Chastity Teacher Stories

31,037 results
Orientation
Length
Source
Infinite Scroll

Vacation Expectation

by IPleaseYouTease on Oct 6, 2020
Fetish

The wife's side of a conversation with her husband as she gets packed to go on a 10-day vacation with her lover and leave him behind. ~~~~~~~~~~~~~~~ ~~~~~~~~~~~~~~~ ~~~~~~~~~~~~~~~ ~~~~~~~~~~~~~~~ "Okay Dearie. Up on the bed. It's almost time for me to leave. I have a plane to catch. Don't you worry. I know that once you're done binding your hands and fee...

Master Knows Best

by justincbenedict on Sep 17, 2017
BDSM

Shane moaned as Ansel licked the underside of his balls and then used tiny bites back up his shaft until he got the swelling head. Ansel licked his glans, and then deep throated and constricted my jaws for just the right moment, and Shane wiggled his thighs and shot into Ansel's mouth, and Ansel swallowed greedily before pulling my head off his bloated coc...

Black Cuckolding 101

by Samuelx on Sep 11, 2017
Fetish

Welcome to the world of Black Cuckold Couples, my name is Kia Haywood-Albright and I'll be your guide. When you think of cuckolding, I bet you automatically envision a White couple, a Black guy with a big dick and a scenario involving the Black dude fucking the White chick while her White hubby watched the whole thing unfold. Well, it's not always that way....

Just Another Story

by neoview on Oct 15, 2017
Transsexuals & Crossdressers

Once upon a time... "Wait, wait, wait! We're not actually starting the story like this, are we?" Said the short fat kid in his mid-twenties. "I'm neither short nor fat." He said while swallowing his stomach and lifting himself on his toes. "I'm not doing any of that. STOP GIVING THE READERS FALSE INFORMATION!!" The angry non-short, non-fat kid yelled. "H...

Myra and Jack in Toyland

by ValoryG on Sep 11, 2018
Toys & Masturbation

Myra has had me, Jack, the one and only, wearing a Confin (chastity device) for three weeks now. She had announced brightly that she'd only have sex with me if I wore it. She'd read about using one in a little porn book passed around between her and her friends. I think they thought it hot and entertaining but only Myra got it into her head to actually liv...

Fairfax Academy Ch. 04

by eyeglitter on Sep 13, 2017
Exhibitionist & Voyeur

Dr. Kroft was seated behind her intimidating mahogany desk with her eyes lowered to the official looking document before her. Luke Ryder, the teacher who had caught Emily in the act of breaking several school rules the previous evening, was standing behind the headmistress's high backed leather chair. He met Emily with a sympathetic half smile as she entered...

Sibling Revelry

by justincbenedict on Aug 14, 2018
BDSM

Lombard Londergan's wife had been christened "Peppermint Schnapps" Smythe by her drunkard parents. "Peps" for short, after she herself got sober, many assumed it was short for "Pepsi-Cola." Lombard loved Peps to distraction. She was one hell of a tease. It was so hard for Lom when Peps grabbed his cock in the changing room at the club pool. Peps was wearin...

Presenting the Snipe!

by justincbenedict on Aug 8, 2018
BDSM

May 2013 The Snipe had been laid off from the yarn mill, and then he'd done a spell bouncing drunks at the "Illegal Beagle" before working for a bit for the verger at Buttermilk Purity Temple. "I think that I have something that more might fit your best interests" Dieterle said with a smile. She sipped her beer and cocked her head. "Isn't that what they u...

The English Teacher

by Aithousa on Jun 26, 2020
BDSM

Sally Harris was an English teacher in the local public high school. She was 45 years old and somewhat plain looking. She was not ugly by no means but she was not what you would call gorgeous, either. She was 5’ 6'' tall and was slightly overweight but still decent looking. The most noticeable quality that Sally Harris had was her breasts. They were much lar...

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The Perfect Pair Pt. 06

by ChangeYourPassword on Jul 20, 2020
Fetish

The Perfect Pair, Part 6 (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 and...