U Up? cover image

What’s Wrong With Settling?

U Up?

00:00

The 'Ass Man' Hat Debate

The hosts debate whether wearing a hat with the phrase 'ass man' would be a red flag or a deal breaker on a first date, and discuss their obsession with hats and different phases of hat wearing. They also share an anecdote about wearing the 'ass man' hat to a bar and receiving mixed reactions.

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