I’m a 23yr female, I tried anal for the very first time last night. I always got turned on by the thought of anal but was always too scared to ask or try. I’ve tried multiple times with different partners but everytime, it would be so painful they couldn’t even stick the tip in. Last night, I hooked up with an older man, he knew exactly what he was doing and took me to heaven for about an hour. Round after round after round. When he was fucking me from the back I felt him stick his whole finger in my ass, I was so taken aback that I reacted by jumping a little bit. It was painful but felt so good? He was actually fingering my ass not just sticking his finger in. Eventually he started trying to stick it in, he talked me through it and told me to relax because I was tensing up so much, it hurt so bad. He got about halfway in when I started trying to push him off me but he didn’t stop. It hurt so bad but I wanted him to keep fucking me so I put up with it for a minute. We even tried lube and it was just unbearable. Until I tensed up so much I needed up peeing. I was so embarrassed. My question is, the thought of anal turns me on so much, I definitely want to try it again but does it get any better? Is it supposed to hurt this bad the first time to begin with?