My boyfriend barely pays?

My boyfriend and I have been in a relationship 8 months. He's an engineer making a salary I think like 80k a year and I make 20k a year. He has a house he rents from his parents, car payment, paying back college loans etc. He very rarely pays for our whole date. I typically look at the bill and send him my half. And he doesn't have a problem with it he just lets me do it. I feel bad making him pay the whole thing but it's making me feel like a friend. He makes me feel special in other ways but this is a bit stressful. I've gotten upset about this before and he told me I don't have to send him half but since then he still has been okay with me sending him my half. I'm not sure what to do because I send him it because I feel bad letting someone pay for me but I just wish when I did he would stop me and tell me he's got it you know? I'm not sure what to do because I don't want to ask him to pay for me more but this sucks.
My boyfriend barely pays?
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