Split the check or let him pay? My broke date taught me a lesson

I went out with this guy last Friday in Chicago, and when the bill came he just stared at it. I offered to split, he said no, then asked me to Venmo him $40 because he forgot his wallet. Do I call that cheap or just honest? Has anyone else dealt with the awkward money dance, and what's the better move?

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hayden_butler2719d agoMost Upvoted

The part where he said he "forgot his wallet" kind of makes me pause, because that's a classic move if you're trying to avoid looking broke in the moment. But honestly, I think you're overthinking this one. He was upfront about needing the $40, and he didn't make you cover the whole thing, which is more than a lot of people would do. Being broke isn't a character flaw, it's just a fact sometimes. The real red flag would be if he ignored the bill completely or made you pay for everything without saying a word. What he did was awkward but honest, and honestly that's a better sign than pretending he had cash and then stiffing you later.