So my boyfriend and I have always been down to try new things. When he asked about anal, saying he just wanted to try it, I was a little hesitant. Due to his size, it’s already hard enough to fit into my vagina which I can’t even begin to imagine the pain of anal. We were planning on doing just one stroke and seeing how that went because he doesn’t want to hurt me. However, I have never even thought about anal and was wondering if anyone had any tips they could share.