Chastity Teen Stories

16,994 results
Orientation
Length
Source
Infinite Scroll

Turning Mother Out Ch. 01

by brucinator on Sep 17, 2017
BDSM

A Brief Introduction To My Story I'm Chastity Stake, an only child daughter whose divorced Dad lusts after teenager flesh. He tries without luck to lure me into incestuous affairs. I'd be happy to oblige except I'm a bent arrow, a lesbian - you know, gay. Still, my Dad and I can share at least one thing, an immoral young woman ready to do the nasty with any...

Chastity with Neighbor as Keyholder

by randomer555 on Sep 25, 2017
Fetish

I've always found chastity to be a really interesting idea. I'd wanted to experience chastity ever since I was teen. But now I was 30 and still hadn't experienced it. Well, I hadn't truly experienced it anyway. I'd bought a CB6000 a couple years ago and had put it on. I enjoyed having it on, but I still had no keyholder. Self-imposed chastity could only go...

The Forgotten Relic

by JustForFun5676 on Mar 2, 2021
BDSM

Introduction: Authors note: Hello dear reader, this is my first story in this website and english is not my first language, but i am up for the challenge. Hope you like my story, and comments are aways appreciated. I decided to write this story seeing how short-lived most of the stories happen to be in this website (no offence intended) , so i hope that my s...

Open in Reader

Becoming Friends Ch. 01

by mrbillcollecta on Sep 17, 2017
Loving Wives

"Chastity Wright!" He smiles and greets her with a warm hug. He hadn't laid eyes on here since she left where they worked together last spring...and couldn't believe his luck running into her. She was a knockout and was also the subject of several of his masturbation sessions over the past 2 years. He also notices that she hasn't lost her ability to look sex...

Slow Descent into Sissy-Hood... Ch. 01

by Slipperylock on Oct 31, 2018
Transgender & Crossdressers

Beta boy beginnings. It started when I was online, lonely and drunk. I'd been at University for maybe three months at that point, struggling along with a Masters degree in Economics. Unlike my undergraduate years, I had decided to live alone in a one bedroom flat - I thought that with more privacy would come more focus. What I hadn't counted on was that wi...

Inner Demons Are In Demand!

by TrojanSnake on Sep 16, 2017
Erotic Horror

The nunnery had none, but the abbey happily had one. Was sex a sin if it was sanctioned? Based on an il-lust-ration by Pandora's Box Author's note: Pandora's Box created an extraordinary scene in one of his drawings, as described in the latter part of this tale. It has cried out for an explanatory narrative to give the viewer a back-story to the scene. Th...

James' Master Ch. 01

by hs62663 on Sep 17, 2017
BDSM

James will always remember the 15th of December 2013 for this was the day that he became the slave of his uncle. James was an ordinary teen who was waiting for University offers to be received. It was on this day that his uncle decided that James would no longer be a free soul. Living in a fairly large house in a rural area meant that during holidays, James...

Abduction!

by dangerslut on Apr 1, 2017
Science Fiction

Your stereo is blaring as you cruise down the highway. You weren't sure Nessie, your dad's old Buick, would successfully get you all the way to school, let alone back again. Another year was tough. Whoever thinks art school is all about pretty pictures has never had a six hour drawing studio. You had always been a weird scrawny kid, but at art school everyon...

Open in Reader

Private story

by Throwawayaccount42069 on Apr 22, 2025

I sat there in class, staring out the window, biding my time until the bell rang and I was finally able to go home. Math was never my strong suit anyway, but the teacher, Mr Redford, somehow managed to make the lessons even more boring. On occasion, people had even fallen asleep in his class, that’s how boring he was. Desire this, I endured and survived unti...

Open in Reader

Freshman Year

by Johnrocker on Aug 25, 2020
Exhibitionist & Voyeur

Mark felt the fresh summer air as he strolled through campus. He couldn’t believe it, for the first time in his life, he would be living away from home. With frequent waves of anxiety and stress through his years at high school, Mark missed out on simply enjoying his time there. Moving to a college interstate was a scary thought for Mark but something he nee...

Open in Reader