Chastity Teacher Stories

31,037 results
Orientation
Length
Source
Infinite Scroll

Mistress Karinda's Devious Twist

by Icetiger1227 on Sep 17, 2017
BDSM

Friday arrived like it did every week, this was a different feeling now flowing through him for his penis was wrapped and locked by his mistress. His hockey gear was in the trunk of the car and his team had the early game on the schedule. All week long he had hoped in one way that mistress would unlock the CB3000 so that nothing would be different on the ice...

Complete Surrender

by MsMorrigan on Aug 31, 2017
Fetish

My annual salary is 60,000 dollars per year but I have to think carefully before deciding whether to go to Starbucks to buy a coffee. And if I want to buy new clothes or gadgets I have to beg for the money. If those around me knew of my circumstances they would be shocked but probably amused when they discovered the reasons. Of course, it was keeping the rea...

Secrets of the Deep Ch. 02

by Lady Malachite on Sep 15, 2017
Sci-Fi & Fantasy

There once was a girl named Chastity. She was the daughter of a man who was the head of a construction company. Chastity's mother died when she was a small child, and so did her kindly old grandmother. But she was never alone. She had an older brother who she used to walk with through the suburbs, hand in hand. They bought bubble gum or cigarettes at a seed...

Race to the Bottom

by jujou2006 on Nov 27, 2017
Fetish

The bump was totally unexpected. Jujou had been running round the track for some time and had fallen into that trance state so well known to the long distance runner. She hadn't even noticed that another runner had joined her on the track and when the contact came she lost her balance and spilled on the ground. "Watch out slow poke!" The taunting words dri...

Mistress Sharon’s Control Challenge

by CaptainSwitch on Jul 6, 2020
BDSM

My wife challenged me to a contest. She would give me a hand job and I would try to keep from cumming for five minutes. If I could maintain control for five minutes, l would get to fuck her anytime I wanted during the upcoming weekend. If I got too close to orgasm, I had to let her know and "give up" before cumming. If I "gave up" for losing control and gett...

Divorce Behind the Orange Curtain

by Tara_Neale on Sep 16, 2017
Toys & Masturbation

Joyce Randall's cell phone rang. She raced across the bedroom, the towel flapping about her mature body. She cursed as she noted the name of the caller, Ex-husbeast. Stealing her nerves for the battle that was sure to come, she hit the answer button. "Yes, Jason, what is it now?" she demanded. "I'm running a bit late. Work has been frantic this week," Joyce...

Innocence Lost Ch. 02

by bradley_stoke on Sep 14, 2017
Novels and Novellas

In Which Blanche learns the Truth about Innocence and Chastity, whilst Chastity furthers the experiences of Innocence. Innocence's sister, Chastity, had many friends, some of whom came from other shires and parishes. One such was Blanche, who came from Brook, a county, Innocence was fascinated to discover, where naturism was pretty nearly the rule and where...

Becoming Friends Ch. 02

by mrbillcollecta on Sep 17, 2017
Loving Wives

"What time are we expecting Chastity over for drinks baby?" Stefan quizzed. "About 7 or so and she is bring the Margarita mix with her!" Kenya yelled from the bedroom. He replayed the events that unfolded before him in his own bedroom a few short hours ago. Seeing Chastity tugging and sucking on Kenya's huge 42DD tits was definitely the highlight of his da...

Chastity's Lessons Ch. 05

by Goldeniangel on Sep 19, 2017
Interracial Love

The next day Chastity was unable to make it out to see Jeremy, which made her sad, but she was a little afraid of him putting his big black cock into her poor little asshole, so she wasn't that sad. In fact, she wondered if she would be able to find the courage to go out to his next lesson even when her father DID go out and leave her home alone. She was s...

Carl & Chastity: 3rd Date

by Ninjafish on Sep 14, 2017
Erotic Couplings

Carl and Chastity spoke for over an hour once they were both home, the cinema, dinner and alleyway activities clearly had not been enough for either of them. Carl had made the phone call, but secretly Chastity was already planning on doing the same thing but had just been beaten to the punch. There was a spark between them that caused butterflies to dance e...