Roommate Cuckold Stories

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My Roommate is My GF's Ex Ch. 03

by Lucas96 on Sep 19, 2017
Exhibitionist & Voyeur

AUTHOR'S NOTE / DISCLAIMER This series involves cuckolding, and contains both gay and hetero sex. If this does not interest you, you will not enjoy this story. *** Things continued on the same trajectory for the rest of the week. Riley came over a couple of times. One night, we both sucked Chris's cock together before he fucked her in front of me in the...

My Roommate is My GF's Ex Ch. 02

by Lucas96 on Sep 19, 2017
Exhibitionist & Voyeur

AUTHOR'S NOTE / DISCLAIMER This series involves cuckolding, and contains both gay and hetero sex. If this does not interest you, you will not enjoy this story. This chapter picks up right where Chapter 1 left off. Chapter 1 is in the "Loving Wives" section. *** We all relaxed there for quite a while. Eventually, Chris stood up and walked down the hall...

Condo Cuckold

by fantaseeboy on Sep 23, 2019
Fetish

Arriving home at 1 am after spending the evening playing video games with my friend. I parked my car outside of my condo and made my way inside to learn my roommate has had friends over again. As I was walking in, the last three of her friends were staggering out. My roommate, Samantha was nowhere in sight. I figured she was probably passed out in her bed. W...

College Cuckold

by LennyVanBeethoven on Dec 18, 2020
Miscellaneous

My parents dropped me off during move-in weekend right before classes started. I decided to go to a state school several states away, just to put some distance between me and my hometown. Not that I had a bad time growing up, but I needed a fresh start. I wanted to go where nobody knew my name. Now here I am: all alone in my college dorm room. My roommate St...

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Watching My Mum Go Jack Ch. 01

by Cuckoldson on Sep 18, 2017
Mature

Chapter 1: Dinner Plans Finlay Popple sat alone in his bedroom in halls, enjoying the break from his roommate, Jack. When he had first started university Jack had seemed like a nice guy, a little bit of a 'rugby lad' for sure, but he had been pretty friendly with Finlay. At school, none of Finlay's friends had been one of the 'cool kids', like Jack was, and...

The Cuckold Experiment

by Cuda_Candy on Sep 13, 2017
Loving Wives

"I thought you were going to stain the deck this morning," Jen yelled from the kitchen. "I just did the railings so don't touch them when you come out. I made some screwdrivers. They're in a pitcher in the fridge." "Awwwww, that's why I married you," she said as she came through the sliding door. "Here's two woodworking magazines that came in the mail for...

Born Cuckold Pt. 01: Prelude

by ErtcWrtr on Jul 10, 2019
Fetish

In appearance, I am a tall, muscular man, I exude confidence in my abilities and myself. In my interactions with people, most people sense quickly and correctly that in all aspects, I am strictly a beta male. It seems I have been this way my entire life, at least as far back as I remember. For instance, I was a straight 'A' student all through school. Why?...

The Cuckold Diet Challenge Ch. 8.5

by cpete on Sep 17, 2017
Loving Wives

++++ Recently Finishthedamnstory wrote eight chapters of one of the best continuations of a tale called The Cuckold Diet Challenge, http://www.literotica.com/s/the-cuckold-diet-challenge-ch-02 . I urge you to read it, if you have not already. At the conclusion many posters (including myself) wanted more of the aftermath and wife's backstory. So with FTDS '...

Becoming a Cuckold

by cuckhubby4 on Sep 15, 2017
Fetish

My name is Ryan. By all accounts I'm your typical 27 year old guy. I married my high school sweetheart at 23 after we finished college. I make a pretty good living working in IT for a small tech company in the Midwest. My wife, Kristen, works at a local college in administration. We don't have any kids. Ask any of our friends or family and they'd say we are...

My Girlfriend's Sissy Roommate Ch. 04

by SEVERUSMAX on Nov 21, 2017
First Time

"So, you softened up faster than I expected on the issues of fellatio and vaginal sex, babe. Not that I mind, as it's between you and Rain, and I think that it's rather sexy, anyway, but what prompted that? Just the knowledge that Rain has meekly accepted his lot and will be a loyal husband to you? I wouldn't go so far as to call him a cuckold in the typical...