HELP first time sex 🤪🙃

I’ve talked to this guy for a long time. We’ve been off and on but it’s never hard for us to get back to things. He wants to hang out and lose his virginity to me. He told me he wanted it to be me and I want my first time to be him. We stopped talking for a while but we started talking again. He still wants to lose it to me but he treats me a little different. Not the best but we don’t really have anything serious rn so it’s not the biggest deal to me. We talked about it and we both don’t want anything serious just trying things out and it’s probably gonna happen more than once we both agreed. My virginity isn’t a big deal to me bc people have sex all the time but I just want it to be someone I’m comfortable with and that him. I just don’t know if he deserves it bc he was the one who first cut things off but we’ve been back and forth so idk. I need an opinion if I should do it or not.