As a Californian who wears them nearly daily outside work, trying to understand why certain “stylish” cliques have such a hostile reaction to men in flip flops? Especially if you take care of your feet as I do (regular pedicures, etc.), why does this one thing drive some people crazy?

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Definitely an urban / east coast mentality.
I had it, and kept it up my first year or two in Florida. Now I have three different pairs of flip flops that I’ll change up based on the occasion.
Reef Mick Fannings for all around
Reefs with the bottle opener for party time
Rainbows for “dressed up” flops.
When you live in a place that is hot and humid they are simply more comfortable than anything else. I wouldn’t wear them to work or anything, but the moment I get home kick off the AEs and throw on the reefs.

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I think it’s also a Midwest thing. Men don’t have bared toes. It’s like a thing. Whereas in CA, it’s super normal. I’ve literally never thought flip flops were weird. I’m a CA native and anyone I’ve met with that has that persuasion is from outside of CA

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I only wear flip flops (slides) poolside. To me slides are a lot more stylish than flip flops though. I like Gucci ones.

can you give an example? i think they’re just so casual as to be almost inappropriate when not by the pool/beach/house. i wear them a lot in the summer - i just feel a bit self-conscious outside of those situations.

lol i would never say that out loud, nor do i think it, but flip flops do instantly and entirely nullify all formality

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I think I agree with the consensus here - seems to be more a regional thing than anything else.

Why not boat shoes

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