So my boyfriend's favorite (physical) thing about me is my ass and he really wants to try to try anal. I've tried anal with an ex a couple times and they didn't go so well (first time the condom ripped since we didn't use any lube except what was on the condom and rhe second time just flat out hurt). I've also given birth and pretty sure I got hemorrhoids from it. I want to try anal with him since he does anything I ask him to, but I'm afraid it'll hurt too badly again. Any tips/advice?