Gaping Stretching Stories

69,536 results
Orientation
Length
Source
Infinite Scroll

Bossing Lexi

by joetgm on Apr 3, 2019
Loving Wives

Lexi sat in her office chair feeling a huge mix of emotions. Moments earlier, she had been stood next to her boss, Derek as he had openly stroked his large right hand up her leg and over her curvy ass. His hand grasped momentarily onto her fleshy buttock, pinching slightly before continuing up her back. She was shaken and had taken herself off to a quiet t...

The Doctor Is In...Deep

by hots4bbws on Sep 14, 2017
Anal

YOU I walk in the examination room for my yearly check-up; as I strip off behind the screen and put the thin, paper gown on, you ask me how I have been, and have I had any concerns about my sexual heath. I'm embarrassed, as I have known you for a long time, and also find you incredibly attractive. Feeling a little apprehensive, and hoping that I will be abl...

Practice Ch. 02

by MTL17 on Sep 12, 2017
Celebrities & Fan Fiction

"S, so... are we going to... you know... practice now?" Ellie stammered. Sarah smiled softly, "Is that what you want?" Of course it was what Ellie wanted. Ellie hadn't been able to stop thinking about it, or Sarah, since last night. All the small talk had been nice, friendly, relaxing, and the wine had relaxed Ellie even more, but she wanted to be butt fuc...

The Candy Shop Ch. 04

by LeopoldNicholas on Sep 17, 2017
BDSM

"You're a Bastard!" Wonka smiled and continued flicking the tip of His favorite riding crop against bella's swollen clit. "You don't give a fuck about anyone or anything." The tapping remained constant like the drip of Chinese water torture, not enough to get her off but just sufficient to make bella's juices run in ever increasing droplets down the insid...

Turn Around and Do as I Say

by HardandFrustrated on Sep 12, 2017
BDSM

Separated by some 3,000 miles, I wrote several stories for my girlfriend, hoping to keep us in touch and sexually connected. This and other stories are fiction based on her fantasies and written with her as the first person. I tried using details to evoke visions of what the characters would see, hear, feel, smell and taste—something I believe is missing fro...

Scottish Doctor

by blzeebub on Sep 16, 2017
Letters & Transcripts

Written from the point of view of both Doctor and Patient – I have edited a few bits, but in essence it is the same as emails that went between my lover and myself. Doctor X (Patient) I walk in the examination room for my yearly check-up; as I strip off behind the screen and put the thin, paper gown on, you ask me how I have been, and have I had any conc...

The Nasty Slut Ch. 01

by theprince on Sep 19, 2017
Fetish

Prince and Jenna were on a holiday. They were in Acapulco, in the Presidential Villa in the Villas of Acapulco. Both knew they were going to need all the space and luxury for a dirty, kinky, nasty fuck session that they were going to have. Plus they had the company of Lola. Lola is the nastiest slut in Acapulco. They had hired her services for the vacation...

Slut - The Model Returns Pt. 03

by NeilMc123 on Aug 13, 2018
Exhibitionist & Voyeur

I lay on the makeshift bed, sprawled out wearing my sexy lingerie, with my right hand between my wide open stockinged legs, gently stoking my shaved pussy. I'd Just swallowed Neil's, his brother Tom's and my husbands orgasmic fruits. Neil and Tom were setting up lights and cameras over the other side of the studio as my husband looked lovingly toward me, sti...

Haley's Submittance

by JupiterE on Mar 16, 2020
Anal

As I laid there, chained to the wall, I waited for him to come. The cold steel chains tightly fastened my hands and neck, forcing me to stay spread open for my master. My back felt cold against the cool, hard wall, and my knees bruised against the hard cement floor. My pussy hurt from the 3 orgasms I completed alone, the necessary payment before I could ear...

Candaulism

by jw_kk on Jun 15, 2020
Loving Wives

Relatively early in our experience, KK and I fantasized about a candaulism session around the theme of being watched while having sex. We both wanted to add some photos to our collection, for purposes including recruiting sex partners, providing fresh masturbation material for me for use while traveling, and for KK to use in teasing and showing off. At the...