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You’ve done it. You finally have a date for Valentine’s Day. It may be a gal’s night out for sushi or a romantic dinner at a cozy brasserie with your significant other; whatever the occasion, you’ve got plans on the 14th. And the best part about having Valentine’s Day plans? Dressing the part.
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Best Oversize Sweater
For Love and Lemons Laurel Sweater
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Heading to a casual Galentine’s night? Throw on a light pink cashmere sweater with a playful pattern, a pair of dark-wash denim, and some booties. Or are you off to a fancy, romantic dinner? Well, in that case, wear something a little flirty, maybe a velvet little black dress with some over-the-knee boots. The outfit you choose is a celebration of the day, a celebration of love, regardless of who you’re with and what you’re doing. And the most important rule in dressing for Valentine’s Day? Self-love: Choose an outfit that makes you love yourself first and foremost, something you are comfortable and confident in.
Whether your plans are taking you out on the town or to the comfort of your couch for a rom-com viewing in your heart-themed pajamas, we’ve got some inspiration for you to make this Valentine’s Day extra special. Don’t worry, it’s not all red hearts and mushy hues. We’ve got 31 outfits to suit every kind of soul out there.
It's not impossible to get something cozy yet sexy for Valentine's Day—like this sweaterdress, which you can wear with knee-high boots to dress it up. The batwing sleeves add volume drape and drama. Knitwear has never looked so chic.
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Best Midi Skirt
Keasmto Midi-Length Satin A-Line Skirt
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Best Midi Skirt
Keasmto Midi-Length Satin A-Line Skirt
A midi skirt goes with just about everything. We like it paired with a coordinating red top, or a white or black sweater, and some ballet flats or dainty heels.
This blouse is the ideal option if you're going straight to the bar or a restaurant after a workday. With pretty flared cuffs and accented wrist ties, this top oozes romance. Pair it with flared pants or a slinky skirt and heels for maximum effect.
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Best Maxi Dress
Free People Butterfly Babe Maxi Dress
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Best Maxi Dress
Free People Butterfly Babe Maxi Dress
Headed to an intimate date night? The lace-trim and floral print make this dress hard to resist. The classic A-line silhouette flatters most body shapes, while the capped sleeves add a timeless touch. Wear it with ballet flats, sandals, or even boots for a nod to the 1990s trend.
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Best Jumpsuit
Signature Cutie Hot Pink V-Neck Sleeveless Jumpsuit
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Best Jumpsuit
Signature Cutie Hot Pink V-Neck Sleeveless Jumpsuit
Hot pink is a color that will instantly make you feel confident. This easy-to-style-up jumpsuit oozes confidence and fun. The high-waisted top meets the lightly pleated pants for a simple yet tailored outfit. Pair with some killer heels and statement jewelry, and you're good to go on a hot date or drinks with your gal pals.
This dress is probably about as Valentine's Day as it gets. We recommend pairing it with some simple black or nude heels and a clutch to match. Pro beauty tip: Tarte has an incredible Maracuja Juicy Lip Plump that will make your lips pop. Trade your heavy matte lipsticks and sticky glosses for it—trust us.
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Best Floral Dress
Cassandra Tulle Maxi Dress
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Best Floral Dress
Cassandra Tulle Maxi Dress
Lean into the day in this utterly romantic dress. Featuring a red rose print throughout, the dress is make of tulle fabric that flows and drapes dramatically as you move. The square neckline and Empire waist make it wearable and flattering for a wide range of body shapes. Wear it with strappy heels and a cute shawl if it's chilly.
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Best Oversize Sweater
For Love and Lemons Laurel Sweater
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Best Oversize Sweater
For Love and Lemons Laurel Sweater
Whimsical blush bows thread this knit sweater to create a playful and flirty vibe. Featuring a loft pointelle knit with an oversize fit, the sweater is unique yet surprisingly wearable.
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Best Long-Sleeve
Popzone Lettuce Trim Mockneck
Layer this long-sleeve under a sweater or wear it on its own with a mini skirt for a wondrous winter outfit. The lightly frilled mockneck adds a hint of delicacy.
