Anal on me

Sooo for a while i’ve been wanting to try anal but im to scared with him putting his penis in there cuz of how painful it would be. Is it the same as the first time for your vagina? I think i want to start off with just his fingers but idk how to bring this up. We’ve talked about it as a joke but idk how to talk about it seriously. Should he wear a condom on his finger? Does a lot of poop come out while doing it?

I just need advise because idk anything about anal.

Please only positive comments! I’m already so shy and nervous about this.