Roomate Cuckold During Lockdown Story Stories

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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...

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 '...

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?...

Becoming Melissa's Cuckold Pt. 01

by GreyMatterH on Sep 25, 2017
Fetish

This will be a multipart series that chronicles my descent into the cuckolding lifestyle with a girl named Melissa. Everything in these stories is absolutely true. These are my real life experiences covering my late teens and early twenties. Because these events took place over a two year period, rather than provide a strict narrative of events I will instea...

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...

Working Relationships: Jodi, Ch. 02

by insatiablerob8 on Sep 19, 2017
Group Sex

Pete wanted a true cuckold; so the next time we got together, Jodi planned to give him what he wanted. It turned him on so much, when he could watch Jodi have sex with another guy; and I was open to exploring it with them. At one point, in our encounters, they explained it a little further. It all started in college, with Pete...for two years, he shared a...

Cuckold Email

by lbenton on Dec 2, 2019
Loving Wives

Author's note I would like to thank Andrew John for all the time he spent editing this story. He did a fabulous job correcting my spelling and making a so, so piece of literature into a real story. thank you, Andrew John. *** Cuckold email Chapter one: The bar I am driving my pickup on the way home from downtown Albuquerque. My beautiful wife of over fi...

Cuckold Fantasy

by jchuli on Dec 9, 2019
Group Sex

These are my tell-all stories of my real life as a Sugar Baby. No personal details about my clients will ever be shared through these stories. * I am surprised how many men have the fantasy about being a 'Cuckold'. One of my Sugar Daddies (SD) told me how much he wanted this experience and asked me to help fulfill his fantasy on our next get together. Let...

Wedding Day Cuckold

by Imstillfun on Sep 12, 2017
Loving Wives

It was my wedding day, my father was about to walk me down the aisle. That's a bad place to start, but it gives context. I'll start at the beginning. My name is Cat, short for Catherine, but everyone calls me Cat. I'm 22 years old and my husband Bob is 23. Bob and I met in college. I was never a big social person. I didn't date in high school. I was a la...