The Perfect Winter Date Outfits Do Exist—Here Are 14 of Them


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Let’s be honest. Getting ready for a date can be stressful enough as it is, but when you also have to consider the frigid weather, it’s a whole new ball game. While you want to put your best sartorial foot forward, you also have to keep in mind that, more likely than not, you’ll be piling on the layers in preparation for the temperatures outside. Fortunately, just because it’s cold out doesn’t mean you have to compromise your personal style for the sake of overall comfort. In fact, there are plenty of winter date outfits that’ll give you the best of both worlds, and who could turn away from that?

To illustrate our point, we’ve rounded up some of the best cold weather–appropriate ensembles that are fit for your next date, whether you’re about to enjoy the first of many or adding in some extra quality time with your S.O. this season. Shop them all below.


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Style Tip: Brighten up a cozy sweater look with a pair of white trousers.


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Style tip: You can't go wrong with a chic turtleneck dress and classic earrings.


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Style Tip: Opt for leather leggings and a comfortable pullover for a more casual look.


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Style Tip: Pair a classic blazer with patent pants to create a cool ensemble for a night out.


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Style Tip: Nothing will feel chicer than a longline coat, a funnel-neck sweater, and wide-leg pants.


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Style Tip: A fisherman sweater will feel instantly polished with a slip skirt.


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Style Tip: Brave the cold with a chic faux-fur jacket and a pair of white jeans.


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Style Tip: A playful faux-fur jacket will dress up a casual pair of jeans and a tee.


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Style Tip: When the weather gets colder, add a shearling coat and a pair of tights to your ensemble for more warmth.


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Style Tip: Yes, you can wear a denim midi skirt for winter. Just style it with a simple turtleneck and boots.


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Style Tip: An all-red outfit will stand out unlike any other.


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Style Tip: Get tonal this winter for a fresh take on monochrome dressing.


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Style Tip: A long-sleeve dress with a pair of tights and slouchy boots will never do you wrong.


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Style Tip: Add a colorful coat to your otherwise neutral outfit for that extra pop.

See? Chic winter date outfits do exist.

Dale Arden Chong