First timers! SEND HELP

So my bf and I have been wanting to have sex for a while now we’re both ready, and he wants the first time to be skin on skin. BUT we just can’t figure it out! We’ve tried like three times to get him in me but it just ain’t happening. I’m nervous it’s gonna hurt a lot because I think one of the problems is he’s too big for me. Anyways if anyone wants to make me feel better about not succeeding😂 or tell us how to actually do it😂 we’re both virgins and quite clearly need guidance. he can’t figure out where exactly he needs to go and I want t help but I don’t know how! HELP