Stretchy Stories

3,592 results
Orientation
Length
Source
Infinite Scroll

First Time Hotel meet

by sammysamson4 on Mar 25, 2019
Transgender & Crossdressers

I arrived early so I had plenty of time to get ready. The hotel room was a bit scruffy, but as I asked for a 'smoking' room, probably as expected. I'm at this hotel because, earlier today, I was on a chat site and had a sexy chat, then a cam session with a cool looking guy. His name was Tim (so he said anyway) and he was new to the site, wanting to exper...

I Can See You

by simone77 on Dec 12, 2018
Transgender & Crossdressers

Aren't self-service checkouts great? Do you walk round supermarkets when its quiet and drop girlie things in a basket then go and pay when no one is looking. No awkward looks from the cashier on the till. I know I could mail order but private deliveries weren't allowed at work and obviously women's clothing delivered to our house was impossible of course. I...

Billionaire and the Sisters Ch. 24

by SteveWallace on Sep 25, 2017
Group Sex

A note to readers: This is a long story that unfolds chapter by chapter through the eyes of two protagonists – Mark and Elsa, and as in many of my other stories involves a growing spate of horny characters. Every ten chapters or so I will provide a short summary at the start of that episode to bring new readers up to date. This story could appear in a number...

A Secret Between Friends Ch. 02

by static891 on Sep 16, 2017
Exhibitionist & Voyeur

It had been nearly two years since Amber and I had our wild, secret encounter in the cabin. To my knowledge, it was still a secret between the two of us. Amber and Jerry were engaged, and I was looking forward to "prowling" the single women at her wedding (in my experience, there are few events that lend themselves to passionate one-night-stands like the alc...

Boss Gets Email From Co-Worker

by netflood on Sep 13, 2017
Loving Wives

I was glad the week was finally winding down and Friday had arrived. I hate Monday holidays like we had this week with Labor Day. That means I just have to put 5 days worth of work into 4 days. Everyone else had gone home at 4:30 like they always do except the company admin assistant, Sharon. When she first came here two years ago I was pleasantly surprised...

The Gift

by veryfaithfull on Sep 14, 2017
Loving Wives

I stared at the calendar with great anxiety. That time of year had once again arrived. Our anniversary was one week away and my wife let me know it with a big red circle around the date on the calendar in our kitchen. I must have gone into shock as I was standing there because I no longer heard our children, as they ate breakfast before school, nor did I h...

My First Time Out Ch. 01

by Shayna on Sep 16, 2017
Fetish

Chapter 1: The Preparation Shane, a 24 year old blue-eyed, blonde-haired salesman boarded the airplane enroute to beautiful downtown Salt Lake City, Utah. He had made the trip many times. He always conducted his business in a timely fashion so he could get back to his office making sure not to miss any other business opportunities. But this time was differe...

CFNM Randy Summers Party Planner

by VHarrington on Mar 2, 2020
Exhibitionist & Voyeur

CFNM Randy Summers Party Planner: Somehow, my money never seems to stretch far enough. I have been doing more advertising in hopes of getting more gigs. I try to be discreet and not advertise on campus or in places faculty or other students might see. After a couple of disappointing contacts who flaked out after I had done a lot of ground work getting tog...

Compromising Positions Ch. 06

by Timeris on Nov 18, 2019
Exhibitionist & Voyeur

When Jenne got to work the next day, she went to her boss and asked for the next week off. Since she was caught up on her work, he was happy to let her. After yesterday, she decided she would take it a little easy. Her time working with Cheryl went much smoother, and the only distraction was a tiny little spark of attraction building in the back of her min...

Kitty's Little ShowOff Game Pt. 02

by KittyZateez on Jul 4, 2018
Fetish

I turned around and marched into my front door, looking back at him with a smile, and I didn't need to say a word to make him follow...he just did it instinctively for some reason. I stood in front of a large mirror near in the hall and posed, bending slightly forward, sticking my chest out and staring at myself as he approached me with his eyes moving up an...