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Best Men’s First Date Outfits 2023: A Complete Guide

From a stroll through the park to a romantic dinner.
Best Men's First Date Outfits
IMAGE: ALLSAINTS; FRAME; BOSS; ADOBE. DESIGN: STYLECASTER.

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When picking a men’s first date outfit, you’re going to want to put your best foot forward because dressing to impress is a great way to show them you care. If you’ve already decided on the location and mentally prepped yourself, next up is the ‘fit. What exactly should you wear on a first date? Well, it’s up to your personal style, the date location, and the date activity.

Depending on what you have scheduled, there are a slew of options when it comes to your outfit choice. Going on a scenic hike? Opt for a cool hiking sneaker . Taking them out to a fancy dinner? Then you’ll need a nice dress shirt that’s a mix of luxe and casual. Here at StyleCaster, we’ve gone on a quite few first dates ourselves. You could say we’re masters of nailing the outfit, so we’ve put together a list of incredible options that’ll work for a range of destinations and activities. But just remember to go with what you feel comfortable and confident in, and be sure to also incorporate your personal style so your date gets to know a bit about you through your sense of fashion.

Don’t sweat this big decision too much, though. We’ve got you covered with clothing that’s guaranteed to impress your date and keep you feeling super confident while you get your rizz on. From a pair of classic sneakers to an edgier mesh top, our picks truly cover all of the bases. Keep reading to see some of our favorite men’s outfits for a first date.

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