Crazy Ex Girlfriend Stories

133,148 results
Orientation
Length
Source
Infinite Scroll

Wendy The Haitian Lesbian

by Samuelx on Sep 11, 2017
BDSM

Guess who's back? Wendy Stefania Polydor here. Your favorite Haitian-American goddess, mother, amateur dominatrix, practicing nurse and sexual adventuress living in the City of Boston, Massachusetts. People of Literotica, did you miss me? It's alright. I kind of missed me too. Got one hell of a twisted story to share with you today. You see, for ages, I've s...

The Joy of Joy

by LenNeal on Sep 14, 2017
Group Sex

The two of them, Victor and Joy, were sitting at their respective desks on a Friday evening. Victor had just turned his computer off, and he swiveled his cheap office chair and looked over at Joy. She poked a button on her own machine and looked back at him. She said, "Let's go out for alcohol." Victor looked up over his flat screen, raised his fingers and...

Zahir and Florence in Ottawa

by Samuelx on Sep 16, 2017
Group Sex

"A Muslim guy can't be bisexual, Zahir Abiodun, the way I see it, a man can either be gay or straight, I think you're just greedy and dishonest, you lie to your faith and worst of all, you lied to me," said my ex-girlfriend Sharon Rosenberg, the day I decided to tell her that I was a switch-hitter. That's right, ladies and gentlemen, I am a bisexual man of A...

My Life is Different Ch. 08

by Schlank on Sep 11, 2017
Celebrities & Fan Fiction

I eagerly began the process of shedding my clothes. Buffy had a head start, and she had better hand-eye coordination than I do, so she was naked before I was, however I wasn't all that far behind. By the time she was naked, basically all I had to remove were my bra and panties. I stepped out of my panties and added them the chaotic mess of clothes scatte...

Emily the Tease Ch. 04

by writemarksmith on Sep 13, 2017
Exhibitionist & Voyeur

I knew the time had come to confront my beautiful girlfriend Emily. Here I was a grown man, working hard to please my girlfriend of over a year and she had still not fucked me. Worse I had had to watch her fuck an old boyfriend, and I suspected there may have even been others. I knew Emily was out of my league when I started dating her, but it was time to st...

Truth Or Dare Clusterfuck

by SEVERUSMAX on Jun 26, 2019
Group Sex

"Thanks for coming along for this party as my date, seriously. You're a lifesaver," I told Emily, as I was torn over being my ex-girlfriend Anastassia's guest at the place that she shared with her new boyfriend Tony. "Hey, it was nothing! I like you. I know that you don't go on dates, so this is very flattering for you to invite me to come along for whateve...

Roommate Wanted, Apply Within

by Eroscribe67 on Mar 27, 2019
Erotic Couplings

This is crazy, Cameron thought for about the umpteenth time during the half-hour drive from his current living situation to his new possible one. As he turned right off of the parkway onto the residential side-street leading into the very exclusive gated community known as Arbor Ridge Estates, his heart beat increased and his palms grew slippery with sweat d...

Dennis, April, & Lorraine

by SEVERUSMAX on Sep 12, 2017
Group Sex

Dennis Peck was absolutely livid as he looked at his watch. Sarah, his new girlfriend, was 45 minutes late! That does it, he thought. I am dumping her sorry ass today! He walked out of the bookstore, got into his pickup, and drove back to his apartment, quite ready to dump his detestable girlfriend. When he got there, he saw Sarah, sitting on the sofa, wait...

Game Night

by Lucas96 on Jun 9, 2020
Fetish

Author's Note: this story contains cuckolding and humiliation. Hi, my name's Lucas. I'm an 18-year-old freshman in college. I live with my older brother, Chris, who is a senior. Chris and I are very different. I'm a total nerd - I love science fiction and anime and video games and all that kind of stuff. Chris is a big jock - he's on the lacrosse team and i...

Mr. Big Dick

by iceman888 on Jul 14, 2020
Fetish

My kink revolves around a particular incident/fantasy that happened while in college, partially based on fact mixed with some fiction. I have been hooked ever since. Here is how it all started. My cuckold obsession started with a real life event, when I was in college and dating my first long term girlfriend. One evening after sex, the conversation steered...