So I'm aware that there may be another thread somewhere about this, but after searching through the options that the forum listed as thick issues I figured it safe to ask. For the majority of the time, I am the bottom when in relationships. I love bottoming, there's nothing like it. The problem is this: I'm in a relationship with a man who is a versatile top and on rare occasion he wants me to do him, which I happily agree to. When I attempt to insert myself all the way (or even half way most of the time), he complains that I'm hurting him. This happens whether he is on his back or stomach. When he is on his side we have less of an issue. I can go in at least 3/4 of the way before he tells me to stop. We're both thinking that it's because I am 8 inches long and 6.5 in girth and when he's on his side he's more relaxed. We both hate doing it on his side, and he feels bad about me not being able to put it all the way in, but it's the only way that we've found to do it so far. Two questions: 1) Do you think it really has to do with my size, or is it more about his ability to relax? 2) If it is my size that's the issue, is there any other ways that we could do it to alleviate this problem? Thanks a lot guys!