When I was younger, I hitchhiked everywhere. Most of my rides were run-of-the-mill. Some, however, were anything but. This is the first in what I plan to be a series of stories of my life On the Road.
On one memorable trip I was hitching down route 2, west of Boston. I was a sophomore at Keene State, in Keene, NH. My trip had started in Keene. I was lucky enough to get picked up by an older guy who was driving from Keene to Gardner, MA. He dropped me off at route 2 in Gardner.
It was 1980. I was about 5'9" and weighed about 130 pounds soaking wet. I wore my straight brown hair parted in the middle and down to just above my shoulders. I kept it clean. I was dressed in a golf shirt and khakis. In other words, there was nothing about me that said "scary" to anyone willing to take a chance picking up a kid. In those days, it wasn't hard to get a ride. You just had to make yourself presentable.
In short order a woman in a pickup truck picked me up. She scolded me in a motherly tone about hitchhiking and carried me past Leominster.
Route 2 from Gardner to Boston is at times a two-lane road and at times a two- or four-lane highway separated by a grass median. When she left me off, I was on the east-bound side of the single lane road; the west-bound side was on the other side of a wide greenway. I had just gotten myself situated when I noticed a yellow Gremlin cruise by on the west-bound side of the road. The kid driving (he didn't look much older than me) glanced at me as he drove by, and our eyes locked for a brief second. I didn't give it a second thought until about 5 minutes later when I saw the same yellow Gremlin coming towards me on the east-bound side of the road.
The car pulled up beside me. The passenger-side window was down. The driver smiled and asked me where I was going. "I'm trying to get to Boston," I told him. "Well," he said, "I'm just driving around so I'll take you some of the way there."
I thanked him, opened the door, put my small backpack on the floor of the front seat and jumped in. He pulled onto the road. It was about 80 degrees and there wasn't a cloud in the sky. He had Dark Side of the Moon playing through his car speakers, the bulky 8-track sticking out from the middle of the dashboard. I stretched out my legs as we started to move forward.
Within just a couple of minutes I happened to glance down at his lap. He was wearing a pair of cut-off blue jeans. They were cut close to his crotch. I did a double-take because I wasn't sure what I was really seeing: A fairly long cock was lying astride his left thigh.
"Ah," I said, "do you know your dick is showing?"
He looked down (as if he didn't know!) and then looked at me: "I don't wear underwear so that happens sometimes," he said, "does it bother you?"
"No," I stammered. "Not at all." And it didn't. While at 19 I still believed I was straight, I'd already had a couple of gay experiences--enough to know that I enjoyed the feel of a guy's lips around my cock and also enjoyed doing a little sucking myself.
We drove on listening to the music and making small talk. I stole glances at his cock--probably enough to let him know that I was more than ok with it being out.
After about 20 minutes of driving, he told me he had to take a piss. Ok, I said. We drove along a bit until he found a cut out at the side of the road and he pulled over. The cut out was bordered on the right by dense trees. He got out and walked around my side of the car. "Coming?" he asked, with a hint of a smile.
I studied him through the open window. I think he was probably a couple of years older than me, in his early twenties. He had curly hair and was dark complected. He had told me his mother and father were both from Portugal, so that explained his complexion, which was a dark olive shade. Like me, he was clean shaven. And like me he had on a clean golf shirt. As mentioned, he had on a pair of very short denim cut-offs. Later in the 80's they would become known as "Daisy Dukes" but at that time that term hadn't yet been coined. They were shorter than any shorts I'd ever wear.
He was about 6 feet tall and, like me, thin.
He had brown eyes and big, full lips. His teeth were bright white when he smiled, and he smiled a lot.
"Coming?" he said again, breaking me out of my semi-trance.
"Ah, sure," I said, even though I'm pretty sure I didn't feel like I had to pee.
We walked about 20 feet into the woods and he stopped. We could hear the cars passing by but could not see the road and there didn't seem to be anything around for miles. Then again, with the density of the trees, a house could have been within throwing distance and we wouldn't have known it. We stopped below a rock. He unzipped his shorts and pulled his cock out. It appeared to be about 4" and semi-hard.
"Well," he asked, "are you going to take a piss." I again stammered in the affirmative and reached down and unzipped my khakis. I was a bit nervous standing there beside him but pulled out my cock, which was flaccid and barely measurable. When I took it in my hand that changed--it started to get hard and as I started to squeeze what little piss I had in me out, it grew to its full six inch length.
I heard him whisper "nice." Not as nice as yours, I responded. As my cock had hardened and grown his did the same. It was now about 8.5" and it was long and thin. Like me, he was cut. But his cock was darker than mine--the same olive tone as the rest of his body.
He smiled at me as he finished pissing, making no move to put his cock back. I smiled up at him.
"Can I, Can I have a closer look," he asked. I breathed out "yes."
With that, he dropped to his knees in front of me. My last bit of pee hit him to the right of his lips. I was transfixed as I watched as his pink tongue came out of the side of his mouth and licked it off. He reached up and unbuckled my belt and undid the clasp that was holding my pants up. My pants, already unzipped, slipped down to my knees. I was standing there in the woods with my cock protruding from the pouch of my white BVD's with my pants around my knees.