virgin problems

How do I relax myself enough to have sex smoothly, we've just tried several but I always feel myself flinch and tighten around his penis so it hurts more. Idk what to do I just can't fully relax myself and I get paranoid cause I know the pain is coming. We've tried both back shots and missionary. So far the deepest he's gotten is with Back shots but it doesn't get deep enough to break my hymen because I tighten up. PLEASE HELP ME RELAX