Will never forget. Was a bored and curious 19 (4 years ago) year old on Craigslist and clicking on the 'men seeking men' section opened up a new world for me. So many men looking for sex and I wanted a piece of the action too. Especially as an avid gay porn viewer.
I set up my listing as a 'virgin chub bottom looking for his first time'. Got turned on by a couple of listings, but didn't connect with any of them for whatever reason. I tried a second time and my eyes completely were glued to a 40 something year old top with a really thick cock. We exchanged details and he asked what I wanted to do for my first time and I let him know that I just wanted to try oral first. He agreed and we met up the next day.
He parked right in front of my house made our way to my room (parents were away) and told me to just get naked. I was a little shocked at first, but didn't mind. It's sex after all! He noticed my enticed look on my eyes when I grabbed hold of his cock and asked if I've been wanting to do this for a while which I agreed. We made our way to the bed where he laid down and I performed amateur oral on him. It was my first time after all! Eventually he had me lay on my stomach to grind his cock against my hole. I'm sure I opened up for him quite nicely as he begun to slide in his cock as we laid side to side. He had me turn over on my back and lift my legs in the air, rubbing spit on his cock and my hole to stick his thick cock fully inside of me. It felt weird at first, but it was good. I closed my eyes and wrapped my legs around his torso as he barebacked me. He eventually finished off on my stomach so he didn't breed me fully, but I'm sure some of his precum did dribble in my ass.