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The mood in one sentence Dressy casual means you should look like you came to a wedding, not like you accidentally wandered in from brunch but also not like you misunderstood the event and arrived ready for a black tie gala

First gaining prominence in the mid-century, they retain retro swagger while feeling as fresh as ever today.They are appealing in every way, from their eye-catching silhouettes to how they carry themselves

Chase Winfrey does that a lot, even with suits

Rothys sneakers for ultimate comfort (and bonus points for being machine washable) and Air Force Ones (the chunkier heel provides support for long days)

A black shirt with light jeans is fine, providing you throw on some black shoes to tie it all together