Dating Sim Stories

34,232 results
Orientation
Length
Source
Infinite Scroll

A White MILF's Sweet Revenge

by Samuelx on Sep 16, 2017
Interracial Love

For over two decades, Janice Collier-Rhone faithfully shared a house and a marriage bed with her husband Jay Rhone. When they met in college, Janice was five feet eleven inches tall, blonde-haired, alabaster-skinned and slender, the picture of American beauty. Jay Rhone, the tall, burly and handsome African-American college football player, was drawn to her...

Be Right Back

by mystery366 on Sep 16, 2017
Interracial Love

Here I am at the age of 50, a white male married to a woman who is more of a roommate than a wife. It's been so long since I felt the touch of a woman or had sex is that all I can remember about sex is how to spell it. I found one of those Internet dating sites and responded to some women's ads without any luck until one magical Wednesday. There was an ad fr...

Not Daddy's Girl Anymore

by hectorgonzalez on Sep 13, 2017
Interracial Love

The setting is in the Northeast US in the early 1990's. This story is true; however the names have been changed for obvious reasons. Please feel free to let me know your comments. At that time I was tentatively seeing someone but actively pursuing other women. It was my final year in college and I intended to "hit" anyone even remotely attractive. I had bee...

Brockton Man In Winnipeg

by Samuelx on Sep 16, 2017
Interracial Love

The City of Winnipeg, Manitoba, is hands down one of the worst place I've ever been to. Seriously. Sorry, but the town is crap and someone's got to say it. Everyone in Winnipeg is either White or Aboriginal, and the two groups have a strong dislike of each other. I'm half Black, so they don't know what to make of me. Whoopee for me, right? The name is Damon...

I Only Have Eyes For You Ch. 04

by miserybusiness on Sep 19, 2017
Interracial Love

The next morning, I awoke to nobody in the bed next to me. I was swimming in sheets, totally naked, wondering what the hell happened the night before. But I remembered. The legendary threesome that would never leave my memory. I threw on a pair of shorts and went downstairs. Tiffany was at the table in the kitchen, eating cereal. She seemed really out of i...

Hindu Girls Love Black Men

by Samuelx on Sep 2, 2017
Interracial Love

My name is Darshana Parvati Singh. I was born and raised in the City of Bhopal, Capital of the Indian Province of Madhya Pradesh. I've always been different from others ever since I could remember. As a young woman in the Republic of India, I've always had the feeling that my destiny lay elsewhere. My father Raju Singh always encouraged me to pursue my dream...

Haitian Boys for Lebanese Girls

by Samuelx on Sep 16, 2017
Interracial Love

I've always loved motorcycles. I think I became obsessed with them after seeing the movie Terminator 2 : Judgment Day for the first time in 1991. I was only four at the time, I think, but it became my favorite movie. And my fascination with all things related to bikers began. The problem is that I didn't know any bikers from my ethnicity. The only black bike...

Diane Ch. 03

by bignfirm on Sep 13, 2017
Mature

Three years had passed since I had my unforgettable affair with my sexy older coworker Diane, and unfortunately, forgettable was exactly what it became between us at work. What used to be a playful, almost flirtatious relationship in the office became an awkward, struggle for your words situation every day. See many of our coworkers knew her husband and her...

First Online Cyber Affair

by horndogdan on Sep 13, 2017
Group Sex

The internet was new and exciting. I was on AOL and was researching a trip to Chicago, so I went into a Chicago area chat room. I wanted to find things to do and places to see while there for a hockey game. It was tough getting people to talk to me in the chat room because I was new to the room. Finally, a person with the screen name TRISH1950 suggested th...

After the Surprise Massage Ch. 02

by Maverickusn on Sep 14, 2017
Romance

The next day I called Jeff. He was surprised to hear from me and when he realized who it was he started thanking me all over again, going on and on about how he had enjoyed that evening. I thanked him in return and told him that Judy had really enjoyed it as well and that our sex life had taken a dramatic turn for the better. I got to the purpose of my call...