Long Term Chastity Stories

315,576 results
Orientation
Length
Source
Infinite Scroll

How I Cuckolded My Husband

by intofdom on Sep 13, 2017
BDSM

Prologue I remember my sweet college days. It was the best time of my life. My virgin high school days were followed by a horny alcohol driven college life. I had numerous boyfriends, one night stands and relationships. Some did call me a slut back then. After my protected college however, I realized the world was brutal outside. It was depressing. No amou...

Jennifer in Chastity

by Wifetheif on Sep 14, 2017
Fetish

Some of Jennifer's friends had told their secret to affording college. They had found sugar daddies, older men who paid for their college tuition and expenses in exchange for sex. Amy, Jennifer's best friend was bedding a local banker and was doing very well indeed. Freed from the financial burden of massive debt from college loans, and with her sugar daddy'...

Chasity

by SlaveJ on Sep 17, 2017
BDSM

I had followed Her instructions to the letter, purchased the toys and gifts She had specified, booked the time off from work and told my wife that I was going to a conference for a few days. I had booked the hotel room She had requested and arrived there at the pre-defined hour, arranged for a key to be left for Her arrival at the front desk and walked shaki...

WhiteBoy FuckToy for Ebony femdom

by flawlessgsmkt on Sep 12, 2017
BDSM

It's dark. I'm kneeling in a locked wardrobe. My hands are cuffed behind my back and secured to a ring in the wall. I pull at them a little where the cuffs are squeezed against my wrists. Not that there's any point. On previous occasions I've struggled against these cuffs in a desperate fury to escape. They held when I was trying my hardest to break free. Th...

An Expensive Addiction Ch. 03

by NeverGuessWhatsNext on Sep 16, 2017
Transsexuals & Crossdressers

The Friday after my second encounter with English was just as eventful as I had thought it would be. My girlfriend got to town, and since we hadn't seen each other in weeks, she was hornier than hell. I picked her up from her parents house around 5 and we went straight back to my place to have sex before going to the party. A couple of months after we starte...

Decent into Debauchery Pt. 01

by LucidlyConfused on Sep 12, 2017
Exhibitionist & Voyeur

Edited by Slavegirl70 ***** I woke up early for a run in the crisp air before the sun came up; it was the only way I could clear my head. I got dressed in a pair of tight shorts that were a bit small and a sports bra. Sure, the outfit was a bit revealing, but it was four thirty in the morning—who was up besides me? I began to stretch in the front yard as...

Helping a Friend's Loneliness Ch. 02

by Bibliophile on Dec 2, 2019
BDSM

Author Note: Another entry in a long line of (mostly) male fantasies littered all over this nice site - this one with pun'kin and princess as the heroines - and the necessary villain that all heroines need, else there isn't much of a story. We woke up in a jumble. Daddy got up while it was still dark to take his morning piss. Princess was clingy, asking me...

Olivia's Liberation

by aweatherly on Sep 16, 2017
Fetish

"Are you even listening, Liv? Seriously!" My focus suddenly snapped back to my workmate, Nicole, who was waggling her hand in front of my face. My thoughts scrambled as I tried to recall what she'd just said, while I was too preoccupied thinking of what I planned on doing that evening. "Yeah, sorry. God, I'm so out of it after that meeting. What did you sa...

Chianti Cares...

by justincbenedict on Apr 9, 2019
BDSM

"I'm not even sure why I'm here." Reba said, trying to smile. In her early forties, Reba had curly dark hair and was somewhat curvaceous, but the sort that dressed sensibly to avoid the censure of her peers. Chianti had met Reba when they'd been taking an Italian cooking course together at Mallard Creek Community College, just across Buttermilk Bridge. It...

The Perfect Pair Pt. 08

by ChangeYourPassword on Oct 6, 2020
Fetish

The Perfect Pair, Part 8 (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...