I was 18 and just getting into the hookup scene. I answered an ad from craigslist and went to the guys place. Didn't tell him I was a virgin. I was sucked off once before this, so I had an idea on how to suck dick when he put his to my mouth. After a bit, he put on a condom and slowly sunk into my ass without prep. Being a complete virgin, I'm to this day surprised it did not hurt at all. He fucked me until I came and kept on going until he came in me through the condom. That was the only part I didn't like; I was already sexually finished and was waiting for him to be done.
My second time being fucked was a lot more memorable, but that's a different story. lol