Sissy Boy Stories

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Searching for Mummy Pt. 01

by vajrapani on Aug 18, 2017
Fetish

This is a tale of my search for professional help with my breastfeeding and domination obsessions with Escorts and Dominatrices in the U.K. Its pretty full on. Don't read it if you are offended by prostitution or adult nursing or water sports or anything else. Intro Some twenty or so years ago, I was depressed. I have never had a lot of good physical healt...

The Colonel's Toy Boy

by neverman2 on Sep 17, 2017
BDSM

Bob was a twenty two-year-old young man. He had left college and joined the military where after his basic training he was surprised to be assigned to become a chauffeur. His first posting had been for two months with an old duffer called Colonel Paul Kite. This man was an idiot nearing retirement, and Bob had enjoyed an easy time with him. After his summer...

Public Service: Dear Diary

by LizisReady on Sep 17, 2017
Fetish

Author's Note: If you would like some extra backstory then check out Public Service: Sasha. Disclaimer: This story may contain some things some people may find offensive. **** 04/07/2111 Dear Diary I went to the Service Station on the edge of the city today. I thought it would make a nice change from the one I usually go to. Boy was I ever wrong!...

Lusty days

by darkman27 on Aug 18, 2017
First Time

I met "wife" when she was 18. She was shy girl with strict parents. She lived 30 miles from my place so it was not easy to meet her. When she turned 19 I moved to a rental house that was only 10 miles from her. I asked to move in with me, but she refused, but since she had left her home she could start dating. She was tall and pretty in her own country girl...

Nadine and the Panty Professor

by EricProf on Aug 31, 2017
Erotic Couplings

Ms. Nadine Johnson definitely stood out from the crowd of my 100+, mostly first-year, college students. In politically correct terms, she would be described as a "non-traditional" student, meaning older, and probably attending school part-time. I later learned that she was 42, married, with no kids. I noticed Ms. Johnson on the very first day of class in t...

Caught Ch. 02

by Spiraltib on Sep 15, 2017
BDSM

"Wh .. what do you mean?" I asked. "I've been watching your little video, too. And I see now how a woman takes care of a man who doesn't know how to behave. But you've seen enough," she said taking the controller off the bed and ejecting the DVD. "You wait here while I freshen up a bit. And don't clean one drop of cum off yourself until I tell you to. And t...

Monica 04: Quit Stalling

by SZENSEI on Sep 12, 2017
Exhibitionist & Voyeur

Between classes Ryan Quinones walked with Monica. Eyes followed them but nobody shared any nasty glares. Some of the boys who lusted over her had the same idea as Ryan about heading to the restroom to relieve their tortured pecker erection. Amused by her effect on them Monica nudged Ryan, "Better go get off. Bells going to ring." He chuckles, "I might skip...

The Freshman

by playbabyf on Sep 13, 2017
Erotic Couplings

I was a dork during high school. Not in looks, or in personality really, but I studied a lot. That was my parents' expectation. So I got good grades. I didn't party. I had a few friends, and they studied a lot and got good grades as well. We were all going to be successful. Of course, I was a little pent-up, so the summer after graduation I had a beer, tried...

Scarlett's Dorm Ch. 01

by DarkArchitect on Dec 24, 2019
Erotic Couplings

I slipped out of the dorm shower, turning the cold water off slowly. I walked naked across the floor of the bathroom we shared with the girls next door and into my dorm room. Not bothering to dry I examined my dripping figure in the mirror. Water continued to drip down from my razor sharp choppy layered hair as I cupped my full breasts and gave them a good s...

The Cold Press Club

by Waterstone on Oct 8, 2019
Group Sex

Soccer was huge where I went to school. Every guy on our college soccer team was good looking, between 20 and 22 years old, masculine, ripped, and in perfect physical condition ... these photogenic studs walked around campus like they were kings and gods, showing off their athletic physiques. They also hosted these amazing parties that everyone wanted to go...