Cheating Friend Stories

150,849 results
Orientation
Length
Source
Infinite Scroll

Teacher and His Former Student

by johndoe112 on Dec 29, 2017
Erotic Couplings

I am a high school teacher in my late 30's. I've been teaching for about 15 years. In that time I've had sex with many of my former students. I have been married (or engaged) for about 12 of those years. I have always loved the thrill of being bad whether it is cheating or sleeping with someone I shouldn't. I am 6'4'' with a full head of blond hair and blu...

Through Different Eyes

by PostScriptor on Sep 17, 2017
Non-Erotic

I pulled out the dictionary and looked up 'irony' this evening, but after examining the definitions, I don't think that my situation is precisely 'ironic', even though that is the word that most folks would use. Let me back up for a minute. My wife and I have been married for seven years, one of those couples that tied the knot in June following their coll...

An Impossible Romance Ch. 02

by Pasir on Sep 15, 2017
Romance

Once again seated in front of his desktop, John waited for Ariana to logged on. His wife Jennie had left for an overseas convention a few day before even though their daughter's birthday was a just few days away. "It will help me get the promotion I want." Jennie claimed. John's anger rising at the thought of her words. For the past few weeks, he had chatt...

Numb

by Samuelx on Sep 17, 2017
Non-Erotic

My name is Harrison James Stone. I'm a young black man living in the state of Massachusetts. Let me tell you my statistics. I stand six feet two inches tall, lean and muscular. I have light brown skin and long black hair braided into neat cornrows. I stay clean-shaven, shaved for a small goatee. I weigh exactly one hundred and eighty pounds and I've always t...

The Road to Passion

by secret_neo on Sep 14, 2017
Romance

It was raining as I woke up. The smell of summer rain saturated the motel room. As the dark morning light came rushing through the window, I caught a glance of myself in the empty wine bottle next to my bed. Beside the bottle was $350 in 50's. It was gone in a couple minutes as a busty mature woman got dressed and picked up the money. I didn't know who she w...

Sissy Summer

by sissy_memories on Sep 16, 2017
Transsexuals & Crossdressers

When I was eighteen, and I was spending the summer hanging around town doing nothing and basically waiting for college to start so I could leave, my girlfriend was called Emily. I'd known her for a couple of years and we finally started going out just as school finished. She was a little short, blonde, very cute and, well, she liked us to match. Match, you...

Dark Places

by GirlChris on Sep 17, 2017
BDSM

People will sometimes go to dark places, both mentally and in reality, when their desires for a certain type of affection have become as intense as mine have become in recent weeks. My name is Walter. I am happily married to a beautiful woman, Marie. We have two children together; Andrew, nine and Elizabeth, thirteen, both as pleasantly round-faced as my wi...

A Night of Binding and Bonding

by Yourfriendsfriend on Sep 17, 2017
BDSM

Jason met Jacqueline 2 years ago. Jacky was the woman of his dreams, young, confidant, responsible, romantic, and nurturing. Seeing her brilliant smile always warmed his heart, but there was something else about Jacky that set a different region ablaze, the way she turned her head demurely when he told her "no," and her innocent school girl giggle, the kin...

Always Learning

by acinmass on Sep 17, 2017
BDSM

Hi! My name is Chris. I want to speak to the ladies out there. A few years ago I dated this incredible woman. In addition to being a wonderful person, she was an amazing lover. We were both very open minded and uninhibited and as a result, we discovered (and courageously explored) astonishing hidden sides in ourselves. Let me say that it ended up blowing t...

A Jungle Fever to Remember!

by Rayman12345 on Nov 21, 2017
Interracial Love

His name was Marc and he loved traveling. The 19 year old had visited most of Europe as a child and had been to Eastern Asia several times before. His love for traveling had thrown him this summer into a completely new adventure: Arusha, Tanzania. He knew going there that his trip wasn't going to be easy but he could have never guessed how memorable it was g...