Girlfriend Trouble Stories

116,917 results
Orientation
Length
Source
Infinite Scroll

My Mystery Man Ch. 01

by shimmer752 on Sep 25, 2017
Novels and Novellas

Today marked my first day at my new job. I was working in the Emergency Registration Department at St. Jude’s Hospital. Previously I had worked at a restaurant, porn store and Juvenile Detention Facility so this was really the most normal group of people I had ever worked with. My job was quite simple. Any moron could do it. Patients were placed in ro...

A Night with Friends

by C Love on Sep 17, 2017
Group Sex

My girlfriend Shelley and I engage in every type of sex we can, every chance we get. Shelley is a knockout. She has curly blond hair down past her shoulders, blue eyes, and thanks to being an avid marathoner; she sports a shapely hourglass figure with measurements of 38-24-38. Whenever we’re together, I have trouble keeping my hands off of her. Luckily for m...

Margie Gets Hot and Needs More Ch. 01

by larsting on Aug 29, 2017
Erotic Couplings

How much trouble can one man get into? A lot if his morals are weak and his libido high! This particular chapter could have begun 18years ago when I made friends with Greg and Margie if I only had known her secret deires. Over the years we did dinner often, some water skiing and windsurfing. Strictly fun and never any inclination or conversation about sex....

Modern Pantheon: Eris

by deathlynx on Sep 16, 2017
NonHuman

Mike looked at his watch. His shoulders slumped. It was worse than he thought. Two-and-a-half hours. After an hour, he'd realized that she was probably not going to show but he'd already paid the cover charge. Might as well stay and "enjoy the scene". What that really meant was that he might as well hang around because he had nothing better to do. He'd nurs...

A Second Chance at a First Time Ch. 01

by Confidential on Sep 1, 2017
Group Sex

"Why else would she be coming back around?" Lauren asked with an attitude and her hands on her hips. "We dated forever ago, it's not like that," Travis protested. Lisa was never a problem before this weekend, and Travis couldn't figure out why his usually "cool" girlfriend was freaking out about him seeing an ex-girlfriend he had been friends with since the...

Saint Patrick's Day

by plez2tease on Sep 15, 2017
Loving Wives

Saint Patrick's Day has always been a blast for my husband and our friends. We always take the day off of work and head downtown to hit all of the Irish bars. We normally get some rooms at one of the local hotels to share. Can't afford to pay the ticket to drive home anymore. With the 17th falling on a Sunday this year we all took off Monday and check in ear...

Stacy Puma Ch. 13: Cheyenne Pepper

by SZENSEI on Oct 9, 2018
Exhibitionist & Voyeur

Pepper Little Beaver sat alone in her booth sipping a mocha wondering if her drive down to Denver was pointless. It was something long overdue touching base with her Ex. Not that they talked much these days. He being a cop in Denver kept him busy and on the straight and narrow. Most days. Meeting his fiancée Bree gave Pepper a bit of jealousy. She knew she w...

Neighbourhood Terror to Sissy Pt. 08

by Fibaro on May 20, 2019
Transgender & Crossdressers

Editor's note: this story contains scenes of non-consensual or reluctant sex. ***** Chapter 9 Once off the bus Mark snuck to his house as good as he could. Hiding behind bushes and hedges whenever he spotted someone. He really didn't want to run in any of his neighbours with this big pink shopping bag. It would mean nothing but trouble since he realised f...

It Began in the Bubble Tub Ch. 1

by C_Duke on Sep 16, 2017
Exhibitionist & Voyeur

Jasmine was great, one of the best things that had happened to me. We’d only met a couple of weeks before, when she’d taken the gamble that my madman dance moves were only a taster of what I could do in the sack ... I’m not one to boast, but she was right ... I know what to do, and I usually don’t disappoint. I’d taken her swimming and we were having a ver...

...And Then, I Met Her Mother

by SuperHeroRalph on Sep 12, 2017
Humor & Satire

This is a Halloween contest story. Too many readers don't vote. Please vote. I need the support of your vote. A man falls in love with a supermodel looking woman, that is, until he meets her mother at Halloween. * A year and a half after Jayne and I first started corresponding and a year after we first met last October on Halloween, having lived together...