I had a date with a great guy. He ordered two glasses of wine for $36. I expected him to at least offer to pay the tip. He didn’t. Should I have spoken up?
Dear Moneyist, I went on a date with a great guy last week. We both ordered salads and entrees at a famous restaurant in Los Angeles.
But — yes, there’s a but — he ordered two glasses of wine, which cost $18 each. He had a Chardonnay with his salad, and a Cabernet with his main course. I don’t drink during the week and was happy to drink tap water, but I make no judgment about anyone who does choose to have a few drinks, especially on a first date.
Now onto Cabernet Dreams. What should he have done? If he were writing to this column, I would say, “Offer to pay for the beverages, and if she refuses, tip 20% and ensure that your date does not add a tip.” He did not do that. Yes, it’s a bit rich to expect someone to pay for your drinks. One glass of wine? I would let it slide. Two glasses of wine? I’d be on the fence, just like you. Three glasses of wine? I’d say, “I’m not paying for your wine, Buster!” And I’d say it with a smile.
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