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Ugh I used to be so obsessed with Rachael Leigh Cook

A black shirt creates a tonal foundation that lets your suit color, fabric, and accessories do the talking

If youre not quite ready to drop half a grand on a dress shirt your grandkids will fight over, he also recommends a more wallet-friendly hack: These days, Charvets shirts are all over the vintage market, and you can reliably score one for a lot less than retail

Machine wash on cold

They're purpose-built orthopedic shoes designed with comfort-focused support features and they're finished with the kind of refined, dress-ready silhouettes that work for the office, a wedding, a dinner out, or anywhere else you need to look put-together without sacrificing your wellbeing