Sissy Chastity Cuck Stories

13,492 results
Orientation
Length
Source
Infinite Scroll

Sissy Manners Classes Ch. 01

by fridaysissy on Sep 12, 2018
Transsexuals & Crossdressers

It was late night, I am 10 km away from my room waiting for sharing cab or auto service to reach my room at last I joined a sharing auto service with two members including me. The other passengers stop came early, and I remain alone in auto waiting for my stop to come. Driver said he is stopping the service and returning to his home and asked me to get down....

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...

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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Madam Molly Pt. 02

by corduroysissy on Feb 11, 2019
Transgender & Crossdressers

Molly & Jessie's conversation lasted about twenty minutes, and by the time it was over she'd made it quite clear that when it came to obedience her expectation were very high. She then informed him he was going to be her little slave-boy and amuse her for a while. When she was ready to get laid she'd summon her cuck Tracy back and Jesse would resume his boyf...

Aquae Sulis Pt. 02

by ChasteCuckold on Sep 17, 2017
Loving Wives

Aqua Sulis Pt. 2 A story of erotica from the past to the present day Den awoke early on Monday morning as the warm Summer breeze softly drifted through the open windows and brushed his face with an urge to waken, he stretched and rolled towards his wife who was still sleeping. When her alarm sounded minutes later he had his arm out of the covers and was p...

I Didn't Know I Wanted It Pt. 02

by richard3cm on Nov 6, 2017
Fetish

I Didn't Know What I Wanted Until I Got It-Part Two This is a work of fiction. All characters, events, and locations are made up. This is not about me or my wife. The tags for this story are cuckold, creampie, creampie eating, chastity, party, and mild bondage. On the advice of some kind commentators, I'm posting part two in Fetish and opening comments. Par...

Black Dominatrix for Black Doms

by Samuelx on Oct 9, 2018
Group Sex

Jamal Browne smiled to himself as he laid Kirsten Dwyer on her back, raised her slender alabaster legs in the air and popped his ten-inch Black cock right back into her asshole. The slim, blonde-haired housewife's lovely blue eyes popped as Jamal resumed fucking her in the ass. Time for this White slut to realize what she's been missing, Jamal thought to him...

Zamindars Pt. 02: Thakur & Champa

by prithvik1947 on Jun 18, 2019
Group Sex

In Zamindars Part 1, I had described the situation that I witnessed on arriving at my friend Vivek's estate. His father, Subhash (The Thakur) was openly having a sexual relationship with Champa who was 20 years younger to him and the wife of his driver. Part 2 is more about what I saw between Subhash uncle & Champa. Champa was sitting in uncle's lap while h...

BBC Worship Ch. 03

by CumSlurpingCuckold on Sep 18, 2017
Interracial Love

The time had cum to discuss the full implications of her pregnancy and ongoing relationship with Jerome, whom we both loved and worshiped dearly. Wasn't it time to admit to her family and a few other friends and coworkers who still didn't know? Didn't they deserve to know that the marriage that they had seen us commit to a few years ago was now a sham, that...

A Pro-Wrestling Cuckold Ch. 05

by longhairedcuck on Jul 9, 2019
Fetish

They snogged all the time on the way back home. I strained to get a clear view of their making out from the driver's seat but nevertheless I was incredibly aroused. Darren had instructed me to drive back to his condo, which was some fifteen minutes from the practice centre. Obviously it took me way longer because I wasn't really concentrating on getting us...