So I just recently experienced my first anal sex session and omg it’s painful!!! We did it twice. The first time it didn’t hurt as much because I don’t think he was all the way in but the second time he said he only put the tip in but it felt like all of it was up in there! 😂🙈 he is thick when he’s hard so I think that has a lot to do with it. I kind of did enjoy it a bit the first time and I’m willing to try it again but I most definitely need tips on how to do it better, how to not make it hurt so much, etc....help! Lol! We didn’t use lube, which we should have, but it was in the moment when it happened so that was on me! 😩🤷🏼‍♀️🤦🏼‍♀️ looking forward to seeing what tips you all have!