Are You Pulling Off That Hat? Secrets To Wearing It The Right Way

Before you decide to put a hat on it—which we strongly advise you do!—ask yourself this: does the size and shape work for my look? If you’re not sure what the answer is, you’ve come to the right place. Inspired by eight influencers, including Rachel Zoe, Alexa Chung, and Kate Moss, beloved hat designer Eugenia Kim reveals the secrets to pulling off the season’s key styles. 

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    When should you go for a wide brim? When is a sporty baseball cap appropriate? How do you play with color? Click through now for all the expert answers, and then shop our curated hat picks! 

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    PHOTO: The Media Circuit/AKM-GSI

    Rachel Zoe

    “Here, the wider brim balances out the flare of her denim. It's all about proportion.”

    On Rachel: Calypso hat; Tom Ford glasses; Isabel Marant top; Rachel Zoe jeans; Hermes cuff; Anita Ko bracelets and ring; vintage Givenchy necklace; Gucci bag.

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    PHOTO: Perry Smylie/Rex/

    Alexa Chung

    “With an easy, all-black ensemble, anything goes—it's like a clean canvas. So the bright, head-turning style here kind of steals the show.”

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    Kate Moss

    “The biker cap and bright red clutch turn a sleek black trench into rock-and-roll chic.”

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    Julianne Hough

    “When you're a bit on the petite side, a medium-brim fedora can add some height to your appearance.”

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    Jessica Alba

    “Positioned further back on her head, this bowler hat adds a really nice frame for her face. It looks effortless, as if she just tossed it on before she walked out the door.”

    On Jessica: Twenty Tees Ponte Color Blocked Blazer ($238)

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    PHOTO: REX USA/Beretta/Sims/Rex


    “You can rock a sporty ball cap and still look polished. Just balance it out with some dressier pieces, like a neutral pointed heel. And since she has a pixie cut, those large hoops adds the right dose of femininity.”

    On Rihanna: House of Malakai Military Trucker Cap ($169); Alexander Wang sweater; J Brand pants; Manolo Blahnik heels. 

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    PHOTO: Gigi Iorio / Splash News

    Rosie Huntington-Whiteley

    “A simple shape in the same tonal family is a super easy way to polish off a casual look.”

    On Rosie: Maison Michel hat; Chanel sunglasses; The Row sweater; Isabel Marant jeans; Balmain bag; Aperlai heels. 

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    Eugenia Kim

    Elyse Mod Cap ($253) in Black

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    Hat Attack

    Shetland Baseball Hat ($41) in Grey

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    Wool Hat ($18) in Black

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    Janessa Leone

    Lucy Hat ($140) in Grey

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    No Promises Fedora ($44) in Black

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    Felt Fedora ($38) in Black

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    Maison Michel

    Andre Rabbit Felt Trilby Hat ($450) in Neutral

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    Rag & Bone

    Floppy Brim Fedora ($175) in Black

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    Ava Felt Trilby Hat ($115) in Burgundy

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    Hand Made Woollen Hat ($60) in Blue Marl

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    Velvet Ribbon Wool Fedora ($40) in Stone 

Shop this Story
Wool Hat

Wool Hat

H&M, $18
Ava Felt Trilby Hat

Ava Felt Trilby Hat

Reiss, $115
Andre Rabbit Felt Trilby Hat

Andre Rabbit Felt Trilby Hat

Maison Michel, $450
Elyse Mod Cap

Elyse Mod Cap

Eugenia Kim, $253
Felt Fedora

Felt Fedora

Nordstrom, $38
Floppy Brim Fedora

Floppy Brim Fedora

Rag & Bone, $175
Lucy Hat

Lucy Hat

Janessa Leone, $140
Shetland Baseball Hat

Shetland Baseball Hat

Hat Attack, $41
Velvet Ribbon Wool Fedora

Velvet Ribbon Wool Fedora

Mango, $40
Hand Made Woollen Hat

Hand Made Woollen Hat

Zara, $60
No Promises Fedora

No Promises Fedora

RVCA, $44
EXPLORE: Trends, How To, Trends, hats, trends, How To, Shopping, Eugenia Kim, H&M, Reiss, Maison Michel, Nordstrom, Rag & Bone, Janessa Leone, Hat Attack, Mango, Zara, RVCA, Rachel Zoe, Alexa Chung, Rosie Huntington-whiteley, Kate Moss, Julianne Hough, Jessica Alba, Katie Holmes, Rihanna


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