Sissy Cuck Stories

7,847 results
Orientation
Length
Source
Infinite Scroll

Man at The Bar

by MissFaith on Sep 17, 2017
BDSM

It was a warm evening. One of those that carry the slight hint of autumn in the air but the promised coolness hasn't arrived yet. The sun was softly sitting on the horizon as people bustled past as I sat on the bench and awaited my date for the night. We had met a few times and I was beginning to get comfortable with him. I had chosen to be brought by my car...

Hotwives

by Donna Williams on Sep 16, 2017
Loving Wives

As I showered off last nights bedroom romp, my mind kept going back to what John had fantasized about. It seemed that his particular fantasy came up more often than not, and it probably came up in his mind when he didn’t vocalize it. I wondered? I had finished my shower, dried off and dressed in a pair of old sweats and bellyless T, when John finally woke....

Tales of Hedonism: NYE 2017 Pt. 03

by Obobby on Jan 15, 2019
Group Sex

Tales of Hedonism: New Year's Trip 2017 Part 3 A special thanks to Literotica author imstillfun, whose works inspired me to finish this tale at long last. Note that this story includes scenes of intense cuckolding and male on male play, so if that's not your cup of tea, be ready to have your boundaries pushed or bow out now. The players Mona and Jim (A...

The Slave Couple Ch. 03

by vvernbull on Dec 25, 2018
Fetish

Chapter 3- Gotcha and now you're mine. Dave Forsyth didn't know what the hell he was getting himself into. The fool practically walked into his own nightmare. He did this by being careless to the wrong person. A mistake that was to cost him very dearly. This is the story about a husband, his loving wife and dominant black man with a taste for sexual depravi...

Cuckold & Netorare Shorts

by grimbous on May 17, 2019
Cheating Spouses

Hello Readers, What follows will be random Cuckold related short stories, set ups, or scenes. I get a lot of cuck related story ideas that I need an outlet for. This is simply a place for me to collect some of the ideas I get from time to time to see how they go over and gauge what is popular and what isn't. Don't expect lengthy or overly involved tales. Do...

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Cuckold Humiliation Story Time

by depositdutchess on Nov 8, 2017
BDSM

If only you were a real man and not a cuckold loser. Then maybe, just maybe someone would actually want to fuck you and I wouldn't have to tell you about my amazing sex every night, haha! Clearly an impossible reality. A cuck likes you gets to sit at home and circle jerk his cock to the thought of me getting fucked by a real man. Honestly, you could never fu...

Big Black Bike Club Ch. 02

by ThePiperRai on Jan 29, 2020
Interracial Love

"You doing alright?" Flint asked with a harsh laugh. He ashed off the cigarette and walked over to me. I was still laying on in the dirt and leaves, playing absentmindedly with the cum pooling on my body. "Yeah..." I managed, still basking in the afterglow. I was trying to remain there. Remain in the moment. I knew that when it faded, when I returned to...

A Cuck and Bull Story Pt. 02

by PBEnis on Jul 31, 2018
Fetish

Katie steps back into her titty top and pulls on her skirt. I grab her shoes and walk her back to my truck letting the hotel door close behind me, making sure the do not disturb sign will hang on until morning. I don't want the maids beating me back to this scene. Once I have her back in the truck I can see she's a little too far gone to get a play-by-play o...

Mistress Styles and the Humbler

by justincbenedict on Feb 26, 2019
BDSM

Styles. who'd gone by surname only since her Army days, smiled as she looked at her unfortunate husband, the ex-playboy Busby Letourneau. Busby moved uncomfortably on the hard kitchen stool. The seat was so small and of course his hands were tied behind his back, and it was a delicate balance. Styles stroked her husband's engorged cock and grinned, her ton...

Holiday Inn, Rochester

by dsoul on Sep 15, 2017
Illustrated

Saturday, 12/01/13: 2:15 p.m. -- 8:34 p.m. I hooked up with my favorite couple in upstate Rochester once again. A good thing we found ourselves in Cuckoldspace.net. Ever since I deleted my former Yahoo mail box, I couldn't find a means of getting at them, but as luck would have it, we found ourselves again. The hubby, Robert, and I exchanged cell numbers an...