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3 Men’s Date Night Outfits to Try

Show off your excitement for date-night with these great looks.

3 Men’s Date Night Outfits to Try
October 17, 2019

Whether you’ve been with your significant other for years or are going out on a first date, chances are you’ve wondered how you should dress for a date night. In fact, 37% of men even say they worry most about what to wear when dining with their spouse or significant other.* We know that looking your best is standard, but what to wear on a date is mostly determined by where you’re meeting. Keep reading for our favorite men’s date night outfits.

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Something casual

If you’re going somewhere laid-back like a coffee shop or a bar, our favorite casual date outfit consists of dark-wash denim and a slim-fit sweater or long-sleeve henley. We suggest going with a great pair of boots instead of sneakers because it showcases effort and helps the outfit feel a little more special. Don’t forget to add a jacket—a water repellent coat if it’s wet out, or something heavier if it’s chilly. 

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Somewhere in the middle

So what do you wear for a date that isn’t necessarily formal and not really informal either? It’s probably best to err on the side of caution and go on the dressier side. You can never go wrong with slim or straight-leg chinos and a plaid dress shirt—just be sure to tuck it in and add a belt. For an added layer of polish, consider wearing a sweater overtop. Then complete the look with suede boots and a statement coat.

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Dressed to impress 

A dinner date is the perfect time to pull out all the stops. Don’t be afraid to embrace your inner Bond with a tailored sport coat and crisply pleated dress pants. Style the two with a solid colored dress shirt or something with a subtle pattern for an eye-catching combination. Our secret to giving your dinner date outfit a magical touch? Finishing off the look with a bold tie and coordinating pocket square for an unexpected pop of color.

Have a different kind of date night in mind? Talk to a stylist and they’ll be happy to find the perfect looks for you.

*Survey results based on a poll of 2,000 Americans, conducted by One Poll on behalf of Trunk Club.