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Read This Next: What Women Notice About Men Who Take Care of Themselves First Date Outfit Ideas for Men Wax London Whiting Marine Beatnik Button-Up Overshirt $215 PAPER PLANES Wharfman Rib Beanie $40.00 Madewell Crewneck Heritage Merino Wool Sweater $128 AG 'Protg' Straight Leg Jeans $215.00 Johnston & Murphy Dawson Perforated Leather Sneaker $159.00 Best for: first impressions, drinks, casual dinners Outfit Formula: Jacket + knit + dark pants + clean shoes This first date outfit works because it looks intentional without feeling overdone