Sex used to be painful for me, since I have not had it before. Sex has stopped beig painful during sex, but still hurts so bad whenever he enters me. We've been having lots of foreplay, stopped using ribbed condoms, and switched to silicone lube (and lots of it). We have tried him entering slowly, me on top, everything. Him entering hurts the least. He's been really great at trying thins out to help - extra lube at my entrance and the head of his penis, talking me through it. Nothing has worked yet though; any tips?