first hook up!

milomexo

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this is the story of my first hookup as i remember it, in as much detail as i recall. enjoy!

on a particularly horny saturday afternoon, i was scrolling through a hook up site, not really thinking much about meeting someone as i live in a predominantly straight town. because of this, i didnt think any gay men on this site would be local to me, but because i was horny i was looking at random profiles anyway, just to pass the time.

eventually, i saw a profile that was in my area! i was shocked and intrigued, so i sent him a message, more to introduce than anything else. to my surprise, he messaged back quick! he must have been horny too😈. we got to chatting, but i didnt pay too much attention as i was debating whether or not to jerk off(it had been a week and two days since i last jerked off, and i didnt want to end the streak). despite this, andrew (fake name for story purposes) and I started exchanging pics and the like. he was a bottom who mostly did oral, and i was clueless about what u liked, so i didnt really consider his favoured position.

to describe him, andrew was 55 and bald, he was an avarage weight for his age, which is to say a little saggy and dumpy in some parts, and he had a smaller than average penis. he also suffered from Erectile Disfunction, which i didnt know until later. while i found that i wasnt very attracted to him, i was encapsulated by his proposal to suck my cock, and i found myself considering a meet up. while i didnt want to break my no nut streak, i felt that a blowjob was as good a way as any to do it. in the end, despite my concerns i ended up agreeing to meet up and then to go back to his place.

to his credit, andrew was very considerate the entire time and voiced his understanding if i wanted to back out at any time. i felt that this safety net meant that i could atleast meet up with him and talk even if it wouldnt lead anywhere. i told him what i would be wearing so he could find me (we had not exchanged face pics) and i made my way to the arranged place. when i arrived, i noticed a man approaching me asking my name, who i realised was andrew.

my first impression of him was odd, as my onoy remaro was how normal he looked? not that i expected him to look a certain way, but i suppose i somewhat idealised this interaction to a point that i forgot that he was just a person, same as me. this made me 10x more comfortable, as it put the situation into perspective, with it being a casual, consenting meeting of two adults, not some huge deal or scary event. after we chatted for a while, he asked me if i wanted to head back to his place, which u agreed to.

he brought me to his apartment and i was feeling a little nervous and out of my depth. i excused myself to the bathroom as the moment i had built up for hours was at hand, and i frantically messaged my friend for advice. when i had initially agreed to meet up, i had messaged this friend to explain that i was meeting up with someone, as i felt it was better to let someone know what was happening incase things went downhill. i explained my apprehension, and while she was replying i looked into the mirror of andrews bathroom and i knew then and there that despite my nerves, i wanted to do this and i was excited. with that, i left the bathroom and andrew brought me into the bedroom.

at this point, i wasnt sure what i should do next, as i had never done anything like this before. thankfully, andrew took the lead and invited me to take my clothes off and join him on the bed. now, while i love my body and how i look, i still felt a degree of awkwardness when stripping, as it felt somewhat like i was undressing with a parental figure rather than a partner, with the age gap being fairly big. earlier, while negotiating the meetup i had shaved, so i felt a little exposed climbing onto his bed. on the bed, he lightly cuddled with me, and stroked me a little. with this touch, combined with the nudity, my cock started to grow, which andrew definitely noticed.

i am very happy with my dick, its size and its looks, and where i live circumsision is not very common, so im comfortably uncut. i am 6’3 in height and my cock is 7 inches (almost exactly) long and proportionately thick, which i am very pleased with. however in this moment, i felt a slight bit of fear regarding my dick, and i wasnt sure how he would react. i had already sent him the photos and inches of my cock, but it felt very different in person. to my relief, he told me that i had a ā€œfucking sexy cockā€ which instantly quelled my insecurities and caused my cock to grow and harden even more. at this point, andrew had started fondling my dick and balls, and he started to shuffle down the bed to get level with my cock. i was on my back, looking down my body at him as he started jerking me off.

i felt exhilarated as his hand's were on me, but i felt that he wasnt exactly pleasuring me much, as i jerk off differently myself. despite this, i was enjoying myself, althought i wasnt moaning . im not really a person who moans when jerking off, which didnt change much with andrew. at this point, he put my hard cock in his mouth and began blowing me. the second he started sucking, it felt like nothing i knew before. the hot, wet and soft mouth was otherworldly, and the sight of this man sucking my dick was very erotic. my immediate feeling of pleasure and excitement was disturbed however, as his stubble was scratching against my cock, a feeling i can only describe as a horsehair brush raking across my shaft. i felt that i couldn't concentrate on the moment with his scratchy stubble, but as i slightly adjusted position, andrew slightly adjusted his and the feeling was gone.

as we were properly comfortable, the amazing feeling of his mouth was all i could think of, with his hands occasionally cupping my balls or stroking my torso. after a minute or so, he stopped to catch his breath, and he asked me if i was enjoying it, then offered to finger my ass, which i promptly said yes to. he was a little surprised that i said yes, but he recovered quickly and reached into his bedside drawer and lubed up his finger. he then started fingering my asshole, and went back to sucking my dick. the fingering was minor at first, but andrew added a second finger, then a third, which was a great feeling.

i knew from our messages that he wanted to swallow my cum, but i was still pretty far off from cumming, despite the break i had taken from jerking off. however, i eventually felt the orgasm approaching, and i happily told andrew. this sent andrew into a frenzy, as he fingered and sucked faster and more hungrily. this ferocity turned up the pleasure, and i knew then that i was about to cum. i came hard and hot, with his finger deep in my ass and his lips wrapped around my cock. because of the time since i came last, this load was huge, and andrew happily lapped it up, continuing to guzzle my hot, spurting cum as he drilled my hole. he swallowed the entirety, licking my cock clean in the process. i flopped back, entirely spent, and he pulled his fingered out of my ass, leaving me emptied and happy.

he told me about the cumshot, said it was amazing and that he was surprised that it was my first time. we layed in his bed for a while, as my dick deflated and his mouth savoured my cum. after a quick cuddle, i thanked him for the experience, and i washed up briefly in his bathroom. as i started to put my clothes back on, he got a little inquisitive about me and where i lived, which i brushed off as politely as possible. i got the vibe that he had recently moved to town, as his place was quite new and empty, and he seemed as though he was a little lonely. i felt bad, but at the same time i was hopeful that our time together helped him.

all in all, the lead up and organisation was spooky and daunting to me, but i thoroughly enjoyed the hook up and it was a net positive in my book! we have not chatted or met up since, but its nice to know that there is a sexually active gay man in my area, something that i was thought was not the case in my town. if you have any questions, feel free to ask!

not a very crazy or intense story, but thats how my first hook up went! i hope you enjoyed, i know i didšŸ˜‰