I know this is an old post but....
Make sure you use a really good water based lube.
If it hurts then tell him no. It should not hurt with the proper amount of lube.
It will get easier unless he is way too big and that isn't your problem, but if he can't deal with working with you then he isn't worth it. If it hurts and you say stop then he should respect that. I mean take care of him with your hand or your mouth or whatever but sex should not be painful for either one of you.
If you asked and told him to stop and he didn't then that is rape. If it is too painful for you then he should respect that. There are other ways for him to get off other than hurting his girl. Between the tits, in the mouth, between the cheeks other than the hole, your hand and so on. Never let someone hurt you because if he does then that is a total disregard for you.
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