I have a friend who is very near and dear to me, and from time to time we fool around. On more then one occasion we have tried to take it a bit further and have anal sex but it is very painfull to me. He is round about 8" long with a 6" girth which isn't huge, but it feels more like he is shoving a road cone up my ass. I have tried various different ways to "loosen" up but all of them result in very painfull results. I have never been very receptive in that area. Guys much smaller than this guy have been terribly painfull. I am really wanting to find a way to over come this. Anyone here have any advice?