Jail Bait Stories

16,790 results
Orientation
Length
Source
Infinite Scroll

Cruising The Slums

by northwind on Aug 18, 2017
Fetish

Authors's note: This is the complete version of a story that was originally released in two separate parts. (Mf/bdsm/prostitute/anal/scat/Mdom) Jake Mathers was a sick man. Sick in the head that is. The demented product of an upper class upbringing that saw a few small yet distinct moments in his early childhood that turned him this way, he was now in his m...

Molly's Treat

by Archer2050 on Sep 13, 2017
Mature

John--the typical 18 year old nobody, the oldest kid in the senior class, and therefore the oldest virgin, the guy more afraid of girls than of death itself--was crossing into new territory. He was staking out a girl's house. Or, more accurately, he was stalking, though he couldn't be sure if it could be considered stalking yet if this was his first time do...

Oh, My Karin Ch. 03

by justincbenedict on Sep 15, 2017
BDSM

This morning, Robbie stood at attention, his penis now in severe pain, pushing, pushing desperately against the unforgiving metal of the Thimble as he gazed down into Karin’s heaving breasts as she knelt, tapping the Thimble tip with a French talon. “You were supposed to clean this thing, Robbie.” Karin looked at the tip of the Thimble. She got very close,...

Mick Britton: Training missy Ch. 01

by Xantu on Sep 17, 2017
BDSM

Missy gives herself to Mick. Her training begins. Enjoy xantu Missy knelt on the thin exercise pad and put the clothes pin on her lips. It was ten minutes until 8:00 but she could not wait any longer. Just the knowledge that he was going to walk into the house soon had her trembling with excitement. It seemed like five weeks instead of just five days...

Everybody Loves Raymond's Wife

by Stormbringer on Sep 25, 2017
Interracial Love

He was staring at her again. It was a stare that caused her heart rate to increase and made her stomach flutter. The boy was very masculine and she always felt naked beneath his gaze. Darlene broke eye contact and continued teaching class. Half the boys in her classes usually stared at her, but today he was the only one. The other students were passing notes...

The Adventures of Roxy Rocket! Ch. 06

by Lithium_hobo on Sep 14, 2017
Celebrities & Fan Fiction

Characters appear in this story that are property of DC comics. I have used them in honor of the comic series and admiration for the characters. All other characters are original creations of the author. This story is original, though makes mention of events that happened in the DC Universe. This story contains adult material of a sexual nature. If it is ill...

Peter Priper

by jinghiz on Sep 14, 2017
Humor & Satire

I went down to the island. The kids were at their mother's, and work was slow enough that no one had emailed me all morning. There was no one to bug me, but also not much to do. It was a sunny day, and I figured I'd sit on the beach and read, watch the sailboats parade by, sneak glances at the girls in their bikinis. There wasn't a lineup for the ferry so...

Magical Essence Ch. 03

by noplex on Sep 14, 2017
Sci-Fi & Fantasy

Thanks for all of the feedback guys! I'm sorry it took so long to get the third chapter of this story up, but I'm going to try to keep them coming as quickly as possible. I know my writing style is a little odd, but let me know if I need to change it! "Dade" will be up soon as well, I have the second chapter halfway finished. You should definitely ready the...

Awakening Ch. 04

by KavehNush on Sep 12, 2017
First Time

Chapter 4 -- Rescue Laying on my back, midmorning in Laura's queen size bed, with my hands clasped behind my head, the sun streaming around the dust motes and my brain floating through the previous night of unbridled passion, I reveled in the luxury of the moment. Two days ago, all life had been rotten. Two days ago I had been a wreck. Now? No problems. My...

Marie and the Costume Shop

by exquisitelifetime on Aug 30, 2017
Erotic Couplings

What had really happened to a joyful and passionate Marie? It's true she was considered a gorgeous young woman and a really lovely person when she was at university. So many people sought her out because her personality endeared her to almost everyone she met. Mathew was such a handsome man that so many young gay men were interested in. That combination of...