Fictional Stories About Risk Taking Stories

349,854 results
Orientation
Length
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Infinite Scroll

Southpark's Kyle Literotica Lesson

by RacheleRFranz on Sep 17, 2017
Non-Erotic

la la la"I can only give you everything I have" la la la "I know there's angels by your side. If I could be the perfect man in your eyes, I would give (anything?) to be a part of your life." la la wow hey Clay Aiken, thanks for the..umm, song in the background while I write! very inspirational! clap clap clap A trip to Hawaii? I LIVE in Hawaii! But I am a...

Birthday on a Bus

by Irish Moss on Sep 14, 2017
Erotic Couplings

Disclaimer: This is a work of fiction concocted entirely within my imagination. Any resemblance to real people shouldn't be surprising since most of my stories are based on people I know. While I hope you enjoy this story and are compelled to provide feedback, I don't expect the subject matter will appeal to everyone who reads it. As such, I discourage venom...

Viva Woodbridge: Scenario 01

by Irish Moss on Sep 12, 2017
Erotic Couplings

Disclaimer: This is a work of fiction concocted entirely within my imagination. Any resemblance to real people shouldn't be surprising since most of my stories are based on people I know. While I hope you enjoy this story and are compelled to provide feedback, I don't expect the subject matter will appeal to everyone who reads it. As such, I discourage venom...

Letter to Santa - A Holiday Story

by The_Technician on Sep 12, 2017
Sci-Fi & Fantasy

Every year Grandpa answers the question, "Why did you and grandma get married on Christmas Day?" This year, gramps gives the true answer Almost all erotic content in this short story is implied, not explicit. It is very mild, but somewhat romantic and filled with Christmas magic. If this is the first of my stories you have read, be aware before you look at...

Literally Ensnared

by Talespin on Sep 14, 2017
Erotic Couplings

"Can I ask you something?" I raised my eyes from the New York Times spread out on the library table in front of me. My eyes stopped briefly, but not briefly enough, while I looked down the dress of the woman leaning over the table. "Good morning, Rhonda," I said as my eyes reluctantly left the tantalizing glimpse of whiteness of her breasts beneath her dre...

Penis Size - Separating the Boys from the Men

by TX_Fun_Dr on Sep 13, 2017
Reviews & Essays

There are many many stories posted on Literotica that some readers (especially those cowards signing their comments as Anonymous) complain that the author exaggerated penis size to an entirely unbelievable length Now that is not to say there isn't the possibility of penises being that size in the US. But for now let's just agree to call that artistic license...

Highlight of My Day

by Irish Moss on Sep 12, 2017
Mature

Disclaimer: This is a work of fiction concocted entirely within my imagination. Any resemblance to real people shouldn't be surprising since most of my stories are based on people I know. While I hope you enjoy this story and are compelled to provide feedback, I don't expect the subject matter will appeal to everyone who reads it. As such, I discourage venom...

Jasmine's Secret: Caught & Seduced

by silkstockingslover on Dec 9, 2019
Illustrated

Summary: Teacher's Literotica past is uncovered out by shy, cute nerd. Note 1: This is a 2016 Christmas Contest Story so please vote. Note 2: Thanks to Tex Beethoven, Robert, Dave, and Wayne for editing this story. I love Christmas... I always have. I love the decorations and lights. I love Christmas songs (my iPod has over 400 Christmas songs that pl...

Writer's Block

by LaurelAspen on Apr 24, 2018
BDSM

An elfin figure stood in the corner of the room, fidgeting restlessly from foot to foot, knickers tangled around her slender ankles. Hands on head, fingers twisting short blonde tresses, even white teeth gnawing at her bottom lip. Her short flared skirt had been flipped up and tucked into a thin silver belt to reveal the burnished skin of her pert bottom rad...

Intern Lauren

by Irish Moss on Sep 13, 2017
Erotic Couplings

Disclaimer: This is a work of fiction concocted entirely within my imagination. Any resemblance to real people shouldn't be surprising since most of my stories are based on people I know. While I hope you enjoy this story and are compelled to provide feedback, I don't expect the subject matter will appeal to everyone who reads it. As such, I discourage venom...