Jailbait Stories

288 results
Orientation
Length
Source
Infinite Scroll

My Wife and 3 Daughters Ch. 03

by splitlapper on Oct 6, 2020
Erotic Couplings

I just turned 45 years old and had been a coast to coast mover/trucker for half my life. My strength and ability to go without sleep helped me to make good money. My new tractor had the power and speed to get across the country quickly. The pay was a share of the line-haul so it helped that I owned the trailer too so I got a bigger percentage. I had taken t...

The Girl Next Door

by ThomasDiy on Sep 14, 2020
First Time

Living in the country has both its pros and cons fresh air, green grass and the great outdoors. But what it's mostly lacking is beautiful women. So a few years ago, I would see this sexy young lady walking home from school. Never bothered her because I figured she was jailbait at the time. A little chubby, but definitely had a good build. She definitely see...

My Girlfriend's Sister

by cubbiefan84 on Sep 14, 2017
Erotic Couplings

My girl, Christina, has a sister. This is our story. For years, she was jailbait for every guy in the neighborhood. She had an incredible body and a pretty face to match, and took full advantage of both in the skimpy outfits she paraded around in. The day she finally turned eighteen, more than ten guys had showed up at the house looking for her. She had lo...

Observations on Nipples and Breasts

by NondescriptInCT on Sep 16, 2017
Reviews & Essays

{{Author's Note: If you are going to score or rate this essay (which I sincerely encourage), please do so on the merits of the writing, NOT on whether or not you agree with the opinions.}} * * * * * There is a Nipples thread on the Literotica forum under Story Feedback started by the incomparable JenniferMidnight. The opening premise was "Nipples: Likes an...

Adventures in Role Play

by jmbasquiat_fan on Sep 12, 2017
Romance

I just wanted to let everyone know right off the bat this is a true story. Names have been changed to protect the not-so-innocent, and the downright naughty! Yes, everyone is over 18 (even though later I act like I'm not- just a warning to you psychos out there who think we'd really do anything with jailbait). As for me- well, you can call me Columbia, like...

Daddy's Girl Ch. 01

by WFEATHER on Sep 15, 2017
BDSM

I stood beside the bed, Ember's fists pulling at the bedspread and her legs tightly encircling my waist as I plunged deep into her body again and again and again. Each forceful thrust caused her smallish breasts to shimmy wonderfully atop her chest, the connecting chain and the tightly-affixed golden clamps being jostled sufficiently to cause her facial expr...

Doctor Who: Panic Moon Rising Ch. 01

by Kurokami on Sep 17, 2017
Celebrities & Fan Fiction

Author's Note: This series builds off of elements of the previous Panic Moon series. To get the full experience it is recommended, though not necessary, to read that one first. Okay folks, this one's going to be a little different. This is a side series to Panic Moon, focused more on the canon characters than the original ones that populate the main storyli...

Midnight Swim

by rdodger on Oct 14, 2017
Romance

This work is licensed under the Creative Commons Attribution-Non-Commercial-Share Alike 3.0 United States License (by-nc-sa). In jurisdictions where the Creative Commons license is not recognized, United States copyright and Berne Convention provisions apply; all rights reserved to Rajah Dodger except that electronic not-for-profit reproduction rights are ex...

Tina

by magichands on Sep 17, 2017
Loving Wives

I wasn't really surprised when the phone rang, I had been expecting it. My friend Dan had mentioned he wanted to send his wife, Tina, over for one of my sessions. I had never met her, I had one of those visions in my mind of a 40-ish woman on the heavy side, normal for my practice at this stage of my life. Dan and I were friends, the kind you chat with when...

Unexpected Fun at Resort

by DanielB3579 on Sep 16, 2017
Interracial Love

My boss presented me with an all-expenses paid trip to a resort in the Caribbean for being the top salesman for the quarter. Being single and twenty-six year old, this would not have been my first choice as a prize. However, getting away from the Boston winter for even a week would be a welcome break. When I arrived at the resort, I was given a tour of the...