Date Night Stories

254,424 results
Orientation
Length
Source
Infinite Scroll

Brother to Sister

by IrishMuffin on Oct 21, 2019
Transgender & Crossdressers

It all started when I was 9. I was born with a twin sister. We use to dress in each other's clothes to trick our parents. On one fateful day, we had gone over to a neighbor's house to play. Unknown to us at the time, our parents were having a very heated argument which would lead to separation and eventually divorce. But that is jumping a little ahead. As I...

Laila & Theo Ch. 02

by pyramids_96 on Oct 3, 2018
Interracial Love

*Thank you everyone for the sweet comments on my previous chapter, that meant so much! I really try my best to provide the best content possible for you all and I triple check everything to make sure the story is interesting! This chapter won't have sex but the next chapter just might, I like a nice build up, enjoy! Thanks again! -J* ***** The rest of the...

The Outing

by MyNameMayBeLucas on Sep 14, 2017
First Time

It all started five years ago, when Maddie was thirteen. Being an only child, she needed a babysitter still when her parents were out of town or at an event together that Maddie couldn't attend. Usually, Maddie's grandparents would come by to watch her, or she would go to their house. However, during the winter, her grandparents would go to their home in Fl...

A Wife's Time

by GettingItDone on Jan 21, 2020
Interracial Love

Author's Note: Another foray into a story involving new characters and a slightly different tone. Let me know how you like it with your comments and your ratings. Thank you for taking the time to read it. ~~~~~~ I came out of the en-suite bathroom in the master bedroom I shared with my loving husband who was sitting just where I left him; gagged and handc...

Frank

by Lola49 on Sep 14, 2017
Mature

I had placed an ad on a personal dating site in hopes of finding someone compatible to spend time with. I'd wasted enough time at bars and speed dating to know there had to be a better way to find a mate. I received an email from Frank who thought my profile was interesting and wanted to meet to see if we had anything in common. I peeped his profile and saw...

Mick the Dick Ch. 18

by mysteriousquill on Sep 15, 2017
Novels and Novellas

©2005 All Rights Reserved I timed it so I would pull my nice shiny sport ute up in Carla's garage with about ten minutes to spare. Naturally I cleaned my truck. What, do you think I'm going out on a first date with some girl in a dirty truck? My timing would give me a few minutes to get inside, say hi to the guard, and get to her door at exactly 6:30. It wo...

The Freak 21

by Simon_Ringwood on Sep 17, 2017
Non-Erotic

A journalist remarked that time will now be measured around September 11, 2001 -- as Before and After. Before, life could be considered normal. After, tens of thousands of people I'd never known nor met became as important to me as family. Other, more personal events had long been coming by the time September 11th rolled around. My love life had been in com...

Breaking Tiffany's Anal Cherry

by JRob on Sep 19, 2017
Anal

Have you ever run into an old lover and wondered what would have happened if you had stayed together? Tiffany Ann Thomas and I were an item in our junior years of college at "State". We were inseparable. Each of us had lost our virginity a couple years before, Tiffany to a high school boyfriend and me a year later in my freshman year at college. She had b...

He Said, She Said Ch. 04

by HLD on May 12, 2020
Erotic Couplings

I am trying something different with these stories. Instead of writing a single narrative, I have written 10 vignettes from a relationship. Each chapter alternates between the point of view of the two main characters and is written as if talking to the other person. In addition, I have written each chapter as a quickie; all of the stories are 1,000 words o...

Preacher's Wife Rides with Tommy Ch. 05

by softspokenstephen on Dec 18, 2017
Mature

This is fifth part of the series that began with Tommy riding in the backseat with the preacher's wife. I try to write them faster but I haven't been able to. I hope you are patient with me (just like Karen is patient with Tommy). Thank you to everyone who wrote with suggestions and also told me things about feelings and their own experiences. I liked that a...