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1Prints Charming
Achim Aaron Harding//Getty ImagesA printed, pleated dress with a pair of comfortable knee-high boots is perfect for a surprise date night.
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2
Yuhan Wang Green Pine Printed Jersey Dress

2
Yuhan Wang Green Pine Printed Jersey Dress
Now 60% Off
This printed maxi is versatile enough for V-Day and beyond.
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3Modern Skirt Suiting
Christian Vierig//Getty ImagesFor those looking for a reason to dress up this Valentine’s Day, consider opting for a classic skirt suit—but with a modern twist. A leather midi set with platforms will give the look an update for date night.
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4
Stand Studio Emery Shearling-Trimmed Leather Jacket
4
Stand Studio Emery Shearling-Trimmed Leather Jacket
Credit: CourtesyThis shearling-collar leather jacket is the perfect V-Day topper.
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5Lace Up
Edward Berthelot//Getty ImagesStyle a lacy bustier like you would a T-shirt for a sexy—but not too sexy—look that's dinner appropriate.
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6
Dion Lee Off-White Crochet Corset Tank Top
6
Dion Lee Off-White Crochet Corset Tank Top
Now 29% Off
Credit: CourtesyWear this Dion Lee corset with a pair of low-waist jeans for a '90s-inspired look.
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7Pair Off
Christian Vierig//Getty ImagesA well-tailored suit in an unexpected hue like powder blue will feel festive—but not kitschy. (Let the contrasting red handbag take that role instead.)
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8
Acne Studios Belted Blazer
8
Acne Studios Belted Blazer
Now 49% Off
Wear the blazer on its own or with its matching bottoms for a full vibe.
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9Trench Coat-and-Dress Hybrid
Edward Berthelot//Getty ImagesTake the guesswork out of getting ready and try wearing your favorite maxi coat as a makeshift dress. Style with tall leather boots for full coverage.
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10
Saint Laurent Longline Felted Cashmere-Blend Coat
10
Saint Laurent Longline Felted Cashmere-Blend Coat
This longline coat is the winter investment piece that keeps on giving.
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11Cozy Vibes
Christian Vierig//Getty ImagesIf you're just having a fun night in with your friends, opt for something comfortable—but still on theme—like a pair of blush-pink pants.
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12
Nanushka Fina Cable-Knit Wide-Leg Pants
12
Nanushka Fina Cable-Knit Wide-Leg Pants
Now 50% Off
Credit: CourtesyThese thick-knit cable pants from Nanushka are perfect for a chill night in.
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13Dressed-Up Denim
Edward Berthelot//Getty ImagesIf the occasion calls for a more casual ensemble, dress up your favorite denim with a chic sweater and heels. Luxe accessories will make the look V-Day appropriate.
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14
EB Denim Cross Over Pants
14
EB Denim Cross Over Pants
Now 40% Off
The crisscross closure on this pair from EB Denim makes them feel a touch more special.
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15Cinch It
Jeremy Moeller//Getty ImagesDon't have time to change between work and play? A leather topper—cinched at the waist—is perfect for both occasions. Finish the look with power pants and fun jewelry.
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16
Aeron Honey Single-Breasted Leather Blazer
16
Aeron Honey Single-Breasted Leather Blazer
Credit: CourtesyA single-breasted blazer with notched lapels is a cold-weather mainstay.
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17Sheer Genius Layering
Bring a sultry feel to your date-night look this Valentine’s Day with a semi-sheer midi skirt and knitted bodysuit. Streamline the look with flat dress shoes and a leather clutch to match.
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18
Coperni Ribbed-Knit Bodysuit
18
Coperni Ribbed-Knit Bodysuit
Credit: CourtesyThis rib-knit bodysuit's polo-collar neckline is adjustable, and it looks just as good with a sheer midi skirt as it does with jeans off duty.

Shelby Ying Hyde is a Brooklyn-based shopping and fashion contributor BAZAAR.com, with bylines on The Zoe Report, Teen Vogue, Essence, Nylon, Elite Daily and more. Prior to entering the editorial space, she worked at luxury e-commerce giants Net-a-Porter and Moda Operandi on the product editorial team, where she gained an extensive understanding of the luxury market as it pertains to shopping and engaging customers in a digital space. Follow @theshelbyying on Instagram for shopping advice, sale updates, and tips for building a well-rounded wardrobe.
Lauren Caruso is a freelance writer, consultant, and digital media strategist that splits her time between NYC and Los Angeles. She has more than ten years of experience within the publishing industry with a focus on fashion, beauty, and lifestyle, with tenures at Refinery29, Allure, and The Zoe Report.
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