Growing up I always considered myself straight but when I was 20 I found myself questioning my sexuality and becoming increasingly interested in sex with men. I was watching a lot of bi and gay porn and eventually I downloaded grindr and found myself swiping and chatting with guys in my free time.
Eventually I connected with an older guy, 55, who lived about 20 minutes from me in a nice suburb. We started chatting around noon and soon I was sending him pictures of my cock and ass in all sorts of positions and he was telling me how bad he wanted to teach me a thing or two about men. We started referring to each other as daddy and son and the whole afternoon was filled with the horniest messages.
He asked if I wanted to come over that evening and I was hesitant at first since I'd never been with a man but eventually I decided I couldn't take it anymore and he sent me his address. I drove over and parked a few blocks away and walked to his house.
He let me in and we hardly said more than a few words before he had me strip in his living room. Soon I was on my knees and he pulled his cock out of his jeans and he took my hand and showed me how to stroke it and after a while he asked me if I wanted to lick it. I told him yes daddy and I began to lick it up and down the shaft and down to his balls.
We moved to his couch and he sat back and told me to kneel down besides him on the couch and to put his cock in my mouth. I was hesitant at first because I didn't know what I was doing but he called me a good boy and gave me direction and that got me so horny I started to get more and more into it. I was taking most of his cock in my mouth now, slobbering all over it and he was grabbing my ass, asking me if I was a good boy and if I liked daddy's cock. I loved daddy's cock.
Eventually, he told me to lay back on the couch and he bent down and started to tease my ass with his tongue while he stroked my cock. He told me he needed to make sure my boy hole was nice and wet for his cock, especially since it was my first time. It felt so good feeling his tongue probe my ass while his strong hands stroked my cock.
After rimming me for a bit I told him I wanted his cock so bad and he started to tease my hole with his head, pressing it and rubbing it against my hole harder and harder. When he finally popped it in it felt so good but also hurt and I think he could see the discomfort on my face because he told me I was such a good boy and he took it really slow and easy till the pain started to subside and then he began to fuck me deep and slow, hitting my prostate just right so that I was leaking precum everywhere.
He picked up the pace and began to fuck he faster while stroking my cock and I came all over myself, just shooting load after load all over my stomach and chest and my orgasm squeezing his cock in my ass as he fucked me till he soon came inside me. I know it was stupid to fuck raw but it felt so amazing when his cum filled up my ass. And all ended well.
We cuddled for a bit afterwards and eventually things got hot again but that is a story for another time.