Anal has always been a problem for me. I have had Crohn's disease since I was 16, so my relationship with my ass has always been complicated for various reasons. The Crohn's is mostly under control, but I'm super, super tight back there and it hurts as a motherfucked to try basically anything. I've had two dilation proceedures done to widen my hole but it's hasn't held up. A day or two later and I'm just as tight. After the last time I just haven't bothered to try it again, I just don't have the energy. I've tried with lube and fingers, lube and toys, alone, with a guy, it never works. All made worse because I'm a submissive bottom. I don't really despair, even if it kind of sucks, but there's lots of things to enjoy around being pounded. I'm quite kinky so there's lots of other stuff I can "make due" with.