Sissy Chastity Story Caption Stories

1,000 results
Orientation
Length
Category
Source
Infinite Scroll

How I Became a Chastized Cuckold Ch. 08

by gizzard on Sep 26, 2017
Loving Wives

**Warning** This fantasy story series contains or will contain elements of Male Chastity, Orgasm Denial, Female Domination, Cuckolding, Interracial Sex, Bi-sexual Innuendo and Tendencies, Teasing, and BDSM Activities. If any of these topics are offensive you to, I recommend not reading. * Thin rays of golden sunlight glimmered through the bedroom window bl...

My Friday Night: Switch

by honey28 on Sep 5, 2017
Fetish

Driving home on Sunday night, my phone rang when I was stopped at the light waiting to turn onto my street. Seeing Nick's name, I put him on speaker phone. Before I could say anything, he very loudly declared, "I want to lick your pussy." Hearing that deep, sexy voice usually makes me melt, but I had to giggle. Note to self: never answer his call on speakerp...

The Intern Ch. 02

by FrostShard on Sep 14, 2017
BDSM

I didn't see Mengxia again for the rest of the day. That didn't mean she wasn't on my mind though. In fact, I thought of little else all day, and found it really hard to work. Towards the evening, I received a Snapchat from her captioned "Missing me?" showing a low selfie of her face, her full lips and the top of her cleavage. It got worse a few seconds lat...

Sin of Vanity Ch. 01

by Belongs2Beth on Sep 12, 2017
BDSM

Author's Note: This story continues the story of Vance, Marcia's friend introduced in "Marcia Goes Back to School". I have made an effort to make sure that this chaptered story can be read as a stand-alone or as an episode in a continuing series of stories set in the fictional town of Torquay, Connecticut. Readers of my earlier works will be familiar with Mi...

Sissy School

by zeta515 on Jun 19, 2018
Novels and Novellas

Copyright 2018 by Zeta All rights reserved This story may be freely distributed in electronic form but must include this copyright. Sissy School is a work for pure fiction and all locales, names, characters, places, and incidents are the products of the author's imagination. Any resemblance to actual events, locales, or living persons is entirely coincide...

Anklet Adventure Pt. 04

by dometoo on Nov 27, 2018
Interracial Love

Editor's note: this story contains scenes of incest or incest content. *** The last time Lynda and I returned from our romantic getaway cruise, she came back black bred and knocked up, cuckolding me and keeping me in chastity much of the time. I'm now the proud father of a three-month-old black boy, Mark, her bull's namesake; with strong prospects of havin...

Frilly Pink Panties

by MistyMorgan on Sep 17, 2017
BDSM

Hey there, my name is Mark and I wanted to share my story with you. I am a cuckold and my Mistress, Alexis, is a very loving and caring Domme when I am behaving myself and serving her well. But she is wrathful if I am not living up to her expectations. Mistress Alexis and I met at a rock concert. We started talking and were instantly attracted to one anothe...

Sperm Bank Artists Pt. 02

by wordyone on Nov 18, 2019
Fetish

The writer recommends that the reader is familiar with the first part of this story. 'Sperm Bank Artists'. All characters are beyond adult legal age, and the theme is male masturbatory humiliation at the hands of young female artists. The women artists collect ejaculate and use it for their artworks. 'Sperm Bank Artists. Part II: Olivia and Cath' coincides...

The Business Trip

by OOAA on May 11, 2020
Fetish

My wife and I had been married for about 3 years when I first developed an interest in enforced male chastity. I had always had a very kinky and active fantasy life to fuel my almost daily masturbation habit. I was a 22-year-old virgin when I met Irene and I was looking to resolve that problem. Irene seemed like an exciting 20-year-old girl and I thought tha...

A Deal Offered

by LockedSissySubmissive on Sep 25, 2017
Fetish

I was sitting in the kitchen drinking coffee wearing my dressing gown when Emma left for work. We'd had a pleasant morning chatting about the various inconsequential matters that married people chat about but she had to leave for a meeting and looked fabulous in a smart dress suit and jacket. Even after almost two years of marriage I was still totally smitte...