Jailbait Stories

288 results
Orientation
Length
Source
Infinite Scroll

I Believe

by slyc_willie on Sep 13, 2017
Erotic Couplings

This is an official entry into the 2006 Literotica Winter Holiday contest. I hope you enjoy reading this story as much as I have had crafting it. *** I watched Jana as she bounced on her feet, trying to look past the other kids and adults in line to the 'jolly fat man' seated on his throne. Her childish excitement and frustration at having to wait her turn...

The DeVilles Ch. 06

by MonikerSmith on Sep 14, 2017
NonHuman

Note: All characters in the following story are 18 years of age or older. Any resemblance to real persons, places, or events is purely coincidental. Chapter 6: Binding the Teis "To our good friends," Stanley DeVille said, raising his glass high. "Betty and Aaron Tei, thank you so much for joining us tonight. I know it was short notice, but we just had all...

Mr. Music Please

by ReverendAnimal on Sep 17, 2017
Non-Erotic

I wasn't there myself, but the story was all over town... About the time that the plane crashed into Empress Chili and the Ninja Twins went on their killing spree at the Lucky Star, Mommyrot who had been playing at the Plexiglass Onion mysteriously lapsed into My Name is Bocephus by Hank Williams Jr., which in turn lured Santa Claus and countless other innoc...

Hey Nineteen

by SpotInTheSand on Sep 28, 2020
Mature

Notes: I am apparently incapable of writing a short story. I went into this thinking I'd write a quick-hitter set during the pandemic... maybe 3-4 pages tops... yeah, it's more than that. A lot of it is dialogue, so it does read fairly quickly. I just got very into these characters and their backstories, and I hope you do, too. There's a lot of sex, but it's...

The Incubus

by AmandaSwallows on Sep 16, 2017
Transsexuals & Crossdressers

*** This story is about a succubus seducing a man. The story takes place 700 years after the events in Fallen and is mostly m/f sex. The last scene in the story depicts a woman with a large cock forcefully taking a man. As with all my stories, every person depicted in sexual situations is 18 years of age or older. Even in the scenes where the narrator questi...

Rolling

by Salamando_Flames on Nov 11, 2019
Sci-Fi & Fantasy

ONE The front door burst open and slammed shut, and nineteen year old Katie all but stormed into the living room, throwing herself dramatically against the recliner. Claire, her mother, raised an eyebrow at her as she sipped her afternoon tea. "What happened this time, dear?" she said. "My holiday is ruined!" Katie wailed. "You mean to Bournemouth?" said...

House Rules Ch. 09

by EROTICbearscribe on Jan 22, 2020
Transgender & Crossdressers

AUTHOR'S NOTE: This story contains characters and references to events in two previous stories I have written: Just Across The Hall and PIXIE: Sissy Stripper. It is not necessary to have read these two story chains. This chapter of House Rules could stand on its own for entertainment purposes. If, however you want context, please read the other two stories f...

Blue Bloods Meet Castle Pt. 08

by baranbrat on Sep 25, 2017
Celebrities & Fan Fiction

Most everyone slept in late on Saturday morning. They were decompressing from work, Friday night and what was going to be one hellava Saturday. The chef made a huge brunch buffet out on the terrace overlooking the sound. The pool company arrived early and sanitized the pool, hot tub and steam room. Most everyone came downstairs in swimsuit under cover-ups...

Giant-Size New Half Ch. 01

by Armphid on Sep 19, 2017
Transsexuals & Crossdressers

Sirens wailed, the sound of their warning scream echoing and rebounding off of the walls of towering buildings in the heart of Second Chance City. People on the streets, whether they were tourist or city resident, all paused for a few heartbeats listening and focusing on the sound for a few moments. Those who were used to the city, or came from other metropo...

Summer Boy Ch. 01

by TrueNorth1969 on Sep 12, 2017
Erotic Couplings

"Out Adam!" Lynn pointed her finger sternly to the other side of the reception desk. Adam sat on the top of the desk belonging to Cassie, a young, very buxom, brunette receptionist. The girl didn't seem to mind much judging by her wide, sparkling grin. He offered an innocent glance towards his supervisor. "Now!" Lynn insisted, "Stop hanging around receptio...