Caught In Chastity Stories

360,282 results
Orientation
Length
Source
Infinite Scroll

An Ever Changing Story

by Helenthemaid on Sep 16, 2017
Transsexuals & Crossdressers

Caught Out and Permanently Punished I was wearing a ultra short black leather mini skirt, a tight leopard print low cut top, which revealed my cleavage entrapped by my pink lacy bra (with matching panties). The straps of my 6 inch leopard stiletto heels were securely padlocked around my ankles. Recently I had been often going to the local park dressed in...

The Backpack

by ~Etoile~ on Jul 31, 2011
Fetish

Moving to a new place is always rough, but it can be rewarding as well. The Nuwisha Design College in Seaside City is a smallish school, but is known for its art and design classes. A lot of literature and word-of-mouth shows that graduates from this school often get very lucrative and popular jobs. Lucky for you, you were able to get in with some of your gr...

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Laura Love Ch. 07

by Long2bLocked on Jun 26, 2019
BDSM

Note to readers: This series is a continuation of "Laura's Femdom Empowerment". You should read that series before this one. ***** Chapter 7 Female Led Destiny The next day was Monday. I couldn't wait to see Bodhi at work. I took one of his chastity keys out of the safe in my bedroom closet. I put it on the same silver necklace I was wearing in his domina...

Kate's Heavenly Hell Ch. 07

by Duke567 on Feb 6, 2018
Fetish

If you aren't into chastity stories, please don't read, and don't leave dumb comments. If you have read the previous chapters, you know that after being locked in chastity for 5 weeks, I finally got a real threesome, but now I've been locked back up for two weeks and waiting... ***** After two more orgasms, Kate fell asleep. Alexa and I had no such luck....

Jedi Submissive Ta'tan'ia II Ch. 03

by HandcuffGirl on Sep 14, 2017
Celebrities & Fan Fiction

Jedi Submissive Ta'tan'ia II "So, are you ready to move into DP's apartment," Chief Daala asked her once everything was cleaned and put away. "Um, not quite, Your Excellency," Ta'tan'ia answered politely. "I expect an answer soon, DJ" Chief Daala replied dismissively. "Yes, Your Excellency," Ta'tan'ia responded obediently. "And thank you very much for al...

Panty Boy Diaries: Entry 03

by _pdy_ on Apr 3, 2019
Transgender & Crossdressers

Does she know? Can she tell that I just got fucked? She must be able to smell the sex on me, right? My mind is racing as I sit here in this Uber on my way back home so that I can make it to my dinner with friends on time. The driver is a nice, middle-aged woman who's doing her best to be nice and polite. She asked me to sit in the front seat as she feels mor...

Lucy's First Submission Ch. 05

by StrictDom on Sep 14, 2017
BDSM

This is by far the most torturous piece I have written so far. Thank-you again to everyone who has expressed their love of My work so far. I hope this instalment lives up to your expectations, desires and fantasies. Poor Lucy! I had teased her all day with a remote vibrating egg, made her service two of My friends' slaves, and come out to dinner still cover...

How I Cuckolded My Husband

by intofdom on Sep 13, 2017
BDSM

Prologue I remember my sweet college days. It was the best time of my life. My virgin high school days were followed by a horny alcohol driven college life. I had numerous boyfriends, one night stands and relationships. Some did call me a slut back then. After my protected college however, I realized the world was brutal outside. It was depressing. No amou...

Transgender Avis's Incredible Power

by justincbenedict on Jul 4, 2018
Transsexuals & Crossdressers

Skokie, Illinois, 2009 Aiken Aycock was sad to be losing her brother Aiden to the operation. He was a great guy, but he gave Aiken the beatings and torture she needed. But he'd finally gotten the money to do the big change. Aiken had really enjoyed supporting Aiden, letting him live in her apartment...stripping naked when she got home, and taking a few fro...

Not Just a Blob Pt. 01

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

Miranda and best friend Jane wandered down the dark and abandoned lane together quietly giggling. Their weekend jaunts away from home, over the back fence and into the long flowing meadows of wheat and barley was their escape from the nurses uniform they were all too frequently dressed in and taken out of. The two friends skipped through the backstreets of t...