Gay Hitchhiking Stories

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Hitchhiking

by IzzyAndy on Aug 18, 2017
Gay Male

A repost to fix the lack of a condom that many people pointed out to me. A massive thank you to the people in the Feedback forum for helping me fix a couple of things in this. * Max Field was not a happy bunny. It was pitch black, fucking freezing and it had just started raining really, really hard. Oh, and he was outside in this. With nothing even vaguely...

Hitchhiking Hookup

by loneguy01 on Sep 25, 2017
Gay Male

It was the early 1970's and I was back in Boston to begin the school year. I was hitchhiking along Commonwealth Avenue at around 9:00 PM on a Friday after visiting some friends. I was thinking about giving up on a ride and taking the MBTA when a classic red Mustang convertible stopped and the passenger door opened. The driver was a well-dressed man of about...

Hitchhiking My Way To Fantasy

by Lazywiz on Aug 18, 2017
Gay Male

Hi, I am Amit. I am currently a student pursuing an engineering degree. A few days ago I had a thrilling incident which changed my whole life and now I want to share this with everyone. I am a 19 year old male having quite a fair complexion, a soft voice, and a 5 X 1.5 inch dick. Some guy broke into my room and stole all my books. As my exams were approachi...

Hitchhiking Leads to Gay Fun

by Hitchiker69 on Aug 18, 2017
Gay Male

I was hitchhiking north towards Santa Cruz, to visit some friends. It was late at night, I was standing under a street lamp along the highway, and I realized I wouldn't get there anytime soon. I'd begun to think about where to spend the night...would it be another night sleeping under a bridge? After 20 minutes or so, a BMW pulled over, and I jumped in. He s...

My Hitchhiking Adventure

by joshprim on Apr 10, 2019
Gay Male

This story occurs back in the late 60s when hitchhiking was much more common. The first part of this story is mostly true up to and including the first blowjob. The rest is pure fiction. I hope you enjoy it. * * * * * My name's John - not particularly original I know, but that's what my parents named me. I had just finished my sophomore year at Rice Unive...

Pay-As-You-Go Hitchhiking Ch. 01

by sr71plt on Aug 17, 2017
Gay Male

I saw him from a good distance away, walking down the highway in the direction I was driving shortly after a big cloverleaf marking the intersection of two major highways. He hardly looked like an experienced hitchhiker, but that was exactly what he seemed to be doing. Not only was hitchhiking illegal on a highway like this, but I also couldn't remember the...

Pay-As-You-Go Hitchhiking Ch. 02

by sr71plt on Aug 17, 2017
Gay Male

Before Tim could suggest any other payment plan ideas, I retreated from the shower, quickly toweled myself off and went into the bedroom. I pulled my pajama bottoms on, set my clock, turned off the light beside my bed, pulled the covers up to my chin, and tightly shut my eyelids. When I opened them again sometime later, the room was dark except for the glow...

Adventures In Hitchhiking

by oralguy82 on Sep 14, 2017
Gay Male

My buddy and I had just gotten out of the Army, and were living in a small town just west of Syracuse N.Y. We were renting rooms in a house on a small two lane road, which ended on a big 4 land route running east and west. One Friday we both got a ride to the local shopping center about 5 miles closer to Syracuse. We did some shopping and had a late lunch...

Adventures In Hitchhiking Ch. 04

by oralguy82 on Sep 14, 2017
Gay Male

After taking care of Jake and Al again, Al told me to get up off the floor and get them a beer. I got up, shakily, and went to the refrigerator. I could hear them laughing and whispering something behind me but not really getting what they were saying. I got out two beers and yelled back, "May I have one too?" Jake yelled it was "OK just hurry the fuck up"....

Adventures In Hitchhiking Ch. 03

by oralguy82 on Sep 14, 2017
Gay Male

From 2; I gagged, I drooled I swallowed what I could swallow, then he let go of my head, and I pulled off his cock. Then I couldn't help myself I grabbed my cock, I jerked my cock, I just had to jerk it off. A few strokes, and I shot off, I shot my cum, and it was the best feeling cum I ever had. Then he told me to "You ain't finished yet boy, Get up here...