper girl dates. It was sort of a joke and a few of the other boys were doing it. And Jeff's dad seemed to like me a lot.
Topics: Crossdressing, Daddy, Sissy, Drunk, Love
My life that i want
Topics: Black Men, Slut, Interracial, Drugs, Sissy
A young drifter in Palm Springs is taken in and trained as a sissy, a slut, a slave, and a boi-whore by two older men and their friends.
Topics: Piss, Anal Sex, Bondage, Dildo, Sissy, Domination, Control, Fucking, Feminization
My address was on the bathroom stall.. Cocksucking cumloving pretty boy cruise by after 9pm weekends
Topics: Crossdressing, Bathroom, Slut, Cum, Sissy, Oral & Blowjobs, Submission
My straight buddy and I visit a gay bar, where we discover our own inner selves, and the truth about each other
Topics: Crossdressing, Sissy, Twink, Oral & Blowjobs, Shaved
Chris and I finally visit my parents for the holidays in my overly homophobic upstate New York Hometown
Topics: Crossdressing, Transgender, Cum Swapping, Sissy, Oral & Blowjobs, Nipple Play, Boyfriends
I've been in the closet all my life. Finally, I have a chance to try out being a sissy girl for a real man
Topics: Crossdressing, Sissy, Domination
Every day I awake from a dream of being used as a girl whore. I can't stop it. I'm in trouble!
Topics: Anal Sex, Crossdressing, Bondage, Sissy, Master & Slave, Fucking
After sucking older guys in the restroom at the mall. I let this other guy pick me up and take me to his van.
Topics: Daddy, Cruising, Sissy, Bathhouse & Saunas, Oral & Blowjobs
I finally let him seduce me. I agree to meet him. He has been flirting and making promises. Then at the last minute, he tells me I'm going to dress like a woman tonight.
Topics: Crossdressing, Sissy, Oral & Blowjobs, Halloween
Turned into the park cocksucker by a fat old man
Topics: Crossdressing, Slut, Outdoor, Sissy, Age Difference, Park
Chapter 2. - Chris and I meet the grandparents
Topics: Crossdressing, Transgender, Sissy, Sex, Boyfriends
I met and fell for a crossdresser, explore chapter 1 introducing us, and future chapters meeting family and friends
Topics: Anal Sex, Crossdressing, Transgender, Cum Swapping, Sissy, Oral & Blowjobs, Nipple Play, Boyfriends
It took while, but my transformation is complete
Topics: Anal Sex, Crossdressing, Straight Men, Sissy, Bareback
I had spent all of my time getting indoctrinated in gay sex by Tom G. I forgot about my first man to pop my anal cherry Mark.
Topics: Anal Sex, Crossdressing, Sissy
Halloween changed my life to being a sissy boy trap. I dressed up to be a girl at a big jr high party. After that I was addicted to cock. Discovered craigslist. Put and ad as a sissy boy dressed up as a girl. Met Tom G older guy. Both times I was fucked doggy style. Introduced me to gay sex. My butt is a true boi pussy.
Topics: Anal Sex, Sissy, Bareback, Boypussy, Gangbang
Envious of the girls always getting to wear those cute little bras and panties.
Topics: Crossdressing, Sissy, Lingerie