Trucker Stories

1,536 results
Orientation
Length
Source
Infinite Scroll

Truck Stop

by Shake88 on Sep 12, 2017
Group Sex

I woke up in the passenger's seat barely unsure of what state we were in now. "Hey you." Phil said cheerily. "Where are we now?" I said as I stretched out as far as humanly possible in a Toyota Corrolla. "Ohio, just past Toledo. Feeling refreshed, Tif?" Phil looked over at my body as most of my outstretched abdomen peeked out of my jeans and my tits heave...

Our Road Rules Ch. 3

by lothlorien on Sep 13, 2017
Exhibitionist & Voyeur

As always, for L2W As the miles flew past the next day, I amused myself by alternately fiddling with the radio dial and your crotch. For whatever reason we were both in silent moods. It wasn't until I found some Meatloaf on the radio and cranked it up that you spoke. "Turn that shit off." "No." "Turn it off or else!" The 'or else' caught my attention. I...

Keep On Truckin'

by VeryDirtyMind on Aug 29, 2017
Fetish

This story is set in the 1970's and involves an older and quite rough-around-the-edges gentleman and an 18 year old natural hippie girl. It involves a variety of usual and not-so-usual sexual acts and could end up being placed in either the Mature or Fetish categories. Please refer to the story tags for guidance. *** "You wait for me around the side of the...

Let's Go to the Movies Pt. 01

by coquette_redux on Mar 2, 2020
BDSM

God, this plug is so fucking heavy. She shifted in her seat for the 300th time since climbing into the passenger seat. She'd already been wearing it for half an hour and she could only be grateful that he hadn't tasked her to do something like grocery shopping with the plug the plug in...again. But sitting on it for this long wasn't much more comfortable....

Anna & the Trucker Ch. 02

by AlsanderX on Sep 2, 2017
Exhibitionist & Voyeur

Anna & the Trucker 2: The Motel Anna and I got back on the highway and continued on. I had not mentioned that I had seen her fucking a trucker back at the gas station, but it weighed continually on my mind. I was confused by my feelings as well. On one hand, I knew I should be angry both with her and with the man who fucked her. I also should have been ups...

Roadtrip Use

by ttocs68 on Sep 25, 2017
BDSM

We have been heading out of town, north on the interstate for 25 minutes. It's a clear warm day and I have the top down. You sit beside me in a short white skirt with a light blue Lycra tank top. You're wearing white lace thigh highs and 3 inch white heels. You hair is tied up in a pony tail and your red lipstick is bright and thick. "Spread your legs and p...

Lucky Trucker

by HitchHikerJay2 on Sep 17, 2017
Loving Wives

We were traveling down I-10 in west Texas in our truck, pulling our 5th wheel RV behind us. It was a warm sunny day and there was very little in the way of other traffic. My wife Dee was sitting in the passenger seat reading a book, dressed the way I like her to be when we are on the road and I'm driving. Denim skirt hiked up very high on her thighs, and the...

Suck My Big Tits Pt. 11

by breastysadie on Sep 18, 2017
Anal

I was in a world of trouble. We'd been back from our trip for less than a week when Daddy came home from work early and found Jamie and me twisted up in a dyke 69. Daddy was enraged that we'd dare fuck without his permission. He was always very generous with his permission, he reminded us, but permission was required. It's one of Daddy's strict house rules...

Trailer Trash Tranny Ch. 02

by Travel_by_day on Sep 26, 2017
Transsexuals & Crossdressers

Chapter 02: Truck Stop Jeannie grew up poor in a trailer park just outside Omaha. That made it tough at school. So did being born with the wrong gender. She was a girl trapped in a boy's body. Even though as a kid she only dressed up as a girl in private (what little there was of that in the small trailer she shared with her mother), it was obvious to every...

Road Trip

by dawneallan on Sep 17, 2017
Loving Wives

Nearing the end of a sunny day in mid June somewhere west of Chicago on I-80. As the Ford Flex continued its long journey to Las Vegas she changed the radio from the fading FM channel they had been listening to, over to the music they brought with them. Selecting a sultry tune by Ali Farka Toure and Ry Cooder she shifted in her seat, closed her eyes and felt...