Stretching Stories

54,621 results
Orientation
Length
Source
Infinite Scroll

Night of Debauchery Ch. 02

by hhorse on Sep 13, 2017
BDSM

Thanks to everybody for reading these stories. They were originally written for my entertainment, and to help various girlfriends cope with the lonely nights when I wasn't there to entertain them. There are more to come! Also, thanks to my Literotica editor LissaSue, who is making my ramblings fit for human consumption. Pushing the Envelope. After thei...

A Permanent Collar

by AnastaciaK on Sep 17, 2017
BDSM

I still feel woozy from the drink and the pills. His apartment makes me uneasy - it's less a living space than a lab, clean and white with glass display cases set into the walls, the occasional scribbled idea on crumpled sheets. He pours more wine and I try to relax into the sofa, it's size making feel swamped, disconnected from the room. He excuses himself,...

Sensual Exercises

by CathyO1955 on Sep 16, 2017
Toys & Masturbation

I found a way to combine exercise with sensuality that really works for me. I put on a really tight thong pair of panties, and a loose white tank top. I strap some ankle weights on, and lay down on the bed. I close my eyes, and imagine you watching me as I start to do my exercises. First I pull the panties way up, making sure the material slips between my...

By the River Pt. 01

by Bobsvagene on Oct 6, 2020
Exhibitionist & Voyeur

She was standing there beside the bush heaving after her run, sweat glistening on her toned arms and long legs, and her round firm breast stretching her tank top. I was just completing my third lap around the trail beside the river, on a Saturday morning, when I saw her, and I guess I stared at her a bit too intently, because after a couple of seconds she ca...

Absolute Domination

by radassat on Sep 17, 2017
BDSM

When I entered the gate of the mansion I doubted for a moment whether is was a good idea after all. However, I walked down the ally to the entry where a beautiful young woman opened the big wooden door for me. "Hello Mr. Ivanov," she said smiling to me. "Hi, I am here..." "Of course we know why you are here," she said suddenly interrupting me. "Please fol...

Bigger Down There Ch. 06

by Andrea_E on Sep 19, 2017
Fetish

Thanks to all of you who have commented, favourited and been in touch with feedback on the previous chapters. I am energised by how many of you are aroused by the same things that preoccupy me. If you have not read one or two of the earlier chapters, they may help in putting this one into perspective. ***** So to re-cap, I found myself in our lounge gazi...

Huge Dildo Invasion

by alexandretta on Sep 13, 2017
Toys & Masturbation

It was a regular day at home, when I started to get the need for dildo in the ass. I started thinking about how good it would feel, as it always does, of slipping in a large member into my ass, deeper and deeper, as I get harder and harder. Recently, I had gotten a 3 inch wide, 7 inch long dildo. I had tried before on a few times to get it in, but had becom...

My Last Marine Romp

by MissAthena on Sep 12, 2017
Erotic Couplings

Quite sad that it was my last fuck with him :( (true story) I walked into the "playroom" and reminisced about the last time we'd fucked on his pool table. I turned when Kevin walked in. His hands slid around my hips and gripped my ass, pulling me towards him. I ran my hands over his arms and we kissed, his mustache tickling my lip. We made out as he massage...

John & Rhiannon Ch. 2

by JohnTheLover on Sep 12, 2017
Erotic Couplings

Author's note - this continues from my previous submission, John & Rhiannon, Ch.1. You really should read the other story first to set the stage for this one. - John His breath is hot as it flows down over her bare breasts. His hands are warmer still, cupping her skin and softly kneading, letting her nipples bounce around against the inside of his fingers,...

Anal Training Ch. 01

by Catchandrea2397 on Jan 20, 2020
Transgender & Crossdressers

This is the first in a series of sissy JOI training instructions. I want to provide real instructions that can be followed and enjoyed by anyone (well by any submissive sissy wanabee). Please only read this however if you are over 18. Feedback is welcome *** Day 1: Hello pet. Are you ready to have some fun? Are you ready to begin your training? Get...