Okay I know this topic comes up a bit, and I seemed to think I understood all about it, but here it goes....
My boyfriend and I have tried a bit of anal play, just fingers and the feeling are really intense so we thought after a while of that we would advance up to actual anal sex, well we used lots of lube and I mean lots we took it slow really slow, I was turned on and felt like I was relaxing, I didnt feel like I was tense or worried about it at all, but when he tried to enter me he could only go a little bit in, I don't even think the head was in, its like he can't get past the sphincter, at which point the pain was so intense it no longer was fun. I know he does not have a small penis, maybe this is just not an activity that I will be able to enjoy, I hope you guys have some suggestions for us, because this is something I would like to do.