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16 Most Awkward Dates Servers Witnessed On The Job

13.

“I work at an ice cream parlor. A couple of years ago, I had a couple come in; it seemed like their first or at least one of their first dates. They were kind of nervous around each other, but they seemed to go together well. They’re looking over the menu, and they finally decide or whatever. They’re standing at the register, and the girl takes out her wallet to get ready to order hers. He insists he’ll pay, and they spend a minute or two going back and forth over this while I wait for them to order. They come to an agreement that he will pay! Thank goodness. It’s always awkward standing there while people argue over this, and both of them shove their credit cards at you and expect you to choose who is responsible for the bill. They order, so I go get their sundaes, ring them up, and once this guy sees the total (which was probably like $10 or less), he awkwardly stands there for a minute and says to her, ‘Can we do them separate?'”

“Then, he turns to the girl and says, ‘You still wanted to pay for your own right?’ She looks kind of like, ‘…TF?’ and slowly gets her wallet back out of her bag that she’d put away WHEN HE DECIDED HE WOULD PAY and was like, ‘Yeah, sure, that’s fine.’ They sat inside in mostly silence for 15 minutes, and she was no longer interested. I didn’t know who to feel bad for. I’m all for splitting the bill; I would never expect a dude to pay for me just because I’m a woman, but after the few minutes they spent debating, he insisted and then instantly changed his mind because his date was not worth $5…that was an awkward one (especially because that couple and I were the only people in the shop the whole time).”

—seanuh

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