My boyfriend [19M] and I [18F] have been together for a few days now, but this issue has been happening all throughout our friendship (8 years). When we would go out to eat (as friends), he would always pay for our food together. At first, I didn't question it because he would say it was a way of paying me back (I help him with his homework a lot). I thought, cool, free food. But now it's like a reoccurring thing. On Saturday, we went to Philly and got boba from a boba shop. I offered to pay for his drink with mine, but he said no need and pulled out his card, tapping it on the card machine before I could say okay or not. He did it again when we got ramen and I got annoyed.

A little background, he comes from a wealthy family. His family has their own business in construction. He always had a large allowance, and he works for his family sometimes, so they pay him too. I have a weekend job, now as a cashier. I don't make as much as him, but I have enough to treat him out for something. I've tried, but he never accepts it, telling me I should just save my money. He said it's also a waste for me to buy him lunch, since my parents check my receipts and statements anyway.

I just feel really bad. I've kinda stopped ordering drinks or lunches when we go out together. I don't want him to pay for everything. A few of my friends don't think there's anything wrong with it. The rest of my friends think that if I let him keep doing this, I'll be a 'gold digger' or something. Today at school (my school has a student coffee shop) he wanted to buy me some coffee or food there, but I said no. He looked kinda sad when I said that, and now I feel even worse. So half of my friends said I was rude. The other half said he was controlling.

I appreciate the things he does, but I don't want him to think that I'm taking advantage of him. I always cook and bake for him on a weekly basis, and make him a lot of homemade gifts to show my love and appreciation. And, like I said, I stopped ordering things when we go out (I'm talking like food or drinks). But WIBTA if I let him continue to do this?