Jail Bait Stories

16,790 results
Orientation
Length
Source
Infinite Scroll

Ethical Dilemmas Ch. 03

by WifeWatchman on Dec 12, 2018
Novels and Novellas

This story is part of an ongoing series. The chronological order of my stories is listed in WifeWatchman's biography, which is currently not updating. Stories after Music Box Dancer are: Return To Apple Grove, Media Matters, Swamp Frogs, Man of God, Fathers and Sons, Fire In The Hole, Ethical Dilemmas. Feedback and constructive criticism is very much apprec...

Family Issues Ch. 12

by allthatisfuta on Sep 10, 2018
Transsexuals & Crossdressers

Author's Note: Any and all persons engaging in any sexual activity are at least eighteen years of age. As always, I need to thank, Stylus and Madison, my cool editors - for their endless patience, and great insights. Last chapter had ton of complaints, and mixed emotions. I've been building the gangsters stealing Helen's company since chapter 3, and I tho...

Shangri-La Ch. 09

by daxg2001 on Dec 11, 2018
Celebrities & Fan Fiction

WARNING: The following is a work of erotic fan fiction, the events of which are completely made up and did not happen, and is no true reflection of the characters, video games, franchises, historical events etc depicted or referenced within. Fantasy is legal. This material is unsuitable to be viewed by those under the legal age limit of viewing pornographic...

Cindy

by Titanide on Sep 16, 2017
BDSM

Pamela was yard saleing, Going to yard sales was one of her Saturday morning rituals. She seldom actually bought anything but slowly picking through other peoples junk was a good way to relax and get to look though other peoples lives. The things people thought might sell were amazing and were often as unique and informative as asking direct questions. At le...

Birth Day Club

by Magicidan on Sep 12, 2017
Loving Wives

Since my last story, Scorched Earth, appeared I have heard from several men who had a similar cheating wife tale to tell. When I encouraged them to write it for Literotica each begged off saying they were not writers. After some discussion I agreed to interview each by phone and write their experience so others in similar situations can see how they resolve...

The Woman of My Dreams

by biggshow13 on Sep 13, 2017
Romance

When I was a kid, I had the biggest crush on my best friend's sister. She never even knew I was alive, but I always thought she was beautiful. I saw her all the time, and usually, she never even acknowledged my existence. Which, being a shy kid anyway, was okay with me. I grew up worshipping this girl from a distance, and as I grew out of the shy stage, I gr...

Ann: A Love Story Ch. 27

by mimaster on Sep 14, 2017
Erotic Couplings

The drive back towards the hotel was magnificent. It was one of those days where the sky was so blue it looked like a painting. You could play 'find the cloud' and spend hours never seeing one to speak of. As we climbed the mountain and got closer to that blue horizon, I opened the top of the car. Tina had been relaxing, basking in the glow of the orgasm C...

Mellow Yellow Ch. 14

by miskeivitch on Sep 12, 2017
Interracial Love

Another letter from Susan written while she and Charles were on vacation. What would she be telling Melinda in this letter? To: "Tran Mei-Ling" From: "Wondernerd Cafe" Subject: Revenge on the Japanese Date sent: xxxxxxxxxxxxxxxxxxxxxx Dear Mei-Ling: I'm back in the internet café. I hope that nobody looks at what I'm writing because this has to be the gr...

Yo-Yo Chronicles Redux Ch 01.5-02.5

by cpete on Sep 17, 2017
Loving Wives

Edrider73 wrote two different stories called Yo-Yo Chronicles Ch 1 -Two peas in a pod & Ch 2-Balloon ( here & here ). These stories stood out not only for the solid writing and characters, but mostly for being able to garner almost universal negative reviews from virtually every commenter. I feel it is a tribute to edrider73 writing skills that he co...

Frank and Shayleen Ch. 01

by Just Plain Bob on Sep 14, 2017
Loving Wives

I was waiting to board an airplane that would take me from Atlanta to home. I'd been sitting and people watching when she came into the boarding area and took a seat. I recognized her right away even though it had been twelve years since I'd last seen her. Shayleen Murphy had been my fantasy girl from the time I'd first laid eyes on her the first day of cla...