Q&A for How to Choose Hats for Your Face Shape

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I'm meeting a personnel manager for the first time for coffee, should I leave my fedora on or off?

Community Answer

A gentleman always takes his hat off when he steps inside. A lady usually leaves her hat on as it is part of her outfit.

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Question

When in a first business meeting, should I keep my fedora on or take it off?

Community Answer

Depending on cultural customs, the hat can be kept on when greeting other meeting participants, if the greeting is done with a handshake manner. Recommendations in the 'gold-period' of hat wearing was removing the hat in a nonchalant manner before shaking hands with someone, preferably so that the person in question does see the hat removal. This signaled dignified respect without theatrical showmanship.

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Question

What hats are good for short hair and glasses?

Community Answer

I would suggest a fedora, or beanie. However, a wide-brimmed sunhat might work as well.

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Question

What hat would be good for hair down to my eyes and sunglasses?

Cowboy 4 Jesus

Community Answer

It depends on what you like. Try a fedora, telescope style cowboy hat or something like that.

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Question

What kind of hat should I wear if I have a long, thin face and big ears?

Community Answer

Flat-billed hats normally work well.

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How do I choose a hat for my face shape if I am an elderly woman with a round face and medium length hair in the front?

Community Answer

Try a straw garden hat or a small fedora. Avoid very small brims and choose something else over a beanie.

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