I don't know much about anal sex..now, being a gay man this is somewhat of a problem. I recently lost my virginity to my boyfriend. He's kinda big..at about 8x5 or so. Anyway, it wasn't a very easy experience. Actually, we didn't really have sex because it hurt too bad. Now, without going into too much detail, I had sex with one other guy (no, I did not cheat on my boyfriend). He was significantly smaller, but he told me I had an extremely tight ass. Again, I don't know much about it. But, from what I have come to understand some guys asses are..tighter than others? I have a friend of mine who was able to shove an 8 inch dildo up his ass with very little discomfort, and he had never been penetrated by anything else. Anywa..I was just wondering if there are any positions that would help ease the pain? Or maybe any lubricants? I have astro glide, he has this ID stuff...I was thinking about buying some lubricant which apparently helps greatly..or so that's what I've been told. It's called..uh..booty-ez. My boyfriend experienced and takes it slowly..I just am a bit of a wuss . He'd never taken anyone else's virginity except mine.