Crossdressing Dare Stories

42,978 results
Orientation
Length
Source
Infinite Scroll

Like It Has The Antidote Ch. 03

by nust8ofmind on Sep 15, 2017
Exhibitionist & Voyeur

When she came in yesterday - no, two days ago now - Angela could never have imagined she would be masturbating in a hospital bathroom as two people fucked in a bed less than 14 feet away. The thought turned her on even more and as she massaged her clit and began to again roll her nipple in her hand, her mind began to drift. As a favor to Maria, the head...

Lisa and Maddie Pt. 07

by Generalgums on Sep 13, 2017
Celebrities & Fan Fiction

If you have any ideas or suggestions about where I take the story or what Lisa and Maddie have to do, let me know. ***** Maddie woke up the next morning with someone knocking on her door. She groaned and sat up. Her white tee shirt and short gym shorts that she slept in covered her body. Her straight black hair was a mess. She wore no underwear. "Come in...

Not What I Expected

by Britease on Sep 17, 2017
Loving Wives

"That's enough Kelly. You're going too far." "Don't be such a pussy Tom," she answered back. "So I'm showing a bit more leg than I normally do. So what's the problem?" "It's not just you're damn leg Kelly," I snapped back. "The guys all know what colour your panties are by now." "At least I've got some on Tom," she giggled, lifting the hem of her dress to...

Gnip Gnop Anyone?

by Dj_Maximus on Sep 1, 2017
Group Sex

Anita’s birthday party was in full swing and the guests were having a wonderful time. The fire was crackling in the large fire pit, and the smell of cooking meat wafted through the air. Pork, fish and beef mixed and filled the nostrils of those already digging into the salads and appetizers laid out on the table. They were a lively bunch, some family, some...

One Night in Barcelona...

by Lion24655 on Sep 14, 2017
Group Sex

Jean was excited to be on her dream holiday – in Barcelona. 6 days in the sun, a chance to escape kids and work and rain, on holiday with her best friend Debbie. Jean and Debbie were friends from school days, although both now 41. They now lived apart some distance, Debbie having gone away to college, and then work. Occasionally they had holidayed together....

Tramp Stamp

by Ashson on Sep 14, 2017
Erotic Couplings

"Carole, I need your help." Carole knew her friend. Becky always needed help. She came up with wild schemes that weren't quite thought through and then she needed someone to help. "What is it, Becky?" she asked cautiously. "I'm getting a tattoo, and I just want you there to hold my hand while I get it done." Finally, a scheme that seemed practical. Lots...

Totally Unexpected Ch. 01

by ilovenewyork on Sep 12, 2017
BDSM

I was walking home, after a fun night out with my colleague. She'd stayed at the bar with the group of guys we'd met there, but I'd decided that I wanted an early night, so decided to leave. I'd given my number of one of the guys there who I'd got chatting to. He seemed to really like me, and there had been some heavy flirting happening. I turned the key i...

Alice's Capture Ch. 01

by Sub_missivegurll on Sep 11, 2017
BDSM

Being a slave was not the life I grew up dreaming about. As a girl in a rich family, I was taught independence and responsibility. My father made sure I never depended on anyone. I made straight A's all the way through med school. I was always the leader type, but my fantasies had been tormenting me from age 13. Since I found out about porn and erotic storie...

Keeping It in the Family Ch. 05

by Amnoartist on Mar 12, 2019
Fetish

NOTE: All character herein that partake in sexual acts are aged eighteen or older. This story also contains scenes of incest or incest content. ================== Three days later... Naturally, Eddis never bothered re-running for Mayor, essentially signing the position over to Ruth when he spurted his load over her belly during their confrontation in his...

Seduced by an Experienced Woman

by 0ra11yfix8ed on Feb 12, 2019
Erotic Couplings

After two years in the Army, one in Korea, I came home to my bride of three years. Two months later she asked for a divorce. What I didn't know then was that she had turned into a bi-sexual slut. She had multiple partners while I was overseas, men and women. Later she re-married but divorced that poor guy within a few months. She ended up a lesbian. At the...