Jailbait Stories

288 results
Orientation
Length
Source
Infinite Scroll

Fourplay

by The Pack on Sep 13, 2017
Group Sex

My story started several years ago when my best mate Phil and I were out having a quiet drink while our wives, Tina and Laura, were on a hen night. The conversation always turned to sex as we both moaned that we never got enough. Our wives used to take our moaning in good spirit as "typical men's moans." Anyway the conversation this night centred on our dro...

Her Rescuer

by VictorianGirl on Sep 11, 2017
Erotic Couplings

Ramsay peered up and down the windswept street and sighed. She was a little drunk, and even though she'd always heard that alcohol was supposed to keep you warm, she found the November night air nothing short of arctic. She thrust her hands so forcefully into her coat pockets she feared the seams would rip. "This is ridiculous," she muttered to herself as...

Jail Bait Fantasy

by Shyla Moon on Sep 14, 2017
Group Sex

Well she’d done it. Kristen had just walked into her first bar. She felt more like an adult then she ever had. It was about time. “She thought.” After all it was her nineteenth birthday. The guy checking I.D.’s could not believe her age, but after admitting that her drivers license was no fake let her in. Kristen was disappointed but not surprised. She was d...

Virgin Sacrifice Ch. 01

by ZotDragon on Sep 13, 2017
Fetish

Chapter One "Paulie, want to see a human sacrifice?" my editor asked. "Not unless you're the victim, Scotty." I didn't even glance up from my keyboard. Working for an alternative weekly newspaper was all glory, let me tell you. Not only do I get to investigate, write, edit, and typeset all my articles, I get to do it while my editor hangs over my shoulder...

The Devil's Mistresses Ch. 01

by christo on Sep 15, 2017
Group Sex

All characters are over 18. The envelope sat neatly centered on his desk, his name inscribed on the creamy paper in delicate calligraphy. Roger lowered himself into his chair, his eyes shifting left and right before they returned to his desk He pressed a button on his phone and said, "Debbie, did I have any visitors while I was at lunch?" "No, Mr. Travers,...

Young Black Pussy

by Boxlicker101 on Sep 19, 2017
Interracial Love

It was Saturday morning, and Tanya Turner was on her way to an important meeting with Mister Grover at his apartment. This meeting and other weekend sessions with him would determine her grade in the World History class he taught at the high school she attended. The Saturday meetings with him were very important for her, because the scholarship she was striv...

Thighway to Heaven

by Many Feathers on Sep 13, 2017
Erotic Couplings

As the rain began to beat harder against my windshield, I couldn't help but wonder if this job was really worth it. As much as I hated traveling, I hated flying even more. As the Western Regional Manager for the company I worked for, traveling unfortunately came with the territory. Since I preferred driving whenever it was possible, I'd taken the jump on th...

What is She Doing Here?

by docmagnus on Sep 17, 2017
BDSM

This was inspired by the kind of friend who inspires these things, and it would not exist without her, and her input. It was written in a fever dream of lust. Thanks to Mistress SoppingWetPanties for her feedback and editing skills. Caution: There is bathroom play and reluctance in this story. Some material might be edgy for some. * I arrive at the restaur...

Older Women are The Best

by James_Brown on Sep 16, 2017
Mature

Bobby lounged casually against the wall near a café in the mall. School had finished for the year, and he was enjoying a break before starting college. So he was indulging in his favourite pastime -- girl watching. And there were plenty of pretty girls for him to watch. Bobby had turned eighteen a few months ago, but he was yet to have his first sexual expe...

Meg's Birthday Present

by LoveYourWetness on Sep 12, 2017
Group Sex

My second submission (ha, ha) with Meg. Love hearing comments, especially from any women who have tried this (or want to!) ***** The morning after Meg took my anal virginity was surprisingly normal. She woke up and made coffee while I stumbled to the shower, and then we both hung around on the balcony like any other Sunday morning. Neither of us talked abo...