Memorable Grindr Encounters

The Time I Got in a Stranger's Car

Y'all as a quick disclaimer to preface this story, this particular encounter was very spontaneous and not very thought out, and while nothing bad happened, I still wanna recommend caution when cruising like this irl since some completely random driver off the street might not have your best interests in mind. Of course we're all adults here so feel free to do whatever, I guess like all things sex and hookups, just remember to stay safe 💖

Also guys this story isn't an endorsement of soliciting people randomly on the street. The fantasy is fun and all but let's remember that not everyone is like me and will be OK with sexual advances from strangers, respect for boundaries comes first.

So this was a quick one since the event itself happened so fast I didn't even know how to process it.

A little backstory just to contextualize my choices: one day, a few years before the events of this story's encounter took place, I scheduled with some of my high school friends who lived closeby to me to hang out like we often did. We would walk around town and probably buy ice cream or something and complain about our teachers and stuff. So we had our usual meeting point really close to where I lived, which was at the corner of a street in front of a bakery. This is where we would usually split ways walking home from school so it was also where we'd meet up to hang out. So since it was so close to where I lived, and my friends needed to walk a bit more to arrive there, often I would get there a little earlier and wait for them.

So on this particular day, I got there maybe a little less than five minutes before they did, and I stood right at the corner on the side of the street they would be coming from, and I waited for them. I'm not sure what exactly prompted this, but a white car pulled up to me and the driver, a twenty something guy in a a backwards cap began to speak to me. I phrase it like that because I usually tense up when strangers approach me.

This guy smiled and asked me how I was doing, and I kind of sheepishly answered "OK". So he eyed me up and asked me if I didn't wanna go for a ride with him. This thoroughly creeped me out and I began stammering that I needed to meet some friends of mine. He pleaded playfully, saying it would be a quick drive and he'd drop me right back, but I insisted no and began instinctively walking in the direction my friends would eventually meet me from. 

The man drove away, and I was left really puzzled. What the hell was that? Before I had any time to really think about it, my friends could be seen just up ahead, and we went on to have a regular hangout. Now while that interaction had left me a little confused, I felt like it would be weird to mention to my friends, so I kept it to myself. 

Later, thinking about it, I tried to piece together what actually went down. I assumed the guy probably must have thought I was a hooker since I was standing on the corner of the street, but it was plain as day and I was wearing my normal baggy clothes, so I still wasn't sure. There was obviously also the possibility the dude was like a serial killer or something, but that seemed less likely, he gave me the impression he wanted sex. Regardless I couldn't figure out what made him clock me as a gay kid, and it did weird me out because I was around 17 at the time so even now I'm very glad I had the common sense to keep my distance. I may have my slutty ways nowadays but I knew better than to lend myself to these random guys while I was still a minor and fairly vulnerable (very obvious reminder DO NOT BE LIKE THIS DUDE, DO NOT SOLICIT MINORS 👍).

All that said though, despite the creep factor, that incident did eventually spark an interest in what might have happened were the circumstances a little different. If I had been older, and if I hadn't been waiting for my friends, would I have been so opposed to some anonymous car hookup? It was a thought that kinda stuck with me for a while.

Fast forward a few years later. During my Grindr "hiatus", it was another regular Wednesday night and I was leaving the house to go to practice in my old music school, which was about a 15 minute walk or so from my home. I organized myself to leave about 20 minutes before it would begin so I'd have a headstart.

On my way there, walking down the first busy street past my home, I heard a car honk. I ignored it, presuming it was directed at someone else, when a car switched lanes and passed right next to me, parking just a little further ahead. At this point it seemed like whoever that was *might* be attempting to speak to me, so I continued walking until I reached where the car was.

The man in the car greeted me. He was maybe like 28, I think at the time I got a good look at him but I can't really remember his face that well, other than that he was conventionally handsome. He asked me if I remembered him, which I most certainly did not, and he told me we had spoken on "the app" (Grindr) but never got around to meeting in real life. Truth was I genuinely couldn't remember him, but there was probably a myriad of reasons for that. But I definitely had spoken to him because he could recognize me just from seeing me on the street, and since my profile was not a face pic, for him to recognize me I'd have to have sent him a face pic in his DMs.

He asked me where I was going, to which I quickly answered to my practice. He asked if it was far, which it wasn't, and he offered to give me a ride, which wouldn't be much more than about ten minutes, and he'd drop me off there.

See, this was obviously making me think back to the question I asked back in the day, about what would've happened if I were approached with a similar proposition at some point, but once I was older, more comfortable with my sexuality, and didn't have people expecting me immediately. Quickly assessing my options, I decided, "what the hell, it might be a memorable experience." It definitely was.

So the guy opened his car door and invited me in. I walked in, and he told me we would drive around till we found a nice place to park the car for a little bit, and then he'd drop me off at my music school. When he began to drive, he fondled his cock a little. At this point, even though I was excited and very horny, I was also extremely nervous. He very boldly grabbed my hand and pulled it to his crotch, guiding it into his pants and wrapping it around his now hardening cock. At some point in between all of this, he mumbled that he was headed to the gym after our joyride.

I very nervously jerked his cock, flinching and stopping my movements every time the car stopped at a red light. His windows weren't tinted which made me feel like we could get noticed by any passer-by. He began to notice my nervousness as his cock literally softened in my sweaty palms as I completely forgot I was supposed to be jacking him off. I clumsily firmed my hand again, returning to a steady jerking motion. I was avoiding eye contact because of my nervousness but feeling his cock harden in my hand was a huge turn-on. We drove until we reached the corners of our town where there were less streetlights or cars, and eventually we found a cozy, dark enough corner that the turned off car wouldn't call much attention even if someone walked by it.

Now that we were parked and comfy, he looked at me and pushed me down to suck him off. At this point, I had come to realize how long it had been since I had sucked cock, and by God I missed it. My warm lips were apparently what he was missing to begin moaning. He soon let me know he was getting close, and I began lifting my mouth off his cock to jerk him off to orgasm, but he held my head and told me to keep sucking him all the way through. As his cock went all the way down my throat he began groaning as he shot several ropes of cum into my mouth, and he held me in place until he finished. When he was done, he opened the window for me to spit it out.

As promised, he drove me to the corner of the street where my music school was, said bye to me and drove off. So just like that, I walked off to my practice like nothing happened, had a perfectly normal night, and never saw the dude again. It went by so fast I actually made it on time, so I only really thought about the experience properly way after the fact.

Now I will say that while it was pretty fun, it was also admittedly a little strange and had some weird unintended impacts on me I think. I've always been a very street-anxious person (for a few unrelated reasons), but this encounter made me slightly paranoid that I might be clocked by any random Grindr dude who happens to recognize me at any time, and that thought kind of unsettles me to some degree. It's kind of hard to explain because I don't want to sound like it was a bad decision necessarily, but rather a learning one perhaps? Like, I lived the fantasy, it was OK as like a one time thing, but after several different encounters I can say that I prefer my hookups to be preplanned and non-spontaneous.