Chastity Self Bondage Stories

102,794 results
Orientation
Length
Source
Infinite Scroll

10 Layers

by buzbybdsm on Sep 13, 2017
Fetish

I am blessed with a very attractive and intelligent girlfriend who has a very active imagination, especially when it comes to sex and our little hobby of bondage. We don't get to see each other very much, since I work in the entertainment industry and she is the manager of a large retail store. So between our crazy schedules, we don't get a lot of time to pl...

His Reward

by Anaribrady on Sep 15, 2017
BDSM

The Massage. He is Mine. This man. This beautiful man. He gave himself to me in service and I am, quite honestly, humbled. Please, I ask that you read our story with an open mind and consider the possibilities. Erica smiled in self satisfaction. Four women, naked and beautiful, waited quietly, bowls of warm cedar scented oil in their hands. The room lit wi...

Noble's Court 2.0

by entropy50607 on Aug 27, 2016
BDSM

VERY IMPORTANT, PLEASE READ: Please click "Start game" on the right side of the web page under the tab "Score" to fully experience the story. As, my story makes use of conditional statements and conditional chapters in its tracking of variables. For example, if your character arrives late to a particular event, specific characters may res...

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Santa's Sweatshop

by Varlance on Mar 10, 2021
BDSM

Santa's Sweatshop is an adult-only 18+ game that features fictional characters in various situations of a sexual nature. This includes gay (male on male) sex, non-consensual sex/rape, oral sex, anal sex, bondage, chastity, spanking, pain, body-writing and insertion of toys. You should not play this game if you are not 18 or older, or if you might find the ab...

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Innocence Lost Ch. 29

by bradley_stoke on Sep 14, 2017
Novels and Novellas

In Which Une joins in the study of Algebra; the properties of Twelve are examined by Algebra; and Chastity returns to Innocence. After their one session of lovemaking, Algebra was disappointed to find that despite her attempts to repeat it Dodie was decidedly unenthusiastic to do so. Algebra soon came to conclude that her brief love affair with Dodie had fi...

My Sissy Cuckold Life

by SissyCuckMike on Jan 2, 2021
Fetish

Hello everyone, my name is Mike and i am now a sissy cuckold. If you don't know what a sissy or a cuckold is i will explain, a sissy is like a cross-dresser but usually dresses up in pink frilly women's clothing and cuckolding is similar to a hotwifing where she goes out on dates and fucks other men without her husband/boyfriend around but with cuckolding it...

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The Four-Some

by HappilyLockedMan on Feb 13, 2018
BDSM

Editor's note: this story contains scenes of gay male sexual content. * Steve was a powerfully built man, about 5'8," in his early 40's. He was at the gym using a bicep curl machine when a man walked by. Steve, with a sheen of sweat on his face, glanced at him and noticed the "necklace" he was wearing. Except it wasn't a necklace; it was a short length of...

Wife Alters Husbands Drinking Habit

by Graemie on Sep 12, 2017
Loving Wives

There are moments in life that are turning points which unexpectedly change dynamics in relationships sometimes for the better. My name is Jillian but most people call me Jill, I've just turned 40, have two children and a wonderful husband. I work in the city which means an hour train trip each day to and from work but I enjoy my career and the money so hav...

Princess Jazmin Ch. 01

by subboy129 on Sep 14, 2017
Fetish

My name is Dave and I am a 27 year old man living in Connecticut and I have a great job, my own place, a nice car, and live a pretty normal life. Other than the fact that I am extremely kinky and love dominant women and wanted a Domme. This is a story about how I met Princess Jazmin. I was home one night and was screwing around online, looking for something...

Sarah's Friend Ch. 02

by AndreaJordan on Sep 18, 2017
BDSM

Amy woke slowly the next morning, gradually remembering the previous night. She smiled and rubbed herself against the mattress. It felt different and she reached downed between her legs to find out why. The feel of the warm metal where her clit should have been jolted her awake and she kicked off her sheets and sat up. The crazy thoughts that had aroused her...