Virgin's First Gay Blowjob Hookup

This is the real story of my first blowjob hookup with another man, slightly reworked and reposted, as I had to take the original down for some personal reasons that have since been resolved. I have tried to relate it here as accurately to the fact as possible.

For context I am 25 years old, 6.1 ft, quite lean (apart from some very slight fat around my tummy). I have been interested in crossdressing for years, and that gradually lead to an interest in exploring sex with another man, especially as the bottom. Before this experience I had made out with other men once or twice, but nothing beyond that. I tried Grindr a few times over the years, but never went through with actually meeting, either because I didn't really like the other person's vibe or simply because I chickened out, even when I really liked someone, especially if they were kind of forceful.

This year, I was forced to spend one month during summer in another city, and thus I thought it would be a great opportunity to finally go through with something more, if only just to experiment and see if it was something I really liked.

Initially I had no luck. I downloaded and deleted Grindr two times, and, although during one of them I found a guy I quite liked, due to distance, nothing ever went past me sending nudes and receiving dick pics in return (which I quite enjoy in its own right) and some sexting. However, perhaps third time is the charm, just as they say.

While the end of my month was getting closer, I still constantly had the thought that such an opportunity would take a while to present itself again at the back of my mind. One day, as I was free, I had spent the morning lazing around the house I was staying in, being very horny, until I finally gave in around mid-day, and downloaded Grindr once more.

Initially I had no luck, in fact I got no good matches for a while. Then, another profile tapped me. At first glance it was nothing special, just your typical "Top for now" name, no profile pic combo. However (and I am kind of embarrassed to admit it), when I'm horny browsing Grindr I will usually send my nude album to anyone who taps or even just views my profile, in the hope that, if nothing else, I get a dick pic back I can masturbate to. He was more than happy to oblige me, and admittedly, his penis was very much to my liking, thick, cut, with a nice big bulbous head. That, in combination with the fact that, one, he lived pretty close, and, two, he wasn't (like many other tops on Grindr) very pushy to meet, and generally had a nice, chill vibe, even sending some cheesy pick up lines and joking about them, got me quite interested.

He offered to exchange face pics. To be honest, even though his body was exactly my type, on the larger side, with some nice fat, and strongly built, his face was very ugly. However, all the previous positives, together with the fact that by this point I was extremely worked up, and he was very complimentary of my appearance (plus he had very large lips, which, as someone that loves making out, was a silver lining), made me look past that defect, and, after he proposed I go to his place, in the heat of the moment I accepted. I quickly cleaned myself a bit as well as I could and brushed my teeth (I was already clean shaven), and soon I was walking the short, five-minute distance, towards his place.

As I was going to his place, my initial excitement started to quickly give place to anxiety. This was the first time I was doing something like this, and meeting a complete stranger at his place. By the time I got to the front door of his apartment building my nerves were a total wreck, and I almost considered leaving, however, my incredible horniness on one side, and the nagging though that if I backed out now I might never find the courage to do this again won out, and I wrung his number.

Despite deciding to go through with it, I was still extremely nervous as I went up the stairs, and my nervousness reached its climax when I came face to face with him, waiting for me at his door. His face looked just like his pictures, however they didn't communicate how tall he truly was. He was a good head taller than me, and so large he nearly took up his entire door frame.

He lead me to his living room, and we sat next to each other on his couch. He immediately placed his hand on my leg. However, seeing how nervous I was, he pulled back, and, to his credit, offered to cancel it if I was feeling anxious. His consideration, together with my previous thoughts, made me appreciate him even more, and I told him I just needed some time. He was understanding, and we made small talk for a few minutes, which did indeed calm me down a bit.

Eventually, after talking for a bit, he placed his (very large and firm) hand on my leg again and started rubbing it, looking at me with a lustful look. This time I didn't protest, and he took it as a sign to go ahead, leaning in with his massive frame, and kissing me.

Again, I had kissed with men before, so I was not in unfamiliar territory, although the thought that something more would follow, as well as his domineering size, did make this much more emotionally charged. After some lip kisses I prodded his mouth with my tongue, seeking more. He did willingly let me in, however that's where problems started to show up. For one, his mouth reeked of cigarette. Now, as I love making out, I generally consider brushing before a meeting common courtesy. Also, his tongue was very short, and I really had to push mine deep into his mouth to get some tongue play. I did have some second thoughts then, but in the end I resigned myself to seeing it through, and just tried to enjoy it as much as I could.

As we were making out his hand had moved from my leg to my penis, rubbing it with his strong hand over my pants, helping to work me up even more. At some point he told me to get undressed, and we both quickly stripped completely naked. Some more kisses and he asked me whether I wanted to go to his bedroom. I said yes excitedly, and, pushing me in the front and following behind me, he lead me there. As soon as we both got in he spun me around, and, hugging me tightly, we begun making out even more energetically than before, standing next to his bed. As he was kissing me his hands started to fondle all over my body, especially my ass, sending shivers all over me. He also ordered me to kiss his neck and, while he kissed my own with his thick lips, I kissed my way down to his shoulders. It tasted of a very strong, manly sweat, which made me feel incredibly submissive as I stood there, kissing and licking it off of him over and over.

Eventually he broke off and fell on his bed, pushing me on top of him. After some more kissing, he told me to go down. Excited that the big moment had finally come, and incredibly worked up as I was, I made my way down his hairy body, from his chest to his belly, and to his inner thighs. It was obvious that he hadn't showered before we met, and his crotch area smelled even more strongly of his manly sweat, mixed with the smell of "horniness" (don't know how better to describe it), but, honestly, I loved it. I kissed up his shaft, his tip, and finally, I took my first cock into my mouth.