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Best Valentine's Day Shirt
Embellished Hearts Shirt
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Best Valentine's Day Shirt
Embellished Hearts Shirt
Looking for a shirt to capture the spirit of the day? Then consider your search officially over, thanks to this embellished shirt. Featuring a hearts-and-kisses print on the upper front and back, the shirt is made of lightweight cotton for easy wash and wear. Pair with your favorite blue jeans for an effortless outfit.
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Best Black Dress
Reformation Ottessa Dress
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Best Black Dress
Reformation Ottessa Dress
When in doubt, you can't go wrong with an elegant black dress like this one. Made of smooth georgette fabric, the dress is designed to be fitted at the waist. Throw on simple boots, add some key jewelry pieces, and you're good to go.
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Best Pajamas
Eberjey Gisele Relaxed Jersey Knit Short Pajamas
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Best Pajamas
Eberjey Gisele Relaxed Jersey Knit Short Pajamas
Those heart-themed pajamas we talked about? Here they are. Lightweight and super soft, you'll want to wear these all week long. The ideal "outfit" for having a quiet Galentine's Day night in watching rom-coms.
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Best Strapless Top
Staud Atticus Satin Top
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Best Strapless Top
Staud Atticus Satin Top
Wondering what to wear those tuxedo pants with? This is it. Made from satin for a luxurious, silky look and texture, the top's standout feature is the oversize bow. Are you the best Valentine's gift they'll receive this year? In this top, you certainly will look it.
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Best Dress for Teens
Rewind Juniors' Rewind Faux-Wrap Bodycon Dress
For teens, this faux-wrap dress is a top contender for best Valentine's Day dress. Made of touchably soft velvet with a burnout pattern detailing, the dress is as easy to wear as it is to style. Simply add your favorite shoes and dainty jewelry, and you're all set for your date.
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Best Overcoat
Saint Art Toby Tuxedo Overcoat
Taking the tuxedo trend to outerwear is this light pink overcoat with a contrasting black charmeuse lapel. Get all the sophistication of a tuxedo in pink overcoat form. There's nothing chicer than this.
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Best Casual Jeans
Abrand Jeans A 99 Low & Wide Walk Away
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Best Casual Jeans
Abrand Jeans A 99 Low & Wide Walk Away
Low rise is back in, as is the wide leg. These are great for a chill date like a walk in the park or a shopping spree. Cute and flattering, without trying too hard.
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Best Flats
Schutz Arissa Square Toe Ballet Flats
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Best Flats
Schutz Arissa Square Toe Ballet Flats
With a flouncy dress or silk midi skirt, ballet flats finish off the outfit with a romantic flair. They can even be dressed down if you wear them with tailored jeans.
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Best Dress for an Occasion
S/W/F Plunge Dress
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Best Dress for an Occasion
S/W/F Plunge Dress
Stray from pinks and reds, and instead opt for a purple that's equally as eye-catching. The lightweight georgette fabric and plunge neck create all the drama that the night needs. Complete the look with a metallic clutch and coordinating heels.
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Best Black Blazer
River Island Shawl Collar Tuxedo Blazer
Women's tuxedo blazer are one of the key looks of the past 12 months. Classic men's evening wear is translated into womens wear with ease. Pair with coordinating loose-fit pants and a sleeveless, low-cut top for a quietly chic look this Valentine's Day.
This cotton cashmere is comfortable and in theme, whether you want to wear it casually with some black jeans, together with the coordinating joggers, or out to dinner with a mini skirt.
Brigitt Earley
Contributing Writer
Brigitt is a writer, editor and craft stylist with nearly 15 years of experience. She specializes in lifestyle topics, including home, health, parenting, beauty, style, food, entertaining, travel and weddings. She has written for Glamour, People, Good Housekeeping, Women's Health, Real Simple, Martha Stewart, Apartment Therapy, The Spruce, and more.
Paula Lee
Freelance Fashion Editor
Paula Lee is a freelance Fashion Editor. Off duty, she can be found day-tripping around the tri-state area, hanging around farm animals, or browsing the library stacks.
Gaby Keiderling
Gaby Keiderling is a New York–based writer working on fashion, lifestyle, travel, and sports features. She also covers celebrity style for Esquire's “Get Ready with Me” franchise. Her work can also be seen in Vogue, Harper's Bazaar, and more. Sometimes you can spot her around the West Village, out on a walk with her dog, Sneakers.
