Jailbait Stories

288 results
Orientation
Length
Source
Infinite Scroll

Crazy for Cocoa

by argentinoensandiego on Sep 14, 2017
Erotic Couplings

Asking her to meet with me on a date had been surprisingly easy, I didn't even question my moral integrity when I did. I was nervous about what followed. I didn't know if I could keep up with her, and I didn't know that if I did indeed keep up, I'd be able to live with myself knowing I had cheated on my wife. For a moment I thought about my kids, whom I lov...

Last Call

by BACarter on Sep 14, 2017
Group Sex

I watched them most of the night. Two guys in their early twenties out trying to score some pussy. Now I have been a bartender for quite a while and they were pretty typical. Oh they tried a few lines on me, which is par for the course. I gave them a limp smile and served their drinks. I didn't want to encourage them, but I didn't want to blow my tip either....

Teen Teasing with Her Panties

by Treated2 on Nov 21, 2017
Fetish

Sitting in the stands, my camera trained on the basketball game, I felt a slight breeze on the back of my neck. I thought little of it, until I smelled the faintest trace of perfume. Her perfume. My little jailbait fantasy from a couple of years ago. I turned, expecting disappointment; a kid's mother or something, but there she was. Big white smile, flashin...

Playing with Fyre

by GC66 on Sep 13, 2017
Erotic Couplings

All people in this story are 18 * About fifteen years ago, a year after my marriage was dissolved, I decided to not waste time with dating services. And since I'm nearly a tea-totaler and not fond of crowds, hanging out in bars didn't appeal to me at all. It had been a few months since I'd last had sex. Jenny, a girl I knew who occasionally put out for me...

Lights! Cameral! Action! Take 03

by BOSTONFICTIONWRITER on Sep 15, 2017
First Time

"Rita," said Dan on the intercom. "Yes, Mr. Carter." "Ask Lance and Rod to come in, please." Lance, a tall, blonde, blue-eyed version of Troy Donahue or Tab Hunter and Rod, a muscular man looking much like a shorter version of Arnold Schwarzenegger when he was in his prime, entered his office. "I have a unique applicant to interview," he said with a laug...

The Roommate Experience Pt. 01

by AspernEssling on May 23, 2018
Erotic Couplings

This was originally going to be two separate stories, but they overlap (as you'll see), so I decided to combine them. This story is also set in the distant past, before PCs and the internet ... back when a record was something that sat on a turntable ... - "So, Joe ... c-can you help me out?" That was how it all started. Marty was a short, paunchy nerd wi...

Lost but Lucky in a Whorehouse Ch. 03

by MotherandSonTrueConfessions on Dec 10, 2019
Erotic Horror

If he's going to be stranded anywhere, a good place to be stranded, Tommy was happy and sexually excited to be stranded without power with 20 whores and a madam in a whorehouse. Continued from Chapter 2: Unless they were given directions to it and/or knew exactly where it was, no one would ever find Clayton House, especially the police. Originally built in...

Charlie Evans

by jj26809 on Jun 15, 2020
Loving Wives

Dear readers. It's been a while since I've posted. This could be in romance as well as loving wives, but I thought LW was the better choice. It's just a quick story but not really a BTB. This has been edited by me and Microsoft so be warned. Thanks, and enjoy. Charlie Evans just stepped off the plane at the airport where is wife Sarah ran to him and kisse...

Karen's Thank You

by someslacker on Sep 13, 2017
Mature

I could have sworn she was about my age. I'm 21 now, making me a dedicated observer of girl's asses and legs for the last eight years or so. I can detect the slightly-too-slender look of a hot little piece of jailbait, or the subtle signs of impending cellulite that brand most older women. So as I walked along the beach perhaps 30 feet behind the bikini-cl...

Karina Pt. 02

by PaladinInBlack on Sep 18, 2017
Sci-Fi & Fantasy

The last few weeks was a study in heaven and hell. Things were tense at the shop waiting for the other shoe to drop but I noticed that the group seems to have just plain abandoned the area—their space was for rent and the number on the flyer was disconnected. I had no clue of they had flown the coop or just gone further underground and were still in the ar...