Winter Date Night Outfits

Dig out the lip balm.

01.12.21

By Lucy Mahoney

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What can we say? Something about winter makes us want to wrap up in the arms of another. So we’ve collated our top picks of seasonal date night outfits; approved for keeping hearts warm when toes are cold. Winter-approve your date night, no matter how you decide to romance. Let’s dive in.

Wining and Dining

Calling all foodies. For a dinner date outfit, jersey is our go-to. Woven with interlocking loops to provide comfort and stretch, jersey skims your silhouette and showcases your shape, while adjusting to your body (and second side plate).  Style a slinky knitted sweater dress that drapes to the calves as a flattering midi. Team with a pair of black boots and an oversized leather jacket. Then add a pop of color with a yellow purse.

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2 In 1 Knitted Top And Midi Dress
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Knitted High Ankle Block Heel Sock Boots
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Zip Detail Longline Leather Belted Jacket
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Patent Faux Leather Buckle Shoulder Bag
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Bar Hopping

Our ideal first date outfit involves a little leg and a lot of cocktails. When you want to make an impression from the get go, dial up the heat in a satin mini date night dress that elongates the look of your legs. For winter, we’d recommend indulgent rich tones, from deep earthy browns to plush reds and burnt oranges. Go the extra mile in a sultry cowl neckline, designed to show your décolletage. Finish the look with strappy kitten heels.

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Plus Size Chocolate Mini Dress
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Strappy High Leg Block Heels
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Croc Embossed Structured Shoulder Bag
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Chunky Twist Hoop Earrings
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Christmas Markets

Rom-com lovers, live out that cheesy Lifetime holiday movie. If you’re in need of date night outfit ideas for market strolls, frame your face with a cozy knitted beanie and keep those ears warm and well-dressed. Throw it back to fall and style with a seasonal plaid longline coat layered over a white chunky knit cardigan. Balance out the look by adding a sprinkle of androgyny with a shapeless wide-leg pant.

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Tailored Double Breasted Check Coat
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Cable Wrap Tie Side Cardigan
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High Waisted Wide Leg Pants
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Hot Headed Knitted Beanie Hat
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Ice Skating

Make them fall for you, literally. Hit the ice in a faux fur ensemble, made to hug your body and trap in the heat like the real deal, with zero harm to animals. If you’re confident on your skates, style a longline brown faux fur coat over a loose-fit floral midi dress. Add some skin-colored tights, and for those Bambies on ice, we’d advise some seamless biker shorts underneath. Complete the date outfit with black heeled ankle boots.

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Vintage Look Faux Fur Jacket
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Tiered Ruffle Floral Print Midi Dress
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High Waisted Slinky Biker Shorts
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Platform Heeled Chelsea Boots
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Coffee Mornings

Nothing screams wholesome date more than a hot cappuccino. For the ladies that date best while caffeinated, turn up to your favorite café in an adorable cable knit sweater layered over a patterned slip midi skirt. Experiment with color, from vibrant sage greens to plush deep purples. A leg slit that shows off a little calf balances out the coverage, too. Add chunky ankle boots and throw over a boxy leather jacket.

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Floral Print Split Hem Midi Skirt
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Recycled Cable Knit Sweater
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Petite Zip Faux Leather Aviator Jacket
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Woven Knit Long Fringe Scarf
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Netflix and Chill

Sometimes, the best dates don’t even require leaving the house. And better yet, they only cost the price of a Netflix subscription. But casual date night outfits need not be uninspiring. Keep it co-ordindated in a stylish blue three-piece loungewear set, made with fluffy knit fabric for ultimate softness. Or, if you’re both clear on the agenda, rock their world in a sexy strappy lingerie set. Neither will disappoint.

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3-Piece Fluffy Loungewear Set
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Faux Fur Cross Front Slippers
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Strappy Bralette Thong and Harness Set
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Vintage Lace 3-Pc Lingerie Set
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