Things Virgins Should Know Before Losing Their Virginity..?

So me and my bf are planning on going on vacation for a couple days next week and during that time we are probably going to do it. We are both 19 and we are both virgins. My only problem is <a href="https://play.google.com/store/apps/details?id=com.glow.android.eve">Eve</a>. is saying I'm going to be fertile that whole week, I'm not on the pill, and since I'm a virgin I'm scared of how much it'll hurt. So what was it like your first time? Does it hurt bad? Do you bleed a lot? Is a condom enough?