Chastity Teen Stories

17,120 results
Orientation
Length
Source
Infinite Scroll

Life and Time of Lady Vargos Ch. 15

by rik581 on May 15, 2019
Transgender & Crossdressers

Chapter 15 "Victim or Slut" The process started the next morning without Martin needing to lift a finger. Leanne had done as she had promised the day before and she set his now platinum blond hair in 1 1/2" brush curlers, that he would wear for the day. As usual the rows were perfectly straight with the two pink pins holding each curler tightly in place. L...

A Relentless Teen Mistress Ch. 04

by JackFrostFire on Oct 5, 2020
BDSM

Introduction This is another chapter of Chloe's story, a tale of lesbian seduction and domination starring Chloe Sharpe, an 18-year old dominant or "domme" at Woodglen High School. The chapter's a bit of an experiment, since it's a first person account told through a series of emails. The emails are from Susannah Rush, the 43-year old principal of the sch...

A Wife's Process

by catigm6 on Sep 25, 2017
BDSM

Chapter 1 – The encounter "Life is pretty mainstream", or so I thought. I lived a pretty average life: 45 hour a week job, hanging out with friends on the weekends, meeting the family on Sundays, the daily workout routine, and the occasional fling or girlfriend. I have never been a Casanova, but never really had a hard way with girls either. Ever since my s...

Pursued and Caught by Sex

by lexykhan on Sep 13, 2017
First Time

This is the true story of how I was pushed and seduced into losing my virginity. I have a good amount of background info - feel free to scroll down if you just want to read about the action. This story takes place in the summer right after I graduated high school. I had just turned 18, as I had a summer birthday. Growing up, my parents would always drag me...

Madame's (Milked) Dry Bar

by dashielldash on Sep 25, 2017
Fetish

One or two of the women gasped but there was mostly appreciative laughter as they entered the room. "WELLLL NOW..." exclaimed Andrea with her thin eyebrows cocked, "Haha, oh my god..." Rebecca managed, as one of the more shocked onlookers "As you all know, when I want to try something, I do it," Madame explained, very matter-of-factly. A large couch gave...

My New Maitresse Ch. 01

by Cagedcompliance14 on Sep 14, 2020
BDSM

My name is Tom, my wife Emma and I had been married for about 15 years before my eyes started to wander a bit. I will admit I screwed up big time. I had an affair with a young woman named Christine from my investment firm. The details of that aren't really important but what followed after Emma finding out was a winding, twisted journey that led me to my cur...

Whore of the Dragon

by Conan The Librarian on Feb 19, 2020
Fantasy

There, amongst the remnants of the dead race, where their greatest queen reigned, two dragons lie dormant. One of pure evil, one of pure good, both yearning for a vessel, both lusting for a mate... She may be adequate for that purpose, our forlorn child... We shall see. "Silence, fools. We are close to the inner sanctum." The two mercenaries exch...

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Pooh Ch. 01

by VirtualScott on Sep 14, 2017
Fetish

This one is pretty weird, even for me; if you are squicked by extreme scatology then you should probably just move along to another story. It's the result of one of those sleep-deprivation-induced writing sessions, done mostly in one shot and then edited for modest coherence. Now that this is out of my system, I think I can return to "Instant-On" in a "softe...

The Perfect Pair Pt. 03

by ChangeYourPassword on Jul 6, 2020
Fetish

The Perfect Pair, Chapter 3 (fetish, chastity, consensual, cross dressing) By ChangeYourPassword Author's Note: This is a work of fiction. It is a story of sexual fantasies and fetishes. These sexual practices are not for everyone, but those of us who delve into them understand the allure. The characters in the story certainly do. If you enjoy this story...

Gilmore Girls: Bad Girl Lane Ch. 03

by LL72 on Sep 13, 2017
Celebrities & Fan Fiction

All the characters are over the age of eighteen. Lane rang the doorbell and waited. Beside her Rory hopped nervously, looking from side to side down the street as if she was expecting to see an FBI snatch team hidden in the bushes across the way. Lane gave her friend a smile, reaching out to squeeze her hand. The brunette stopped jiggling and jumping, but...