I've been on both ends of the spectrum, and so have friends in all parts of the money spectrum. I may meet up with my struggling bartender or grad school friends and pick up the coffee or lunch tab. I might go out for a $500 dinner with my wealthy friends. In short, I try to meet my friends where they are at. And sometimes my poorer friends want to pick up the tab, too, because it sucks to feel like a relationship is uneven, which is why I always try to pick a place within their means just in case this comes up.
A lot of it depends on how secure one is in oneself, and how much of ones self-worth is measured against those around you. Some people are too insecure or don't have the energy to associate with people whose lifestyles are very different than theirs. Others are more fluid.
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