Crazy Ex Stories

103,648 results
Orientation
Length
Source
Infinite Scroll

My Wife's First Date

by jealouscuck on Feb 11, 2019
Fetish

I was a senior in high school when I met my first real girlfriend, Melanie. Actually we met at a church social. I asked her out the second time I met her and she agreed. Since we had met at church, we naturally assumed the best of each other and we just barely kissed on our first date. We didn't make much progress and sex was not really on the table. We were...

Better than His Ex

by berk1234 on Sep 13, 2017
Erotic Couplings

My name is Michelle. This is the true story of the first time that I let a guy cum in my mouth during a blow job. I was one of those girls that never stood out in a crowd in high school. I was too smart to be popular and my bi-racial heritage made it hard for me to fit into any of the cliques. My heritage (mother was white, father was African-American) is wh...

Planning Laura's First Gang Bang

by flashgordon562006 on Sep 19, 2017
Group Sex

A true story... If you have read any of my previous works, you might remember that Lisa and my ex, Laura became good friends and sex partners. One night, we were all together at Laura's house and enjoying some wine. We had just had a threesome and were relaxing nude in the hot tub. As we were talking, I asked Lisa how her last gang bang went and she said...

Vanilla - with a Twist

by MINKX on Sep 3, 2017
Erotic Couplings

I don't understand why I was so hormonally super charged that evening. I mean Mondays have been a little whacked for me ever since I told my ex that I didn't dare even try to keep the boys for an entire week this summer. (I love my three boys to death. But when they get going on a combined rampage, they could kick the shit of Attila the Hun!) Last year we ma...

11:11

by misanthrope75 on Sep 25, 2017
Toys & Masturbation

Let me set the scene. The current boyfriend? Asleep on the couch. He'd been working these crazy hours at the hospital and he would fall asleep a lot when I, personally, would rather be fucking. And the ex-boyfriend? On IM from his new place in Seattle. He was there, but his furniture wasn't yet. I forget the details of how that happened. "Look, it's almost...

I Wanna Both His Balls

by enfantterrible on Sep 14, 2017
Humor & Satire

The Brooklyn mob boss Joe Slow is sitting in Carlito's slurping on a bulging bowl of meatballs. The restaurant is dark and empty, just the way Joe Slow demands it everyday at the same time. A mobster with a habit like this is a Hitman's dream, but that's another story. So we see the scene and tomato sauce is smeared all around Joe Slow's fat chops, which fla...

Stonecutter Pt. 03

by CrazyDaveTrucker60 on Jul 27, 2020
Sci-Fi & Fantasy

Stonecutter is a multipart fantasy. This is the third part, so reading the other two parts will help make sense of it. Thank you Elorra Butler for all your help and encouragement. All mistakes are my own. Stonecutter pt.3 There before me, the woman that I had not seen for many, many decades, and two seconds later I was knocked out, kicked in my skull by h...

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...

Lauren Pulls Off "The Switch"

by msgrant67 on Sep 16, 2017
Letters & Transcripts

A series of text messages reveal Lauren's plan: John: Hey, I heard you & Mike broke up? Lauren: yeah John: wow. Sorry to hear that. Last I heard you were going to his company picnic & everything was great. He wanted to show you off to his boss. Lauren: it's ok. We went to the 4th of July picnic. John: well if you don't mind me asking, what happened?...

Passion Never Fades Ch. 03

by X-Factor on Sep 14, 2017
Erotic Couplings

Marie thought about her ex-boyfriend all afternoon at the beach. Even Stephanie noticed how much she was smiling and asked her about it. Marie told her all about how Jacob fucked her twice. "But...isn't he like married now?" Stephanie asked, chuckling. "Yeah, that didn't stop him." Marie laughed, more than a little proud. She made Stephanie leave the beac...