First time

So there's this guy I've been talking to for about a year now , we've never slept together, but were planning too in a few weeks. He is huge like probably the biggest I've seen by far. I haven't had sex in while, I HATE condoms but I can't afford to get pregnant again I have two kids already, i will be on BC when we sleep together I just don't want to chance it without a condom so what is the best way to prepare myself for him (size wise) and what condoms are the best to use without feeling like he's wearing one?