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Listen up men! We debunk what to wear on a first date - Get your fashion on with these stylish first date tips for gentlemen. Whether it's your first date or first anniversary, every guy could all use a little help figuring out how to dress for a date. Check out our go-to outfits for upscale. The hardest part is over. You asked them out and they said yes. Keep the momentum going in with a casual date outfit—see what you should wear for a laidback.

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