Immediately another problem came up: his penis head reeked of piss. Perhaps if I was in a more clear state of mind this would have been a deal breaker, and it should be common courtesy to at least rinse your penis before a hookup where oral has been agreed upon. However, I was to worked up to even care, if anything, part of me found it incredibly humiliating, and, thus, arousing, so I just kept on sucking. On a positive note. I really enjoyed giving a blowjob, especially the feeling of licking, kissing, and taking his protruding, soft cock head to the edge of my lips before pushing it back in.

His penis was actually pretty small, smaller than the pics had made it seem, barely more than 3.5 inches, almost half my size. Although for some this could have been disappointing, I actually quite liked it. For one, the idea of submitting, especially for my first time, to a man much fatter than me, who I found very ugly, who didn't even bother to shower before hooking up with me, and, on top of all that, was much smaller than me, was incredibly humiliating and arousing for me. Secondly, it meant that, despite it being my first time, after a while I was able to completely deepthroat him.

While I had been blowing him normally, he had (quite nimbly considering how large he was), bent forward and was (quite expertly by my standards) playing with my nipples and my penis with his very firm hands. When he saw that I had managed to deepthroat him he took his hand up and pushed the back of my head, holding me down and even ignoring my first few taps for air before releasing me. Feeling his penis fill my throat and having my nose pushed deep into his pubes, reeking of his sweat and my saliva, drove me insane, and I didn't even complain after I took a few breaths, just plunged right back into sucking and deepthroating. While I was working down there, he took my free arm into his own, tangling our fingers together, and we stayed like that while I was blowing him. The romantic nature of this gesture, contrasting and at the same time complimenting the sexual submission and humiliation he was inflicting on me, drove me wild.

Eventually he ordered me back up, and we begun to make out again while I, still on top, rubbed my body up and down on his. By this point the taste of cigarette didn't bother me, probably because my own mouth had taken it on. While still rubbing our bodies together, we begun to kiss each other's neck again. I had a total mess from pleasure, and I was constantly moaning whenever my lips weren't stuck on his skin, replying to his dirty talk only with grunts. At one point he put his hand on my ass and begun to lightly tease my butthole with his finger. I tried to tell him to stop, not because I didn't enjoy it, but because I hadn't properly cleaned myself down there (we had agreed as it was my first time that we wouldn't do anything beyond oral) and was afraid it might smell bad, but all I managed to get out was a series of short, pleasure-filled moans and grunts.

Eventually, during all that, I felt myself coming close, and I begun to spurt my cum all over his crotch, rubbing it all over both our bodies. He asked my if I had cum, and when I managed to let out a weak yes, he pulled me into another deep kiss. Despite having ejaculated, my libido had not weakened at all, on the contrary, I truly understood what it meant to completely melt from pleasure. My mind was completely blank, unable to process anything beyond the pleasure I was feeling. Retrospectively, I feel like at that point I would have done anything he asked of me, even if it was giving him my anal virginity.

We continued to fool around for a bit. At some point he ordered me to play with his nipples, and I pinched and sucked them, initially with some hesitation, but he told me to not hold back, and even to bite them pretty hard, which apparently, he was really into. I was in complete submission mode, not questioning anything he commanded me.

Eventually he asked me where I wanted his cum. Honestly, I would have loved to take it on my face, however by that point I had begun to recover from the high a bit, and more practical considerations started to return to my mind, such as the fact that if cum got into my (quite long) hair, I would have some issues walking back home in broad daylight, so I told him to finish on my back. We switched positions, me laying in front of him while he knelt between my legs, jerking his penis and rubbing it on my ass. I quickly found out I didn't enjoy this as much as I would have wanted: I had to really strain myself to see anything. He also, which in this case was a negative, had incredible stamina, and it took him some time before I finally heard him grunt, and felt hot jets of cum coat my back all over.

After we were done, he almost immediately got of the bed, instructing me where the bathroom was to clean myself before disappearing. I lay on his bed for a bit, still somewhat riding that high, but increasingly returning to reality, processing what had happened. The fact that I had finally sexually submitted to another man, a sense of humiliation, all the negatives of the experience, started to wash over me.

Eventually I got up, and, after cleaning myself, I went to his living room to get dressed. He was already there, sitting on his couch dressed, looking at his phone and not even looking at me, which I found quite cold. After I got dressed and was preparing to leave he looked up, and made some insinuations about meeting again. Honestly, by this point, with a clearer head, I was getting somewhat annoyed at all the signs of inconsideration he had showed during the hookup, as well as his cold demeanor after he had cum, and I brushed him off before exiting his apartment.

My return was almost as nerve wracking as my coming had been. By this point the full realization of what I had done was dawning on me. I also realized that I had completely taken on his strong sweaty smell, and, in my paranoia, I feared everyone I came across would be able to smell him on me and tell what I had done.

As I said, I wasn't very happy about his manners after the fact, and so in annoyance I removed him from Grindr as soon as I got home, even before I washed myself. I did try talking with some more people the next few days, but in the end I decided I needed some time to fully come to terms with my first experience.

Now that a few months have passed, it is true, I have kind of mellowed out on it. Maybe it is just my brain minimizing the bad, and the feeling of pleasure has left a far stronger memory than the negatives of the encounter (also aided by the fact that, as a very submissive bottom, some of the bad things didn't even bother me that much), but in retrospect I don't really regret it at all. In fact, I often find myself masturbating to it, and even thinking about him, somewhat regretting that I didn't meet with him again before I left. However, ultimately, this first encounter did confirm my appetite for other men, and it remains to see what the future has to offer.