Crazy Ex Girlfriend Stories

133,148 results
Orientation
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Infinite Scroll

My Squirting Orgasm

by PantyUs on Sep 14, 2017
Erotic Couplings

My husband likes to get off hearing me tell stories of my past wild & kinky past erotic encounters! He especially enjoys stories involving people he knows! He really gets off on this one. Hopefully you will too! If so…. don’t forget to tell me all about it!!! Anyway, here it goes… I’ve squirted to perfection only 3 times in my life. Or should I say with 3 m...

The Hymen Theory Ch. 03

by seriouswriter12 on Aug 18, 2017
First Time

One month. Chris nodded absent-mindedly as he pretended to understand what Imogen was talking about the entire time their having dinner. He tried focusing, really did, but thoughts of a certain brunette with hymen issues kept on insinuating inside his head. And the unanswered question of why in the hell did a whole month pass without Sam ever mentioning the...

Longing for BDSM Pt. 05

by LegMan2627 on Oct 16, 2018
BDSM

I looked up at my Ex-girlfriend in shock. I still couldn't believe she was here, and I couldn't believe she actually wanted to dominate me, even if it was out of revenge. She looked down at me with a smirk on her face and she tightened her grip on my balls which made me wince in pain and close my eyes I fear. "I should probably chop your balls right off," sh...

Train Ride Away

by MTL17 on Sep 17, 2017
Celebrities & Fan Fiction

Author's note: This story takes place during Season 4 of Arrow and Season 2 of The Flash. ***** Caitlin Snow became increasingly fidgety the closer and closer she got to her girlfriend's apartment. Partly because they were both control freaks but mostly because they lived in two different cities visits to each other were normally planned out to the very la...

Letters to S Ch. 01

by fieryjen on Sep 13, 2017
Letters & Transcripts

So she's hot. We've established that. She has a nicer body than me, extremely pretty eyes, a lovely smile and cute freckles. I know you've always loved those freckles on her. I don't have freckles. But that's okay, I don't need any. I feel secure enough in this relationship as it is. I love you, first of all. I trust you. And I've got a nice smile too, and...

The Visit Ch. 02

by stateofdenial on Sep 15, 2017
Fetish

It was all his fault. All he had to do was pick a female from his phone contacts and have them call his Mistress. He missed the deadline and in turn his Mistress used his email account to send a message to his doctor asking her to see him due to his concerns over locking himself in chastity and practicing orgasm denial for extended periods of time. Althoug...

Ex-girlfriend Jennie

by tryinthisout2 on Sep 15, 2017
Group Sex

I hadn't seen my ex-girlfriend Jennie in over two years. We used to fuck like crazy, but really couldn't stand each other. Even from the beginning I didn't like her as a person. But man could she fuck! I met Jennie through a friend in college, and used to go over to her place and drop a load inside her pussy when I needed it. She was really just a fuck-budd...

So You Had a Bad Day

by Samuelx on Sep 13, 2017
Interracial Love

It's amazing how, no matter what is going on in his life, a man's mind is always on sex. Take me for example. My name is Samuel Eugene and I am a big and tall Haitian guy living in the City of Ottawa, Ontario. The last Saturday of November 2013 was simply pure hell for me. Sometimes, man, all your problems start piling up and it's a snowball effect. Before y...

The Keyholder Ch. 08

by AndreaJordan on Mar 7, 2018
BDSM

Amy was sitting astride Ben's waist when he woke the next morning. He was lying on his back with his arms by his sides, arms that were now pinned in place, immobilised by her thighs. She was sitting on his tiny chastity cage, enjoying the feel of the high security device resting between her bare cheeks. Her long dark hair hung down over her shoulders, mode...

Lilly's Gold

by reverendnate on Dec 9, 2017
Humor & Satire

It started as a normal Friday night for me. I had planned to go to the midnight movies at the Rialto Theater in South Pasadena to see Blue Velvet for the 4th time or so. But, when I called up my friend and self-appointed designated driver, he said "Is it okay if my ex- girlfriend Lilly comes along and hangs out with us tonight?" I said fine but that I'd like...