I was a rubber guy until two weeks ago. i met a a recently divorced guy on CL. He was looking to try a guy's arse after his wife's. I made him wet then a laid on my stomach reached back and stroked his dick into my butt. It was awesome. He stopped several times to hold back. The naked cock felt so good, I cum handfree after about 5 minutes. He pulled out and did not go. So my first planned bb was a 50-50.
I said planned, because I think my first ever top tricked me and bred me. He started with a condom on and fucked me strait to heaven. It was a great initiation. I came back "online" over a hour and half later when I finally blew huge one while his huge dick was banging my prostate in doggy style. After he pulled out I saw the rubber in his hand but actually I have never seen him to take it off. My ass was wet but I don't know from lube or cum. He finished in my mouth, but took time for him to cum. (clue #2)
Si I'm still looking for the first sure one.