Gaping Hole Stories

122,731 results
Orientation
Length
Source
Infinite Scroll

Full Moon Lover

by stolenbunny2572 on Sep 12, 2017
NonHuman

It started out as a strangled moan, tossing and turning, a groan. Valerie twisted and turned, her eyes popping open and her mouth gaping in an effort to scream but nothing came out. Her fingers dug into the bed, her spine arched off the mattress, her skin seeming to tighten to her body, constrict her, force her bone to push out, trying to get free. Then her...

Kelly Ch. 6

by CalWriter on Aug 31, 2017
Erotic Couplings

One night Kelly and I went out after class to our favorite hangout to study. I was poring over my accounting homework and she was doing her math. Under the table we were playing footsies as we pondered our homework. After a couple of hours of this and several cups of coffee I moved from across the table sat next to her. I took her hand in mine and kissed he...

Lana - My Wife Gets Cocky

by TEBJrNghwJqw on Sep 13, 2017
Loving Wives

It's pouring down rain outside, on a cold, cold night. Lana and I are sitting at home alone, well into our second bottle of wine. I'm drunk, and she's drunker. Suddenly she looks over at me, and tells me how lucky I am. "Oh? Why's that?" She replies: "I could have any guy I want, but I choose you. I've only ever been with you. Well, except for Cliff, but t...

Annika & Her Lover Ch. 01

by modernliaisons on Sep 17, 2017
BDSM

Smoke from Annika's cigarette curled upwards in that peculiar way that it does when the air in a room is perfectly still; rippling slowly at the base from the heat, then straightening into a long, twisting line until it permeates the atmosphere, ceasing to exist. She sat in the dark, staring at the computer screen, one hand on the mouse, the other holding a...

The Little Lab Rat

by PixieTink on Sep 10, 2018
Sci-Fi & Fantasy

Slowly I open my heavy lids. The world is a swirling blur and my stomach lurches sickeningly with the motion. Then reality begins to penetrate the fog in my mind; I sense an unpleasant chill on my skin and at precisely the same instant I realise that my legs are cramping. I try to shift them into a more comfortable position but they won't move. Panic sets...

Release

by chthonicpleasures on Jul 11, 2018
BDSM

"Open your mouth" he quietly commanded. Obeying she opened her mouth as wide as possible and tilted her head back. She was sitting naked on a specially made metal chair, well contoured to her ass, but entirely open under ass crack and labia so the weight of her naked body caused her rectum and labia to be stretched open and push out beneath the chair a bit o...

A Quickie with the Boss!

by Back2egg on Apr 11, 2018
Erotic Couplings

I had an unreciprocated attraction with a coworker called Jo that I had only recently met. We worked in the same office and were often at loggerheads over the details of certain projects. She outranked me and often over ruled me in any idea I was passionate about, which led to some almightily, heated showdowns. Despite this there was a sexual tension from ev...

Madelyn has Signed In

by bi_justin on Sep 12, 2017
Toys & Masturbation

"Madelyn has signed in." Even after all these years, seeing that tiny window pop-up on my screen still gives me a thrill. I'd dressed as she had asked; a patterned, button-down shirt with a couple of buttons loose at the chest; slim-fitting trousers; a black leather belt. I hardly ever wore underwear during our sessions and, if I did, that was all I wore. I...

Your Personal Librarian Pt. 09

by girlleftwanting on Oct 16, 2018
BDSM

As he turned away, I quickly buttoned up the gaping fabric at my crotch. The desire to obey was first and foremost in my mind so I left my cleavage exposed. He did say there was only a single button undone and I was sure he meant for my chest to remain bare while the clamps were on. I wasn't sure how I was going to get through a reference interview with an...

Review of "Secretary"

by Decayed Angel on Sep 18, 2017
Reviews & Essays

Not long ago a low budget film slipped into theaters, made some impression with critics, picked up a lot of viewers mostly through word of mouth and then slipped off into a respectable showing in video and DVD sales. This was not the ordinary triple X film you might expect to find reviewed here at Literotica, it was basically a mainstream, R- rated film. Sur...