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Dear Em & Lo,

I’ve recently started seeing this older guy. So far we’ve been on three dates, and he always insists on paying for everything. I feel a bit guilty, but on the other hand he does have a pretty good and well-paid job, while I’m a student and can barely make ends meet. I’m really glad he wants to pay, otherwise I couldn’t even afford to go out with him that often, but I’m worried he might start to expect something back in return — as in, sex. And I really wasn’t planning on sleeping with him all that soon, because I prefer to take things slow and get to know him first.

So, is it okay to let him pay?

— Free Rider

What should Free Rider do? Share your suggestions in the comments section below.