To start off, I'm a single 46 yr old bi bottom. I've read some really sexy and amazing first time stories on here. First time sucking a cock, first time bottom, etc. I've shared my first time bottom story a hand full of times, but here's something I don't think I've shared.

Some background, I didn't discover my bi curiosity until my early 20's when I read some m2m erotica. I'd never been attracted to men at all, but the sex sounded amazing. When I decided to act on my curiosity in my late 30s, like many bi curious men, I wanted to the sex, but not the intimacy. So all I did was hookups. Gave and received my first bj and got topped the first time through hookups. Never kissing a guy. All my hookups were like this. We would suck, I would get fucked, and go about our merry way.

One night I was horny and so I brought up grindr. Craigslist was my go to, but it had been taken down by this point snd doublelist wasn't a thing yet. Met a guy on grindr who was a little younger than I was who seemed really nice and we hit it off. I invited him over with the expectation that we would have some foreplay and then he was going to fuck me. When he arrived, I let him in and we went into the bedroom and normally I would just get undressed, get on my knees and start servicing. What I didn't expect was him coming in for a kiss. He took me by surprise and before I could think, I reacted by returning the kiss. Soft at first, but then our mouths opened and our tongues started exploring and fondling each others tongue. This was the first time I had kissed a man and it was a full on make out.

We ended up going the whole 9 yards. Passionately kissing and fucking. I went down on him and sucked him till he was hard. He went down on me and sucked me for a minute or two, then got up snd put a condom on. I got on all fours and he got behind me. He slowly pushed his cock in, let me adjust, and then started speeding up. I had gone soft, but was loving the fucking i was getting from behind. It wasnt long till he moaned that he was going to cum. He pushed deep inside of me, paused a moment, then slow pumped me as his orgasm subsided. He pulled out and went to the bathroomto throw his cum filled condom away. Then he came back to bed and laid next to me. And unlike most of my hookups up until this point which were wham bam thank you man, after he finished we just laid there and talked. Which led to making out some more, which then led to round 2.

We were caressing each other as we made out. My hand traced his stomach down towards his groin area and I felt that he was starting to chub up again so I straddled him while we were making out. I was grinding my ass back and forth over his cock getting his chub to full attention. I reached down between my legs, grabbed his cock and was halfway stroking him and half way rubbing the head of his cock over my hole. I broke our kiss and asked him of this was ok as i let his cock start pushing into my hole without a condom on. He nodded yes and started kissing me again. As we made out I lowered myself back onto him. Squeezing his cock with my ass as I inched him deep inside me. He moaned as I slid down onto him. Then I built a rhythm. Our make out session took a break as I sat upright and started grinding on him. My hips would alternate between back and forth and up and down. Slow at first before I took the pace up a notch. After a few minutes of that, he grabbed my hips and started thrusting into me. Pulling me down on top of him while pushing deep inside of me. His breathing got heavy and I knew he was close. I grabbed my own cock which was so hard already and started stroking myself vigorously. In no time I moaned, grunted, and shot my load onto his chest. He then grunted and pushed hard into me as he came inside of me, filling my ass with his cum.

When we were done, we made out one last time as he was heading out the door. Unfortunately I never saw him again.

My first time making out with a guy was one of my best hookups! Now if I could find a relationship like that, that would be great! Lol