Chastity Teen Stories

17,120 results
Orientation
Length
Source
Infinite Scroll

Crystal: A Sissy Set Free Pt. 03

by InSpectrum on Sep 16, 2017
Transsexuals & Crossdressers

This is a direct continuation from Parts 1 and 2. You should probably read those first, if you haven't already. ***** Before he could think Ryan was gone, Crystal shut the toilet seat re-locked the door and sat down feeling a jolt from his plug, He suddenly felt very uncomfortable, his feet ached from dancing in ridiculous heels, his corset was way too ti...

The Planted Seed Pt. 05

by Miguel59 on Oct 3, 2018
Fetish

My affair with Father and my marriage to Donny continued to evolve. Father and I became boyfriend and girlfriend. Donny and I were partners in my duplicity. He kept our sins secret, covered for me when he had to, and most importantly, he showered me with unconditional love. Instead of daggers to his heart, each stroke of Father's cock into my vagina made his...

Angie's An Adult Ch. 03

by SEVERUSMAX on Sep 19, 2017
BDSM

Angie Sloan went home that afternoon QUITE happy, knowing that she had altered her neighbors' marriage for the better. She also knew that she was getting BOTH a slave and a Master out of this, since the newly emancipated Allan Dumont had proven more dominant than expected. It had simply taken the right kind of persuasion, in the form of an 18 year old lover...

Trophy - The Preys Story

by MissYellowPanties on Nov 26, 2017
Transsexuals & Crossdressers

The Beginning. I don't remember much of how I originally got myself into my current situation; it all seems so long ago and far away. All I'm really sure of is I was an IT geek working at a client site for a few months, I was staying at the local Marriot full time and only traveled home once every two weeks. It was a pretty miserable existence, people we...

Romancing the Raptor

by Cashmere_Snow on Sep 15, 2017
NonHuman

Tiffany. Maria. Sandy. Destiny. Chastity repeated the names to herself as she directed a coy smile at the man she had brought back to her apartment. Tiffany. Maria. Sandy. Destiny. They were the names of the women he had raped and then sent to the grave in one case and into the ICU with the others. They were women like her—women who shared an... affliction...

Chastity Debauched: Penitent

by MorganHawke on Sep 15, 2017
BDSM

In Which Chastity has an appointment with the Unholy Father... For Bear Part One: The Club “I can’t believe my Dad had me to come to his company pool party at the Club.” Chastity grumbled to herself while standing before the tall mirror completely nude. She stared into the mirror’s reflection of her deep violet eyes as she tied her waist-length, strawberr...

Secrets of the Deep Ch. 01

by Lady Malachite on Sep 14, 2017
Sci-Fi & Fantasy

Once upon a time, when magic was everywhere and wishes still came true, there was a tribe of women of such distinguished beauty and insatiable lust, that the sun itself stared open-mouthed at them, and the corals turned their heads to listen to their sinful moaning. And because they seldom were seen in anything resembling clothing, they were known in the hea...

Carl & Chastity: 1st Date

by Ninjafish on Sep 14, 2017
Erotic Couplings

Carl got to the wine bar about ten minutes late, fortunately he arrived just before Chastity. One thing that he felt never looked good was making a lady wait especially on a first date. The date started a little awkwardly, as most dates do but this one was because Chastity couldn't remember what Carl looked like at all. Luckily for her, Carl more than made u...

Wife on Stage

by SuzyFloosie on Dec 14, 2020
Loving Wives

Soon after hubby and I moved to suburbia, Mary, one of our new neighbors asked me to act in a local production. I initially said no, but she said I did not actually have to speak and that it was for charity and lots of the other neighbors were getting involved and; that everyone was playing a part in the production! She guilt tripped me until I found myself...

How It All Began

by subboy85 on Sep 12, 2017
Transsexuals & Crossdressers

The room starts spinning slowly as the lights fade out, my mind is in a daze, and my body is all worn out. I welcome the warmth of the soft sheets as I close my eyes and try to sleep because I need my rest. The sweep familiar ache in my muscles causing sweet surges of pain from my very sore and well fucked ass, still dripping Master's cum, even now after all...