Dear Carolyn: Im a college student dating a very nice guy who happens to come from a wealthy family. I really like him, we get along great, we each contribute equally to the relationship and we see eye-to-eye on many things.
However, the financial differences between us have begun to take a toll on me. It is difficult for me to keep up with him and his friends who have become mine when it comes to eating out, going to concerts, Ubering long distances to bars, etc. I have addressed my financial situation with him bluntly in the past, and he offers to pay for me constantly.
I feel guilty for the normal reasons, but also because his money is really his parents money, and I feel weird adding expenses to the credit card bill they pay off. This weighs much more heavily on me than it does on him, despite my subtle offers to cook at home or to not drink and be designated driver so I can drive instead of paying for rides.