Crazy Ex Girlfriend Stories

133,148 results
Orientation
Length
Source
Infinite Scroll

Expect the Unexpected

by BarryOldman on Sep 14, 2020
Fetish

Natasha had always told Paul to expect the unexpected and true to her word, he was surprised to receive a text message from the crazy ex-girlfriend he'd last seen three years ago. However, his curiosity was roused and he read her message as his mind flickered back to the year he and Natasha had dated. It had been a wild ride indeed and in spite of the te...

Sinful Degrees of Separation Pt. 03

by shoguy on Sep 26, 2017
Mature

Special mention to Hatsuda for editing this series In this story, knockout teen cheerleader Hailey meets an overweight and balding sixty-eight year old family friend in a trendy bar. He also happens to be the father to her ex. ***** Her remarkable vital statistics, standing 5' 6" tall, weighing 110 pounds with measurements of 36DD-21-33 made the 18 yea...

Watching The Storm

by BigRichNC67 on Oct 9, 2018
Exhibitionist & Voyeur

I had just started riding my motorcycle, a response from being forbidden to getting one from my now ex-wife, when I decided to go to bike week at Daytona Beach. Before going, I had totally immersed myself in the biker seen and was even on a few biker websites. It was on the website that I met Stormy for the first time. We chatted in the public rooms and thin...

A Happy Trouple Ch. 02

by Dennis_Kiros on Sep 16, 2017
Fetish

Warning: This story contains lots of bisexual male on male action is not suitable for those who don't like to read about men doing naughty things to other men. Disclaimer: All sexual activities and stunts in this story were performed by limber professionals. You should consult your physician or a shrink before you attempt to do any of this stuff at home or...

Chastity with Ex as Keyholder Ch. 03

by chastity_sissy on Mar 12, 2019
Fetish

Back at my apartment, I wanted nothing more than to just get the chastity device off of me, but I still couldn't help but be aroused at my humiliating situation. Here I was, chastised by my previous girlfriend who now controlled not only my orgasms, but whether I could have sex with another woman. Suddenly, my phone buzzed, notifying me of a new text messa...

Wanna Get a Pizza...and Fuck? Ch. 01

by earthmvr on Sep 11, 2017
Loving Wives

Note: this is my first ever submission to Literotica. I have been reading these stories for years and finally decided to join in on the fun. Please feel free to give me your opinions, good or bad. I will be writing chapter 2 in the next few days' I hope you enjoy this first chapter! * "Wanna get a pizza..... and fuck?" As I heard the words through the ph...

Small Party at Bora Bora

by anglosextantyen4u on Sep 14, 2017
Erotic Couplings

Group of scientists in Massachussetts. At a local bistro. Private party. They have to plan. Scientific expedition. "So, where is the big trip next month?" Admonished asked, dipping his fries in a mixture of ketchup and a local hot sauce. The sauce had a blend of various peppers, including jalapeno and the infamous Scotch bonnett. He knows the chef. A bit to...

When is Revenge Too Much? Pt. 02

by Skippy47 on Dec 25, 2018
Loving Wives

Author's note: This is a sequel to "When is Revenge too Much?" That story needs to be read to understand this one. If you were one of those who did not want me to write a sequel, don't read this. My last attempt at a sequel to another story was poorly written. I hope this is a better attempt. If not, let me know. ***** Oscar had heard that the best revenge...

An Ex Girlfriend and a Step Too Ffar

by bighands99 on Sep 16, 2017
Toys & Masturbation

This is a story about a married guy (me) and an ex girlfriend who came into my life through the internet. I haven't seen her for 13 years. We had some hot sex while we were going out but that was a long time ago. We met again on a chat site and this is that story. We chatted on the site for a while and started reminiscing about our sex life and how hot se...

First FFM Threesome

by LISABABYDOLL on Sep 11, 2017
Loving Wives

AS ALWAYS, A COMPLETELY & UTTERLY TRUE STORY Since our relationship had been blossoming, and our sex life so gratifying, we began freely talking about fantasies without worrying about petty jealousy creeping in. We were in agreement that the human being was not necessarily a monogamous creature, and therefore it was only natural to desire other sexual partn...