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Dos and donts Do Wear something youve already worn and know youre comfortable in Break out your pieces you usually reserve for special occasions Think about what makes you feel the most confident Dont Wear a brand-new piece that risks being uncomfortable, like needing to mess with a falling strap or digging-in waistline Try to dress in a way where you wont feel like yourself Overthink it Daytime Coffee Date A daytime date poses a little bit more of a question mark than something like a dinner or drinks date might, but it should be approached as being that much simpler