Rest Stop Stories

281,124 results
Orientation
Length
Source
Infinite Scroll

The Rest Area Adventure

by stevew337 on Sep 16, 2017
Transsexuals & Crossdressers

I was going to be out of town all week and it would be a great time to dress up and look for adventure. I am twenty eight and have been dressing since I was in high school. I started with my sister's panties and bras and now have a closet full of clothes and underwear. My hair is down to my shoulders and when I am in makeup I look pretty sexy. I stopped wor...

Rest Stop Fantasy

by SoftPanda_2001 on Sep 16, 2017
Sci-Fi & Fantasy

Explanation: A female friend of mine on the internet told me her internet boyfriend had offered to call her from a rest stop on the way for a business trip to have phone sex with her. She told him that it was ok, and she'd wait until he returned. I offered to write a story for her to email to him when he came back. This is that story.. Dave was still thinki...

Morning Glory

by itsoktolust on Sep 12, 2017
Anal

The Perfect Cyberass Or How Enlightenment Came To One Lonely Woman Through The Wonders Of The Internet Cum One Oh my Morning Glory The bright morning sun shoots shafts of light and dark through the blinds, laying bars of mystery down the length of your arching back, creating halos and hollows in your hair. I lay supine between your wide splayed legs, m...

Mother & Her Cannibals Ch. 01

by SeanFarragher on Sep 16, 2017
Novels and Novellas

Mother and her Cannibals Chapter One Saturday, June 10, 2006 Nature's older man worked out so hard the sweat ran down the layers of his thighs. Every weekend during the spring he did half centuries on his outdoor or indoor bike. Joe had white hair and arctic blue eyes and wore an old West Point sweat shirt that said class of 1968. He was almost 60, and ye...

Her Stormy First Time

by MidniteRose on Sep 16, 2017
Erotic Couplings

You invited me over for dinner on a Thursday night. You don't work on most Friday's so if my visit ended late, you'd have time time to rest the next day. There was no special occasion, just two friends, sharing a meal, sharing laugh, and generally enjoying the company of the other. The meal you cooked was delicious and we laughed throughout. Our topic of co...

Road Trip Rest Stop

by Spankx on Sep 13, 2017
Group Sex

I was feeling particularly naughty and horny last Friday when I pulled into the rest stop to take a break on my road trip. I had been fantasizing all morning about playing with myself at a rest stop while some horny truckers watched eagerly. I could feel my wetness as I walked from my car up to the picnic table. I was wearing a black fishnet tanktop with a...

Ultimate Sissy Fail

by cdbrittany4bbc on Feb 12, 2019
Transgender & Crossdressers

This is the story of the perfect sissy getaway. This story contains subjects of crossdressing and interracial male sex acts if this offends you please don't read. Everything except one or two events happened, Now, there is some embellishment. I had to tell someone. I decided to tell everyone. A little bit about myself. I am in my late 50s. My adventures in...

Rest Stop Romance Ch. 03

by Dark_Rose90 on Sep 15, 2017
Transsexuals & Crossdressers

~The following is entirely fictional and just a fantasy of mine. Any likeness to actual persons or events is unintentional and coincidental. Sorry for the disappearance, writer's block, but since Ch. 02 is still my highest rated story and was my first to get that little red H, here's Ch. 03! The saga continues!~ ***** Dave and I had been on the road for fi...

From Friend to Master

by MasterDsPet on Sep 17, 2017
BDSM

Neither of them meant for their friendship to evolve into one of a Master and her slave―but it did. Their friendship began innocently in financial necessity as roommates. He thought she was hot and she thought him an ideal mate. But, although they had many opportunities to hook up sexually, it never came to fruition. Sometimes it was because one or the othe...

I Might:

by LaJan on Sep 12, 2017
Erotic Couplings

Hi. I have a little something here for you. That's right; you guessed it. Just relax and close your eyes. That's it; you won't need to see a thing. Breathe slowly and deeply and just lay there, on your back. Relax and lay there, thinking about what I might do and how I might do it. I'll just sit here a while and watch. I think I'll talk to you a little, tho...