Hitchhike Stories

157 results
Orientation
Length
Source
Infinite Scroll

Locke Ness Monster?

by Amyfriend on Sep 14, 2017
Mature

Welfare sucks. This is basically how it all started when I was just 18 years old and my baby was just barely 6 month old. Welfare was making my life hell because I had worked a few nights a week as a waitress and not declared what I had made. They held up and then also screwed with my cheque, which got me in deep trouble with my landlord for being behind...

Dylan's Solo Trip

by stmasters on Nov 25, 2017
Transsexuals & Crossdressers

"Don't be scared to walk alone. Don't be scared to like it." John Mayer. Reading this on one of the travel blogs I said to myself, 'Hell yeah!'. I'm gonna go solo. Whilst traveling with friends is fairly common, I had seen couple of my friends solo traveling. I had heard a lot of stories about traveling alone and was enticed to go for one. Traveling alone...

The All-America Virgin

by GQquietguy on Sep 2, 2017
First Time

Two Fridays ago, November 14, 1975, was a really fun day, the memories from which I'm sure will live in my heart and soul forever. At 5:15 pm in the lobby tavern of the swank William Penn Hotel in downtown Pittsburgh, Pennsylvania, I discovered through the sports report on KDKA-TV that I, Travis Rook, from the Ivy League's University of Pennsylvania, was n...

Busted, But Still A Head

by brewdude2003 on Sep 16, 2017
Erotic Couplings

King, Jack. Dealer has a six showing. Gravy. I'm back in the game. I sweep my hand over my cards. The dealer flips her hole card, and there lies a queen. She has to hit, and she's going to bust. Money in the bank. Dealer takes her hit and pulls a five. "Twenty-one" the dealer announces, as if to rub salt into the wound. I was totally cleaned out, but felt d...

The Hitchhiker - Cuckold Story

by Secrettie on Sep 2, 2017
Fetish

Sick of getting abuse for my stories, so once again: THIS STORY CONTAINS CUCKOLD THEMES! If you are not into cuckolding or sharing then do not read and most importantly, do not vote or comment. You have been warned. ***** We had been driving around in circles for what felt like hours. Sarah was turning the map around, upside down and inside out trying to w...

Feel It Ch. 01: Introducing Autumn

by SubmissiveInPublic on May 14, 2019
Exhibitionist & Voyeur

Editor's note: this story contains scenes of non-consensual or reluctant sex. ***** Goth can be defined as many things, especially when used to describe oneself. Those out of the know tend to just think of it as a sense of fashion in a similar vein to the Emo or Scene kids in high school, though of course, some people choose to dress the way they do for...

The Camping Trip Ch. 01

by Big Swede on Sep 19, 2017
Loving Wives

It all started when my wife, Mary, and I decided to take a camping trip. My best friend, Jake, and his wife, Sam, had talked to us about camping together for two years now and it seemed like a perfect timing with both of us having vacation the same two weeks in July. As we were preparing for the trip I asked my neighbor John to borrow his tent and some other...

Charlene on the Street Ch. 11

by eatoure on Sep 13, 2017
Exhibitionist & Voyeur

Charlene was back on the street again, exposed in her skimpy, stretched out brown knit dress, which was now filthy with dirt, sweat, and come stains. It was four thirty. She figured she was less half an hour from home by foot if she didn't dawdle in alleys again. She was walking almost normally now. Her pelvis was more or less back to normal, even though it...

Charlene on the Street Ch. 03

by eatoure on Sep 16, 2017
Exhibitionist & Voyeur

Charlene walked down the street in her revealing brown knit dress, trying to get her bearings. Her breasts swayed under the loose material with her every movement. Her tanned legs were impossibly long under the short dress. All she wore under it were those dirty white crusty panties. How was she ever going to get back home without being attacked or arrested...

Hitching a Ride

by eroticwriter00 on Sep 19, 2017
First Time

The evening at army reserves ended early and I had the choice of using money for a bus home or hitchhike and save the money for something else. Hitchhiking was not taboo as it is today and the decision to pocket the money was easy. I had recently turned eighteen and the chances of getting a ride were quite good. After five minutes, I began to doubt my choic...