Chastity Cage Teen Stories

28,146 results
Orientation
Length
Source
Infinite Scroll

Sun Hee Ch. 10

by metalimbic on Sep 18, 2017
Fetish

This was my life now, locked and in limbo. When Sun Hee was back home in Korea, I had made the decision, perhaps foolishly, to lock myself back into her chastity cage, and in order to make that decision final I mailed her the only key. Now that she was back, there was no way of knowing what, if anything, would happen next. Sun Hee had not asked me to be l...

Schoolgirls are Real Bitches

by SPARTAN047 on Sep 14, 2017
NonHuman

On request by anonymous feedback from Literotica as a (sort of) thank you. Amazing This story (I've read both of your dark elf stories) is pretty amazing. Best I've read in a while actually, you've gotten yourself another fan! If you do take requests, I'd love to see more about this setting. Specifically, perhaps even the flat girl who enjoyed humiliation...

To Serve Her Ch. 02

by njcaptionlover on Feb 26, 2019
Transgender & Crossdressers

After staring at the pink collar, I looked into Tammy's eyes hazel eyes and nodded. "I need to hear you say it, sweetie." Her voice was soft and gentle yet there was a commanding tone to it that made me feel meek. "Tammy. I would like to serve you as your live-in slave." I am not the type of person who makes hasty decisions but there is something about T...

The Devil's Mystery Box

by bbcummings on Jan 30, 2019
Fantasy

Author's note: My idea is for the stories to mostly be 3rd person. However, this section basically has to be second person, so bear with me. *** The box you found was peculiar. Usually, a box didn't come with strange markings. It wasn't made out of exotic materials that seemed to defy normal physical behavior. Boxes were usually cardboard or wood. They held...

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It Started Innocently Enough

by thremuff on Sep 17, 2017
BDSM

It started innocently enough. Well, not really. Brett and I had been friends since high school. Never really romantically involved though. After college we both found ourselves in careers while most of our friends were married and started families. We were spending more time with each other. Again, not in a romantic sense. Both of us dated, Brett more than m...

Penis Shrinking from Chastity

by tinywhiteboi on Sep 19, 2017
BDSM

After losing my wife to her big dicked black lover I was pretty depressed. I knew that my 4 inch skinny penis was not big enough to satisfy any experienced women. Sure it was fine as a teenager fucking young girls, but in my mid thirties I figured pussy for me was likely to be rare. While reading pornography on the web I discovered stories about small penis...

Taken Too Far Pt. 01

by SwitchSissy on Jul 2, 2018
Transsexuals & Crossdressers

I had maybe taken it a little too far. It had started as it always does, a little light crossdressing at home. Then toys as well. Then wearing something a little extra under my boy clothes when I was grocery shopping. Then when I was at work. And that leads me to my current situation. On the outside, jeans, t-shirt – normal enough. Underneath though... It w...

Blackmailed

by Hc225 on Jul 29, 2020
Exhibitionist & Voyeur

It was so stupid of me to be so risky. I had always considered myself to be bi, but had never explored the gay side of it. When I finally went off to college I decided to give it a shot. I had put out an ad onto Craigslist looking for a guys cock to suck. I gave a quick discription of myself "brown hair, blue eyes, 4.5 in cock." That was it. I want...

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Laura Love Ch. 06

by Long2bLocked on Jun 25, 2019
BDSM

Note to readers: This series is a continuation of "Laura's Femdom Empowerment". You should read that series before this one. ***** Chapter 6 A Match Made in the Dungeon Shortly after I got off the phone with Alexis I received a text from Pixie, "Are you available tonight? I have a request for a session." I replied, "You don't mean the session with Beez?"...

The Dominatrix Order Pt. 03 Ch. 02 - SPH

by Jwwsmith on Feb 25, 2019
BDSM

Daniel arrived at the gates of Femininus on a numbingly calm and mild morning. He had written in his most recent letter that he would be arriving that day. He came dressed in his white dress shirt and black slacks. He was made to wait for nearly an hour upon his arrival. As he waited, he listened to the faint sounds of the goings on of the city just beyond t...