How long you been having sex? takes awhile to get adjusted, perhaps making sessions shorter, incoporating more foreplay that doesnt require penetration, lube will help.... you may also just be really small or your boy is really big. it happens. and sometimes if youre afraid its going to hurt youll naturally tense up and make it more miserable so consciously think about loosening up.
when it comes down to it, more sessions will make it more enjoyable, or at least i hope that for ya! g'luck
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