Self Insert Stories

99,569 results
Orientation
Length
Source
Infinite Scroll

New Year's Eve Birthday

by HarveyMarcus on Sep 16, 2017
Mature

WARNING: The following story is for the entertainment of ADULTS ONLY, and contains descriptions of explicit sex. If you are not an adult, or reading sex stories upset you, or you are offended by subjects of a sexual nature - do not read any further! This story is for entertainment only. It contains adult oriented material. This is a work of fiction. The a...

The Upstairs Neighbor

by MrRobbur on Sep 13, 2017
Exhibitionist & Voyeur

After living in my apartment for about a year, the last six months were very quiet because of no upstairs tenants. My apartment is the mirror of the one above, consisting of a half flat. The other side had the same arrangement, but were not connected having four apartments total in my building. One day before leaving for work, I meet a great pair of legs car...

Li-Wen'S Email Ch. 04

by redtoad on Sep 16, 2017
Letters & Transcripts

FATHER-IN-LAW’S CONCERN I am encouraged by the feedback so far from Literotica readers to the first three emails form Li-Wen. These dealt with her loss of virginity, her marriage and divorce and her first extra-marital affair with her boss. In total there are about forty lengthy emails sent by her, spanning over a period of two years. These dealt with vari...

Earn It

by crownandcollar on Sep 14, 2017
BDSM

Just before I walk into the bar I think about your instructions...shaved pussy (always), short skirt or dress, no sex , no touching , no cumming before we meet. The last two I contemplate breaking because I am always aroused (even more so before we meet) and because I want to push your buttons , to receive extra "punishment." It has been a while since we hav...

The Librarian Ch. 07

by MicheleNylons on Sep 13, 2017
Transsexuals & Crossdressers

Part Seven -- Shorebirds Sloane Patterson, Stacy Patterson and Steve Patterson stood in front of the headstone. Sloane was crying and bought a handkerchief to her face to dry her eyes, as did Stacy. Steve Patterson had never met the woman buried in the grave and his eyes remained dry. "I never knew her but I know I owe her so much," Stacy sobbed. Sloane...

The Red Dragon Social Club Ch. 02

by Christopher Tracy on Sep 13, 2017
Novels and Novellas

Previously in "The Red Dragon Social Club"... New couple Brian and Kelly have been admitted to the Red Dragon Social Club. Following the rules set down by the club, the women make the draw. Brian and Michelle visited an exclusive lapdance club where Michelle received a dance from one of the girls, before the three of them adjourned to the dressing room. Mic...

The Magic (The Mysterious Lover)

by jes_da_man on Sep 16, 2017
Sci-Fi & Fantasy

Written in collaboration by jes_da_man & LittleOne --------------------------- The Mysterious Lover - Part One. Monday, May 27, 2002 - 9:24 PM It had been many months since her last encounter with her Dark Lover. Her body aches for him. Each night she prays for his return. She holds the small vial to her breast and wishes for his touch. She closes her ey...

A Cuckold for the Night

by luvulongtime507 on Sep 11, 2017
Interracial Love

I had gotten ready for an evening with Diane. We had talked that morning before work about our plans for the evening. She had asked me what I would like to do this evening and I told her that I was not going to make the plans tonight that I was leaving that entirely up to her. The only thing I was going to say was I wanted to have fun tonight and that she wa...

Keeping My Husband Employed

by MarlinPerkins on Sep 16, 2017
Loving Wives

My name is Holly and husband Michael and I have been readers of your magazine for some time, yet our adventure was kicked off by a story on your board. My husband and I are both in our early thirties and have been married for nine years, right out of college. We both work out and have a very active and imaginative sex life. I'm 5'4" and 119 pound with a 35-2...

Pictures of Molly

by JudeWrites on Sep 13, 2017
Erotic Couplings

I'd been friends with Molly for a couple of years at least, mainly because our desks were situated close to each other at work. We got along very well, but that was it really. Despite my finding her incredibly attractive, she never really showed any interest in me, so we stayed "just friends". Once we'd gotten to know each other about as well as platonic fr...