19 at a Rest Stop

It’s been over 20 years and I haven’t told this story to anyone…I was 19 when it happened...

During my teenage years, I was bi-curious but afraid to act on it. I noticed it usually happened when I was stoned, I would get some intense gay thoughts.

This one time an older guy hit on me walking the street when I was 15 and tried to get me into a public bathroom. The thought crossed my mind, I even allowed him to put his hand on my back and down my shorts and grab my ass, which he complimented me on. but then I denied him. Dick move, I know. In fact, there were times I regretted turning him down.

At a HS party, this one dude was going around pantsing people as a joke, guys and girls. A few girls had no panties so that was awesome. Later he snuck up on me and pantsed me. He even got my boxers down. Two of my friends started making jokes saying I had a girl booty. People were laughing and took turns slapping my ass. Being drunk and stoned, I went along with it and shook my ass a little while people laughed and cheered. My best friend said too bad I wasn’t a girl cause he would fuck me in the ass so hard. I never told him but that kinda turned me on...

There were other events but I will fast forward to the main one. So again, I was 19.

I was driving home late night after college which was 50 miles away. Actually early morning since it was around 2am. There’s a rest stop about 10 miles before my exit and I really had to pee.

As I was finishing up, there was this guy, much older, at least mid 50s, looked Hispanic, peeking in the men’s room door and looked kinda shady. At first I was on high alert thinking he was there to rob someone. When we made eye contact he winked at me then walked away.

Weird.

I purposely took a little longer washing my hands before finally walking outside. There he was standing on the other side of the cement benches. He kept looking at me then away. It took me a moment to get a sense of what may actually be going on.

I looked around and realised there was nobody besides us. I realised this may be my chance to scratch the itch. Nobody would know unless I told them. And I remembered when I had turned down the other guy. Ironically, that guy was in his 40s and here I am with a guy at least 55, could even be 60. Probably should have asked.

But I needed to make sure I was reading the signals correctly and he wasn’t there to harm me. So I turned away and tucked my hands down the back of my sweatpants and slowly pulled them down a little, exposing my asscheeks. After a moment, I heard footsteps. I turned and there he was smiling.

He reached out his hand for a shake and I shook it. Then he said do you… uhh… and he did a hand motion to his mouth. It was obvious what he asked.

I said, do you want a blowjob? His face lit up and he motioned me to follow him. I took a few steps then stopped and took a deep breath. I thought do I really want to do this? I knew this could be dangerous but also really need to know if this sexual feeling was genuine or just teenage hormones.

I followed him down a small hill. Without hesitation he pulled out his old cock. It was quite big actually and already rock hard. I got down on my knees and started licking and sucking before I could chicken out.

His dick wasn’t the cleanest but it wasn’t unpleasant either. I did my best to imitate porn videos I had seen, and even licked his balls, which were shaved. It was surprisingly good. I enjoyed the texture of them on my tongue.

I’m not sure how long it was but he started saying he was about to cum. At first I jolted back not sure what to do. I didn’t want to taste it.

But then I had another thought. I may end up regretting this but… I hoped up, turned around and pulled my sweatpants down. He obviously got the hint as I felt the tip of his raging hard old cock push against my butthole.

At first he was struggling to penetrate but then I felt a gush of hot liquid. Omg I thought. He’s cumming in my ass! Immediately after he started cumming I felt him penetrate and a few pumps later he was balls deep. Feeling his balls press against my asscheeks actually made me cum a little.

He had a firm grip on my hips as he continued. I was surprised that he was still rock hard after cumming but he continued for a while until I felt him unload a second time. I could feel the hot cum deep inside and dripping out and down my legs.

I recall the first few thrusts hurt a bit, but then it became pleasurable. After he finished, he zipped up, thanked me and walked away. Like he got what he wanted. Wtf.

I was shaking nervously and full of hormones after. It was a weird feeling having all this cum inside me, I could feel it moving around and dripping out. I was in shock at what just happened. I just let someone’s grandpa take my anal virginity.

When i got to my car it was almost 4am! Wtf. I was at the rest stop for 2 hours!?

Over the next few years, though I thought often about that night, my gay thoughts dissipated. I guess for me it was a teenage thing. But I don’t regret the experience. I think I had to know what it was like at some point.

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