7 Votes
Summer of My Life
I Was thinking about Tony' s cock, and as I slid a black lace g string up to my hips and tucked my clit back.
Topics: Crossdressing, Sex
GayDemon's Stories: On this page you can find erotic fiction where you can read about men dressing up as women and gay sex with transvestites and crossdressers listed by date.
I Was thinking about Tony' s cock, and as I slid a black lace g string up to my hips and tucked my clit back.
Topics: Crossdressing, Sex
I venture out to explore my sexuality, and meet a more experienced crossdresser and her friend. He takes us both and uses us well. This is a true story.
Topics: Crossdressing, Sex, True Story
My hot DILF CEO is an alpha with a soft side when we're alone. The older muscle stud wants nothing more than my younger, muscular body to dominate him and make him my bitch.
Topics: Crossdressing, Threesome, Sex, Age Difference, Domination, DILF, Lingerie, Boss, Kissing, Fucking
The true story of one of my favorite guys from Craigslist. He was a horny young soldier just looking to come. Of course I eagerly offer my mouth and ass to him.
Topics: Anal Sex, Crossdressing, Oral & Blowjobs, Hookups & Dates
"If it's not a big deal, then you do it," I said. He shrugged and got up, going to the box. He dug around until he came up with another bra, a little nicer than the one I was holding, pink lace and pink satin. He held it up and then slipped his arms through the straps, holding it against his chest, over his shirt. He tried to reach around back to close it, but couldn't...
Topics: Anal Sex, Crossdressing, Fucking
this is a gay site, right? well, fuck me running. I got a good one!
Topics: Crossdressing, Bisexual, Lingerie, Witch, Panties
A sissy wants to show off her new panties
Topics: Crossdressing, Daddy, Sissy, Bathhouse & Saunas, Lingerie, Panties
A visit to a new bookstore turns into a very fun experience. Oral, anal
Topics: Anal Sex, Crossdressing, Gloryhole, Bookstore, Oral & Blowjobs
Garbage man or reporter? Assumptions can be misleading.
Topics: Crossdressing, Fiction, Mystery & Crime
A story of a shy crossdresser guy gets forced by a hungry bear.
Topics: Crossdressing, Forced, Neighbour, Bear
Finding Mr. Goodbar. Looking for the perfect man to fulfill my fantasies was a long, hard journey.
Topics: Crossdressing, Bondage, Sex
A gang bang fantasy.
Topics: Anal Sex, Crossdressing, Chastity, Big Dick, Gangbang
The guy was a bad photographer and an even worse perv.
Topics: Crossdressing, Bondage, Sissy
Sam takes his first visit to a nude beach, meeting a donkey cocked size black bottom guy into cross-dressing BDSM and bondage.
Topics: Black Men, Crossdressing, Bondage, Threesome, Interracial, Outdoor, Beach
Confused and horny I meet another guy in a kinky threesome. And then, I become me.
Topics: Crossdressing, Bondage, Threesome, Panties
I turned 18 yo. I was always intrigued by what puberty did to my body. It was summertime parents worked 6 days a week. Leaving me to stay home and do mischievously things.
Topics: Latin Men, Anal Sex, Crossdressing, Dildo, Interracial, Sissy, Twink, Nudity
After meeting Carl he agreed to fulfill my crazy fantasies. What fantasies would he fulfill for you?
Topics: Crossdressing, Bondage, Oral & Blowjobs, Throat Fucking
Theo loves straight, married men... (updated version)
Topics: Anal Sex, Crossdressing, Straight Men, Oral & Blowjobs
Late in life I finally explored the dark side. And there is no going back.
Topics: Crossdressing, Bondage, Sex, Panties
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
I let him dress me like a schoolgirl, tied me up and fuck me.
Topics: Anal Sex, Crossdressing, Bondage, Oral & Blowjobs, Throat Fucking
Getting slutty and hot a gay club for the first time
Topics: Crossdressing, Public Sex, Poppers, Rimming, Sweat
Ryan buys me sexy underwear and intoxicates me with his masculine scent before sucking my little nub into the most glorious orgasm I had experienced.
Topics: Crossdressing, Relationship, Underwear, Oral & Blowjobs
Dressed to Kill! First date with stranger and ready for seduction!
Topics: Crossdressing, Transformation, Lingerie
A transgender love story... (updated version)
Topics: Crossdressing, Romance, Transgender, Straight Sex
Hetero guy with kinky man to man fantasies
Topics: Crossdressing
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
Another Halloween is here! Maybe this year I'll catch my first man!
Topics: Crossdressing, Oral & Blowjobs, Lingerie, Halloween
I became a sissy slut in high school and I didn't mind the guys using me for sex. After graduating a bully named Troy decided he wanted my ass. I knew I had to put out.
Topics: Anal Sex, Crossdressing, Rough Sex, Oral & Blowjobs