Gay Hitchhike Stories

26 results
Orientation
Length
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Infinite Scroll

First Time with an Older Man

by werdnaw3 on Aug 18, 2017
Gay Male

This is a true story of my first and second experience with an older man. When I was 18 back in the early 1970s I use to hitchhike a lot to save money on bus fares, I would hitch a lift most days. On one cold, wet and dark winters night I was trying to get home I had hitchhiked in the same spot for about 20 minutes, the road seemed busy and I started to t...

Am I Gay?

by LittleTommyTudor on Aug 18, 2017
Gay Male

When I was a young I used to hitchhike a lot as I had no other mode of transportation. I came from a poor background and hitching gave me the means to get to jobs and wherever I needed to go. I was always thankful for the lift and made it a point to thank my benefactors. When I grew older and had had the means to purchase a car, I made it a practice to pick...

Hitching a Ride

by MadCatZach on Sep 19, 2017
Gay Male

It happened several years ago when hitching a ride wasn't as dangerous and I was fairly successful in getting rides. I was a soldier attending a training school in southern Virginia. I had weekends off so I would hitchhike north to Pennsylvania each weekend. Dressed in Uniform I would get many rides with nice people. I often was given rides by what seemed...

Hitchhike to Frisco Ch. 02

by alexcarr on Aug 18, 2017
Gay Male

"Can you lift me to Frisco please?" Pete asked. "It'll cost you son!" "Aint got no money" "Who's taking money!" This was just history repeating itself for Pete who had just hitch hiked this far with a couple of other truckers - who said they were going to Frisco but at the café stop said they weren't so he'd have to get another pick-up. Pete thinking wh...

Hitch-hike from Frisco

by alexcarr on Aug 18, 2017
Gay Male

Pete was due to do a Gig in Frisco but he got the dates wrong, it was not booked until the following month, so with no cash to travel he went for the hitchhike once more, like he did when he came down, he needed to get back home to New York. By coincidence; holding his hand out on the highway this big guy in a big truck to match hooted him and came to a ski...

Jesse

by xdress2nite on Sep 14, 2017
Gay Male

I was 18 and living on my own in the southern US. I lived 8 miles from town, where I could drink and hopefully get laid. Since I didn't have a car I usually had to hitchhike. Being that it was always warm out, at night too, I wore my blue jeans and a denim vest. No undershorts it was just too hot. I stood six foot tall and weighed 125 lbs. My blonde hair was...

Hitchhike to Frisco

by alexcarr on Aug 18, 2017
Gay Male

Transporting a long haul could get boring for Jim and Ricky, they both agreed they needed some entertainment. "This looks good, Jim?" ventured Ricky slowing down along the hard shoulder. "Lets go for it" Jim responded; "well he's waving his hand, look, he is hitchhiking and no mistake!" "And that's not the only thing he's waving, Ricky, nice tight ass is...

Jim's Almost Swim

by yuyuassen on Aug 18, 2017
Gay Male

The story starts with Jim, a young 18 year old chub, working at a community pool. Check out Jim's camping trip for part 1! "Man this job sucks..." Thought Jim to himself as he sat at the receptionist's desk at the community pool. He sat there every day, watching people come in dry and out wet. Jim would occasionally go for a swim, but felt self conscious...

Cum Lover and Steve Pt. 01

by cumlover969 on Sep 14, 2017
Gay Male

I will first give a little background as to how I fell in love with cum and later Steve. For many years I had been self sucking and savoring quarts of my own cum. I had occasionally fantasized about sucking another cock but never really thought I would since I had a fairly regular girlfriend. However, she went away for the summer. I then attended a few wild...

Glimpsing Into Heaven

by Loverboi23 on Aug 18, 2017
Gay Male

I have a gay friend of mine, Kevin, who is 23 and has never been to Provincetown! And considering that he doesn't live more than 100 miles away, the entire concept must really be unbelievable! But it's true. Now, I've been thinking of going up myself; but was debating whether-or-not to bring him along. The problem, you see, is that I love him. "Problem?" Yo...