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IME you're probably SOL.
Her past is definitely not normal, 30 is a lot! If you can't accept her past than you need to go and find someone else. Also, has she treated the sex with you as meaningless? As just sex? If so, that's a big red flag, coming from a woman in a RS that is.
I'm a VERY loving and affectionate man looking for the same in a woman for a long term relationshi.
If someone was answering my questions with a joke all the time, I would just switch off and move on.
If you stay in this relationship with him, and especially if you think you have a future together, make sure you are both aware of each other's feelings about strip clubs and lap dances and can come to some kind of agreeement about them. While you're at it, discuss porn and masturbation. Make sure you know how he feels about using porn because that seems to hurt a lot of women when they find out how much their bf's use porn.
I always expect to pay. (An ideally so should she.)