Risk Stories

37,194 results
Orientation
Length
Source
Infinite Scroll

Anari's Predicament Ch. 07

by ScarlettSlave on Sep 17, 2017
BDSM

Chapter 07: Anari's Just Desserts The gurney was now being wheeled out and Anari's eyes stared at the ceiling and the bright lights flying along above her. She was trying to fight the feeling that she was almost looking forward to her next ordeal... As she was wheeled into the main room, Anari heard the gasps of admiration and murmurs of delight at the sig...

Sarah's Adventures Ch. 1

by bisarah on Sep 15, 2017
BDSM

Sarah had been reading the personal ads for some time. She found them to be a source of entertainment until she saw one small ad that contained one sentence and a phone number. Looking for a woman who is not afraid to take risks in order to be a real woman. Call 555-1212. She smiled to herself and thought, "Well, it couldn't hurt to call it." And she slowl...

B-Day Ch. 06

by Embers_X on Sep 16, 2017
Anal

By Friday afternoon, so many head shots had passed over my desk that they began to merge as a composite in my mind. One big, dull blur. Granted, I was a bit burnt out from the work week. But the simple fact was that, on any given day, none of those faces would have stood out to me. Most of the women were attractive, yes, but vaguely so. We needed someone d...

Pretty Woman

by kimbelina on Sep 12, 2017
Erotic Couplings

It all happened pretty naturally, really. I was an attractive, confident female graduate of the academy, one of just six women out of a class of 40, and the only one of those six who could convincingly pull off posing as a hooker. No offense to the other women - let's just say it was obvious that many of them played for the other team. Anyway, I was quickly...

Pregnant Milky Milf Ch. 05

by MohanSingh on Mar 2, 2020
Erotic Couplings

It was almost midnight and my husband had not returned home. He would usually call with some excuse about working late but tonight he did not even bother with that pretence. I felt trapped in this loveless marriage as I looked over my son who was asleep in his bed. I walked back to my bedroom and thought about how I had let myself become trapped in this re...

Crossdresser Jerks Off in Library

by iwant2suckabig1 on Oct 12, 2020
Transgender & Crossdressers

So have been really busy with life and career so haven't posted any of my adventures in quite awhile. I've been continuing to have them as often as possible just haven't made the time to share. For those of you who haven't seen my previous postings, I am a slightly built 5'7" male who is passable when fully made up and dressed. Although I am slight of build...

Taking the Risk: Misha's Story Ch. 18

by shandal on Sep 14, 2017
Novels and Novellas

For those that wanted to know more about Misha before he met Froo, here is his story and how he came to be in England which is where he met her and fell in love, and his time with Suzanne the woman in his past. His passion for Suzanne becomes an obsession, as she plunges down into a self destructive whirlpool, so for those that believe that life's many expe...

No Future Ch. 89

by bradley_stoke on Sep 14, 2017
Novels and Novellas

LXXXIXWarMark & Molly2076 This wasn't the first time that Mark and Molly had sat together on the sofa transfixed by the vision of a huge slowly growing and self-enveloping luminescent cloud tumbling ever upwards into the sky into the now familiar shape of a mushroom. This wasn't even the first time that the couple had watched the image of exactly the sa...

Bitches vs. Hell Ch. 01

by RightButSexy on Jun 19, 2018
Sci-Fi & Fantasy

Billie Rose's thighs were working, but this was the kind of work she trained for. As she slid up and down his shaft, she looked down at him. 'Ugh, have to stop doing that', she thought to herself. This was not a guy she wanted to picture while trying to feel sexy. He was old, cold, and she was having trouble keeping his thin cock all the way inside of her. S...

Bicurious and Married?

by Pirate_Guy on Sep 12, 2017
How To

So, since you clicked here, it's entirely likely you're one of the many married guys on Lit who are on the horns of a dilemma: You're straight, but you're really curious about the idea of sucking a big hard cock. Maybe you get turned on by the "pals go camping and get sweaty in the tent" stories. Perhaps the steamy tales about manly blowjobs in the health c...