15 Ways to Look Cool Instantly

Whenever we peruse the street style images in our database, we tend to pay extra attention to the outfits that exude an effortlessly cool vibe. It’s not easy describing exactly what gives an ensemble its je ne sais quoi, but we’ve come up with 15 tips that will elevate you to cool-girl status. Check out how to achieve the unstudied look, and shop the essentials to get you started!

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    #15: Slouchy Sweater

    PHOTO: Collage Vintage

    Pairing a slouchy sweater with stylish separates, like a felt fedora and leather mini, gives your ensemble an unstudied vibe.

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    #14: Tied Around the Waist

    PHOTO: A Love Is Blind

    Whether you’re sporting a $1600 plaid Altuzarra dress like Veronika Heilbrunner or an awesome vintage find, if you tie a denim shirt around your waist, your look is instantly cooler.

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    #13: Arm Party

    PHOTO: A Love Is Blind

    We’re starting to wonder whether an arm party will ever go out of style. We love to mix and match friendship bracelets with simple gold chains and bands.

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    #12: Tried-and-True Tee

    PHOTO: Vanessa Jackman

    When in doubt, wear a t-shirt.

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    #11: Custom Finishes

    PHOTO: Vanessa Jackman

    An It-girl knows how to make her outfit look worn-in. Our favorite finishes? We love a draped jacket, rolled boyfriend jeans, and the infamous half-tuck.

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    #10: Master of Proportions

    PHOTO: Vanessa Jackman

    Trying out a new LBD? Great! Layer an oversized trench over it to make it appear less thought-out. 

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    #9: Half-Tuck

    PHOTO: Style Du Monde

    As previously mentioned, we’re always game for a half-tuck. Extra points if it’s paired with cool, slouchy trousers.

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    #8: Unexpected Skin

    PHOTO: A Love Is Blind

    Anyone can wear a crop top with a high-rise pencil skirt, but a cool girl pairs hers with a boyfriend blazer and mom jeans.



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    #7: The Sky’s the Limit

    PHOTO: Collage Vintage

    From a high-slit skirt to a plunging neckline, these dramatic details add instant cool when styled with a balancing piece, like an oversized sweater or chunky heels.

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    #6: High and Low

    PHOTO: A Love Is Blind

    Bring on the big brands! If you’ve invested in a few noticeable brand-name items, wear them with a few lesser-known pieces for some high-low appeal.

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    #5: Rolled Sleeves

    PHOTO: Stockholm Street Style

    A good cuffed sleeve is polished, but rolling your sleeves up to your elbows is downright cool.

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    #4: Surprising Combinations

    PHOTO: Athens Street Style

    Try mixing sophisticated separates, like a crisp button-down and pointy-toe flats, with a pair of low-slung jeans.

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    #3: Borrowed From the Boys

    PHOTO: Athens Street Style

    Big blazers, oversized tees, boyfriend jeans—the more the merrier!

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    #2: Style On-The-Go

    PHOTO: Stockholm Street Style

    We all know flats are just as sexy as heels, and we’re swooning over model Larissa Hofmann’s trainers. To get her look, throw your hair in a ponytail, swing a long scarf over your trench coat, and layer black trousers underneath. Voila!

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    #1: Uniform

    PHOTO: Athens Street Style

    Ever wonder why fashion editors look so effortless? It’s because they have a uniform. Adopt your own uniform, like a white t-shirt and leather skirt, for a more efficient (and enjoyable) morning!

    Keep scrolling to shop effortlessly cool pieces!

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    Mango Pleated Baggy Trousers ($35)
    You'll never be accused of trying too hard in a pair of slouchy trousers.

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    The Common Knowledge Small Bone Bag ($480)
    A mini cross-body bag is cool and convenient.

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    Topshop Slim Pocket Detail Coat ($116)
    This oversized coat's light gray shade makes it appear less bulky.

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    Velvet Jenny Slim Boyfriend Jeans ($167)
    We’re swooning over the slightly faded wash on these boyfriend jeans.

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    Krewe St Louis Sunglasses ($235)
    These architectural sunnies are editor-approved.

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    Jones New York One-Button Boyfriend Blazer ($129)
    If you are going for a uniform, make this blazer part of it!

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    French Connection Desert Drape Belted Coat ($298)
    Wear this trench coat with your favorite LBD.

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    BCBGMAXAZRIA Grayce Slit Skirt ($198)
    Try this slit skirt with a simple white t-shirt and sneakers.

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    Base Range Loose Tee ($65)
    Invest in a relaxed tee that's easily dressed up or down.

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    Alexander Wang Cascade Front Sleeveless Dress ($300)
    You’ll always look effortless in Wang.

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    Acne Studios Raya Short Rib Grey Melange Sweater ($410)
    Come fall, we'll be living in this cozy mohair cardigan.

    What’s YOUR trick to looking effortlessly cool? Sound off in the comments below!

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