This happened a few years ago and I still think about how unlikely it all is. I have had some gay thoughts in the past but I chickened out on actually hooking up with someone until one day this guy on Grindr messaged me. He was about 30 and after We started talking about doing it and telling him that this was my first time with a guy and wanted to try being a bottom, he suggested that I should come to the hotel he was staying at. Said that he wouldn't force me to do anything I didn't want to and I came over.
However when I got to his room and opened the door, the last thing I was expecting was him being a foot taller than me (think he was like 6'5ish and I'm 5'7), him being built like a linebacker, and wearing nothing but a towel. Naturally this caught me off guard yet my dick hardened almost immediately and since I was wearing grey sweatpants he could see it too. I don't remember exactly what he said to me but it was along the lines of "well it looks like you really wanna go so how about we get started?"
He got up from the bed, walked over to me, started caressing my neck and eventually it ended up as me being pushed violently against the wall while we made out. By this point I had ripped off his towel and was stroking his 8'5 inch cock. After what was the best make out session of my life, he told me that I was going to suck him until he felt like I earned being rammed. Without hesitation I immediately got on my knees and attempted to deepthroat him, honestly I didn't do well at first but he told me how to give a good blowjob. I loved every second of having his cock in my mouth, it just felt right for me to be on my knees servicing a cock.
We then moved to the bed while stripping me of my spit covered clothes where I continued to blow him for around 20 minutes. Somehow I managed to completely swallow his whole cock when we moved to the bed and it made me realize that I needed to get fucked. So after swallowing his cock one last time I climbed on top of him and started making out with him again hoping that he would manhandle me into getting into position and thankfully he did. He grabbed one of the several condoms that were on the nightstand and was about to put it on before I told him I wanted him raw. This caught him off guard but he obliged me.