Sissyboy Stories

140 results
Orientation
Length
Source
Infinite Scroll

Steve to Stevie to ?? Ch. 08

by gbr2004 on Sep 19, 2017
Fetish

Ms Storm has exposed me to my boss, showing her that I'm nothing but a sissy faggot. It was so embarrassing. Then she watched as my Mistress took my virgin asshole. Ms Storm talked to my boss, Ms Hunter, telling her that she wanted her to keep me in line at work and make sure that I remembered my place while at work. She gave Ms Hunter permission to use me i...

The Sexy Domme Next Door Ch. 02

by rickiee_2002 on Sep 19, 2017
BDSM

"Rickiee, you may get dressed and go home. I no longer need you today." Mistress Rebecca said in a serious tone. "Is there something I did wrong, Mistress? I asked. "No Rickiee, I am through with you today. You will return at 7:00 a.m. on Saturday morning." I looked at Mistress Rebecca. I was wondering why Saturday. I was about to ask ... "You will retur...

Roxanne and Willie Ch. 07

by Goodhusband on Sep 19, 2017
BDSM

Note: This story is the seventh episode in a series entitled "Roxanne and Willie". If you have not read the previous six episodes of this series, I encourage you do so before beginning this chapter. This is a dominant wife humiliates submissive husband story. That is the kind of story I write. If you do not enjoy these types of stories, I strongly recommend...

My Cuckold Wedding

by CuckinChastity on Sep 16, 2017
Fetish

Note - this is a piece of fiction. The characters are not real. The scenario is purely a fantasy and does not describe any actual relationship. Laurel is not my actual wife. Enjoy! ***** I stood at the altar alone with Rev. Carl, the minister, looking out at the wedding guests. It wasn't a large wedding, still to me it seemed there were a lot of people l...

Strange and Kinky Things

by voluptuary_manque on Sep 19, 2017
Group Sex

Mel was thumbing idly through the channels in search of something worth watching when his wife April turned her Kindle over and switched it off. "Honey," she began, "I've been thinking." Melvin smiled benignly and hit the power button 'off'. "Now April," he drawled, "you know how dangerous that can be. Be careful, hon." April stuck out her tongue naught...

Taken by a Real Man

by gbr2004 on Sep 2, 2017
Fetish

Fictional work. Reading is at your option, sure you understand what this story is about. ***** Just got to my hotel room in LA. Nice room, 27th floor, good view, some floor to ceiling windows. My name is Steve, I'm 24, married, no kids, 5'8", 145. I am naturally pretty smooth and I'm in pretty good shape for my age with brown hair, longer than most, reachi...

Steve's First Adventure Pt. 02

by gbr2004 on Mar 26, 2019
Fetish

Total fantasy. Do not read if not into gay sex, domination and forced fem. ***** After that first experience, things didn't get too crazy like I was afraid they might. I did meet with Daddy several more times in the next couple months. There were more spankings as he taught me it was better to do as told, that if I resisted things would just get worse. He...

Hot College Threesome Ch. 05

by engine1844 on Sep 25, 2017
Loving Wives

In the morning I got a call from Michelle. "Get your ass over here," she said. "We're going shopping." I thought about complaining, but by then she had already hung up. I mean...then it passed through my mind, not to go, but there was something about her voice that I couldn't resist, and I'm sure it also had something to do with the fact that she was a tot...

Lucas's Prom Night Ch. 02

by Lucas96 on Mar 23, 2020
Fetish

Author's Note: this story contains cuckolding, humiliation, homosexuality, and forced/non-consensual sex. *** After my prom night, my wish came true - I spent the rest of the school year receiving texts of pics and videos showing Jeff fucking one or both of the girls, and on lucky days he would invite me over to watch, even sometimes letting me suck his d...

Secrets of The New World Order Ch. 04

by bjmichaels on Sep 14, 2017
Sci-Fi & Fantasy

"Judith, you're awfully quiet tonight... is something wrong?" asked Mary. I heard her voice, but not the words. I was holding up a cute bra and panty set pretending to be admiring the sexy lingerie, when in reality my mind was a million - miles away. "I'm sorry - what did you say?" I asked my friend. "Sweetie, you've been distracted all night...your eyes...