So I just recently experienced my first anal sex session and omg it’s painful!! We did it twice. The first time 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 not to 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 reading what tips you all have!!