Winter Date Night Outfits

Dig out the lip balm.

18.10.23

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, comfort is key. Jersey fabric is with interlocking loops to provide comfort and stretch, skimming your silhouette and showcasing your shape, while adjusting to your body (and second side plate).  If figure-hugging fits aren’t your vibe, opt for a dress with a relaxed silhouette. Extra points for long sleeves to battle the chill. Team with a pair of chunky boots and an oversized leather jacket. Then add a pop of color with a fun purse.

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Celestial Embellished Velvet Neck Tie Mini Dress
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Floral Placement Printed Mini Dress
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Brushed Knit Crew Neck Sweater Dress
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Floral Devore Sleeveless Swing Dress
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Square Neck Long Sleeve Mini Dress
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Ribbed Funnel Neck Mini Dress
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Animal Devore V Neck Mini Dress
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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 mini date night dress that elongates the look of your legs. Go the extra mile in a sultry cowl neckline, designed to show your décolletage. Opt for luxurious fabrics, like satin or faux leather, and finish the look with strappy kitten heels or chunky boots for a contrasting look.

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Premium Faux Leather Metallic Star Mini Dress
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Petite Satin Cowl Halter Neck Mini Dress
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Rose Floral Devore Cowl Slip Mini Dress
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Crackle Faux Leather Strappy Mini Dress
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Premium Leopard Faux Leather Dress
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Floral Devore Bandeau Mini Dress
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Petite Halter Textured Satin Slip Dress
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Embellished Flute Sleeve High Neck Mini Dress
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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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Curly Borg Longline Coat
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Premium Wool Blend Scarf Coat
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Premium Wool Blend Fringe Coat
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Faux Leather Borg Trim Bucket Hat
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Cable Knit Funnel Neck Sweater Vest
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Metallic Oversized Chunky Knit Sweater
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Brushed Oversized Knitted Mini Dress
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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 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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Lace Trim Satin Slit Maxi Skirt
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Tailored Pocket High Waist Maxi Skirt
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Corduroy Column Maxi Skirt
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Shape Jersey Sculpting Midaxi Skirt
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Premium Faux Leather Maxi Skirt
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Turtleneck Relaxed Long Sleeve Sweater
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Cherry Slim Fit High Neck Sweater
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Turtleneck Relaxed Long Sleeve Sweater
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California Oversized Knitted Sweater
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Slouchy V Neck Oversized Sweater
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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. Enter the sweatshirt and leggings combo. Pair flared leggings with a sweatshirt or graphic tee for a stepped up chilled night look. 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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Cropped Long Sleeve Sweatshirt
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High Waist Flare Leggings
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Yale Oversized Graphic Sweatshirt
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High Waist Puddle Flare Leggings
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Mick Jagger Oversized Graphic T-Shirt
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Lace V Underwire Basque And Thong Lingerie Set
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Rose Embroidered Underwire Ruffle Lingerie Bodysuit
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