Chastity Roommate Stories

20,671 results
Orientation
Length
Source
Infinite Scroll

The Life Change - Naomi's Story

by LordDragonFire on Sep 17, 2017
BDSM

"He's such a bastard," Naomi declared, slamming her empty glass down on the scarred wood of the table. Tommy, her latest boyfriend had just dumped her and she was out to drown her sorrows. The solid thump of wood on glass had attracted a few glances from around the bar. A few of them lingered appreciatively. Naomi was a tall, willowy blonde, busty and tone...

The Hot Zone

by dreadknots on Jun 1, 2020
Transgender & Crossdressers

Hi! This story is probably already dated by now, but I needed to excise the idea from my brain before life gets back to normal. CORONAVIRUS LEWDS FEATURING HOT CHUBBY GOTH TRANS GIRL There's some mild degrading dirty talk in there, but it should be above board. Hope you like it! *************** It was Day 45 of the Quarantine, and Jack felt like he was lo...

More Depravity in Rhode Island

by justincbenedict on Sep 14, 2017
BDSM

Buddy's cock was in such pain. The Fun Pouch was everything the Little Shop in New Hampshire had advertised it to be! A leather pouch just big enough to cover the penis and testicles, but a bit too snug...and filled with needles! When Pepper had casually suggested it, Buddy had become quite excited, and had special ordered it from the Little Shop catalogu...

Creamy Island Ch. 12

by AsheramL on Jan 29, 2018
Novels and Novellas

It is chapters like this that originally got me into writing in the first place. While this one could be seen as a bit overwhelming, it was actually one of my favorites to go back to. Not much story in this one, but it still delivers. Enjoy! ***** Chapter 12: A Carnival of Lust "Fuck it. My next class isn't worth it." Aiya was tossing away the last of her...

New Girl on Campus Ch. 01

by Kaadee on Mar 17, 2020
BDSM

A pale shape darted across the campus grounds, moving cautiously and somewhat erratically. It was dark, almost 1am, and the wan figure was being careful to avoid any well lit areas. They briskly trotted over a section of grass, then pressed their back to the wall of the nearest building after the sound of drunken voices could be heard close by. "Shit shit s...

A Sphinx is Fine, Too

by mersennius_prime on Jun 19, 2018
Sci-Fi & Fantasy

"Hey, I've got another riddle for you: what's the difference between you and a bitch who's about to get her teeth kicked in?" Not again. Why did someone always give her alcohol? Every time they went to a party, she explained that sphinxes cannot produce alcohol dehydrogenase. Every single time, someone gave the damn cat liquor. She would have to leave early...

Technically You are Still a Virgin...

by ElderDirt on Nov 25, 2017
Romance

When you first glanced at her face, Shari looked like she was fresh out of middle school instead of a twenty-year-old woman. Standing a petite five-feet, she had a pretty Chinese face that was framed with straight jet-black hair that fell to the middle of her back. When she giggled, her almond-shaped eyes twinkled, her cute nose wrinkled, and her sweet dimin...

The Rendezvous Ch. 02

by CassidyCaine on Sep 26, 2017
Transsexuals & Crossdressers

(Author's note: I have tried to get an editor for this story but failing that after over a week of looking I'm publishing it. Please be aware this work has some fictional coercion and other sissification elements.) Nick tried to hold back as tears welled in his eyes but the finally started to stream down his cheeks in black rivers. His make-up was alrea...

Juliet's Hideaway

by jacketjack on Sep 13, 2017
Fetish

"Let's take your car, Jack," Vanessa said as she smoothed her skirt. "Carla, sit in the back with me. Jack can be our chauffeur!" Jack grabbed his keys and slipped his hand across Carla's back. She smiled and Jack caught the fleeing wink she exchanged with Vanessa. Vanessa turned to him. "You ready for this, buddy? Two hot women on your arm all night?" Jack...

Laura Love Ch. 02

by Long2bLocked on Jun 25, 2019
BDSM

Note to readers: This series is a continuation of "Laura's Femdom Empowerment". You should read that series before this one. ***** Chapter 2 A Bitch Boy Learns His Place It was Thursday evening and I was on my way in to Red Room Studio for a session with a newbie. I preferred repeat sessions because I could push the subs further. With new subs you usually...