34 Valentine's Day Outfits That Are Actually Cool

Valentine's Day is right around the corner, and we are well aware that this could either be a very good or a very bad thing in your mind. But regardless of the feelings that this Hallmark day brings up, Valentine's Day is the perfect opportunity to style your favorite pink and red pieces in the coolest ways possible. Basically, Valentine's Day outfits that are anything but cheesy lie ahead, and we are really excited for you to see them. Whether you're looking for the perfect date outfit, or a simple way to show your festive nature at the office, the stylish ladies here have some ideas for you.

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(Image credit: Collage Vintage)

Heart sunnies, a black leather trench, and a light pink outfit are the ultimate way to showcase your inner cool girl.

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(Image credit: Style du Monde)

A puffer to keep you cozy and warm, even if that's the only thing that will this V-day.

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(Image credit: Style du Monde)

These unique heels are the perfect touch to this monochromatic look.

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(Image credit: Style du Monde)

For the girls who just need to add a pop of color to an all-black look, this boa will do the trick.

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(Image credit: Style du Monde)

This cheetah print coat is ideal over a cozy hoodie, contrasting pants and all.

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(Image credit: Collage Vintage)

For those whose relationship status can best be defined as "it's complicated," stick to an ensemble that has it all together. 

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(Image credit: Collage Vintage)

If you're going for the cool-girl look, this bright pant and sunnies combo is just right.

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(Image credit: Style du Monde)

When you're in love with the color pink, this coat will tell the world for you.

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(Image credit: Collage Vintage)

This long '90s trench is the personification of edginess.

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(Image credit: Style du Monde)

Just wanna sweat out your relationship woes at the gym? Throw on this coat, grab your color-blocked bag, and run.

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(Image credit: Collage Vintage)

If you're meeting your significant other for a lunch date, this look works well in and out of the office.

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(Image credit: Collage Vintage)

Wear your feelings on your sleeve (or your shirt).

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(Image credit: Style du Monde)

All-red, don't care.

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(Image credit: Collage Vintage)

A sequined shimmery skirt is bound to draw all the right kinds of attention.

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(Image credit: Collage Vintage)

Pink cords? Say no more.

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(Image credit: Style du Monde)

Red, white, and chic all over.

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(Image credit: Style du Monde)

Cold on the outside, warm-hearted on the inside.

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(Image credit: Collage Vintage)

The subdued floral details on this dress combined with the puffed sleeves are a perfect balance of romance and subtlety.

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(Image credit: Collage Vintage)

If you're a little salty about the holiday but need an excuse for a pop of color, this statement bag will do the trick.

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(Image credit: Style du Monde)

The leafy accents on this plaid trench are a perfect touch to bring this look to the next level.

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(Image credit: Collage Vintage)

A look that proves you're festive and a boss all in one.

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(Image credit: Style du Monde)

This dress brings a more eclectic vibe to the table.

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(Image credit: Style du Monde)

If a romantic connection is what you're hoping for this holiday, keep your phone in your fanny pack and look up.

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(Image credit: Style du Monde)

A perfect look for a movie night with your loved one.

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(Image credit: Style du Monde)

You can never have too many stripes, especially ones that work this well together.

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(Image credit: Style du Monde)

Who says lime green isn't a Valentine's Day color?

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(Image credit: Style du Monde)

When you want to be low-key but be slightly festive, opt for these high-waisted pleated red trousers.

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(Image credit: Style du Monde)

Wear this printed dress and slouch boot combo to a Valentine's Day dinner with your girls.

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(Image credit: Style du Monde)

This woven trench radiates ultimate 70's vibes, but the fur Gucci fanny pack makes it look modern.

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(Image credit: Style du Monde)

A chunky red knit sweater is good for any occasion, including Valentine's Day.

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(Image credit: Style du Monde)

The intricacy of these floral details is a flattering contrast to this plaid blazer.

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(Image credit: Style du Monde)

Can't decide between jeans and a dress? Feel free to wear both.

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(Image credit: Style du Monde)

A cozier-than-cozy look for a laid-back V-Day.

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V-Day reppin' at the office. 

Lauren Eggertsen
Editorial Director

"Copy (200 words): Lauren Eggertsen is currently the editorial director of Who What Where and has worked at the company for nearly seven years, where she started as an associate editor and has since worked her way up. Lauren has over 10 years of experience in the fashion editorial space, starting her career with internships at Marc Jacobs, Marie Claire, and The Zoe Report, where she was later hired as their editorial assistant. Lauren has worked in the Los Angeles and New York Who What Wear offices but currently calls L.A. home. It is here where she leads and manages Who What Wear's fashion team and oversees all day-to-day editorial content and large tentpole moments. This includes all of the runway, trend, and shopping-driven content that ultimately helps to build a strong brand reputation within the industry. Lauren's role also includes helping to set the fashion direction for all original photo shoots and often styles many of the celebrity cover shoots, including big names like Sydney Sweeney, Lindsay Lohan, and Megan Fox. 


She has also attended multiple fashion weeks, including New York, London, and Milan, where her personal style has been featured on sites such as Elle.com, HarpersBazaar.com, and Vogue.co.uk. She prides herself on discovering and supporting small brands and on her knack for a good vintage shopping find. When she isn't working, she enjoys researching and dining at reputable restaurants around both her neighborhood and the globe.