Glory Hole Teens Sex Stories Stories

272,439 results
Orientation
Length
Source
Infinite Scroll

Introduced to Black Dick

by Phantom8JMF on Sep 16, 2017
Transsexuals & Crossdressers

This is a story that is one of many in which it is time for me to share. In a nutshell, my name is Dean, my mother had a thing for Dean Martin it seems, but I go by Dina. I am a 26 year old white pre-op transsexual that has no interest in switching my outside in, if you know what I mean. I was born to a single mother, never knowing who my father was. Conside...

Connie at an Adult Bookstore Ch. 01

by cmorehead on Sep 13, 2017
Transsexuals & Crossdressers

Disclaimer: The following story is not intended for minors. If you are offended by sexually explicit material or it is not legal in your place of residence, please close the document now. If not, I hope you enjoy my attempt at entertaining you with stories of my adventures. * Let me start by introducing myself. My name is Connie and I am a 40-something tr...

Gwen Shows Off

by statestreet on Sep 13, 2017
Exhibitionist & Voyeur

My lady Gwen and I had a new adventure you might enjoy. Some of you may recall our experience exhibitionist/voyeur experience in "Watching her watching us". Well, we think we've done that experience one better. It was Friday night. We were free from the cares of the office and had lots of pent up energy to release. Gwen and I decided to head downtown, have...

The Videocamera & the Camping Trip Ch. 2

by Digger66 on Dec 24, 2019
Exhibitionist & Voyeur

The following is indented for ADULTS ONLY. If you are under 18 or are offended by stories of a sexual nature, STOP NOW. This story takes place in a FANTASY world with no AIDS or STDs. In the REAL world AIDS and STDs can kill you. Protect yourself!!!! * * * * * Part 2 In the morning, we ate and readied our self for another big day of hiking--the top of Wa...

Julie is a Whore Ch. 08

by Pretty_Sissy_Julie on Sep 14, 2020
Fetish

My name is julie. I am a sissy CD that has been working in a brothel for years now. During the week I am a male teacher named Julian, but on week ends and vacations I am a sissy whore that is the property of the owner of the brothel, "Madame." My sister, Becca, also works in the brothel. Since I am a slave there, Madame has given me my own room. Madame has...

Awakening: A Author's Mindset

by silkstockingslover on Dec 19, 2018
Illustrated

PS: Yes I know it should be 'An' and not 'A' to be grammatically correct, but I need it this way to make them stay in alphabetical order for future parts. Summary: Deleted scenes, photos and reasons from Awakening: 7 Slutty Blackmail Tasks Note 1: This is not a story, but deleted scenes with explanation from the story "An Awakening": 7 Slutty Blackmails Pl...

Twenty Questions

by silkstockingslover on Jan 7, 2018
Reviews & Essays

Summary: Jasmine responds to most common questions asked by readers. Thanks to: Tex Beethoven, thor_ph, Robert, and Wayne for editing. 20 Questions I get asked a lot of questions about myself and my writing. There was even an article by Bob_Aganoush called Literotica Authors 02: silkstockingslover. This makes me think I should go into more detail. So her...

River Ride

by LitEroCat on Aug 19, 2017
Exhibitionist & Voyeur

[This story is set after the events of Milky MILF including recollections of events from years before that.]. After a small group dinner, the six of us moved our drinks poolside and our chatter scattered randomly. The booze loosened lips and maybe too much was said... I tried to drag the talk to more G rated stories, but that didn't last long. "Lou and I...

Busty Adventures of Brittany Ch. 02

by kimberlykitten on Sep 12, 2017
Group Sex

It was Wednesday morning and picture day for Brittany’s school. Brittany awoke from her sleep, not really excited about taking pictures. Brittany never really liked taking pictures alone and especially school pictures. As she showered, she was thinking about what to wear for the unlucky event. She decided to wear her blue overalls and not try and look all p...

My First Glory Hole Experience

by KenAndrews on Sep 14, 2017
First Time

The following is a true story and the experience took place in August 2017 in London. This is my first story for Literotica and I hope you enjoy it. ***** It was a slow and long day. I'd been out the previous night as one of my colleagues was leaving the company and going traveling around the world.. A few drinks turned into a lot more than my body can cop...