Losing V plates casually?

Shona
Okay so I'm a virgin and a guy that I'm into messaged me a while back asking if I was a virgin and if so, if I was looking to change that. Obviously being the smooth ass machine that I am😂 I said it depends, because it does for me. So this guy wasn't looking for anything other than a hook up, or maybe a friends with benefits situation and he made it clear he didn't want to pressure me into anything but I don't want to get in over my head... Recently he messaged me again asking the same question. I know I'm the only one that will know if I'm ready but just asking if anyone can relate or give advice?