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

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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/Startraksphoto.com

    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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    PHOTO: REX/startraksphoto.com

    Kate Moss

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

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    PHOTO: FAMEFLYNET PICTURES

    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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    PHOTO: NAV/FAMEFLYNET PICTURES

    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

    Rihanna

    “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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    H&M

    Wool Hat ($18) in Black

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    Janessa Leone

    Lucy Hat ($140) in Grey

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    RVCA

    No Promises Fedora ($44) in Black

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    Nordstrom

    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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    Reiss

    Ava Felt Trilby Hat ($115) in Burgundy

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    Zara

    Hand Made Woollen Hat ($60) in Blue Marl

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    Mango

    Velvet Ribbon Wool Fedora ($40) in Stone 

Shop this Story
Wool Hat

Wool Hat

H&M, $18
SHOP
Ava Felt Trilby Hat

Ava Felt Trilby Hat

Reiss, $115
SHOP
Andre Rabbit Felt Trilby Hat

Andre Rabbit Felt Trilby Hat

Maison Michel, $450
SHOP
Elyse Mod Cap

Elyse Mod Cap

Eugenia Kim, $253
SHOP
Felt Fedora

Felt Fedora

Nordstrom, $38
SHOP
Floppy Brim Fedora

Floppy Brim Fedora

Rag & Bone, $175
SHOP
Lucy Hat

Lucy Hat

Janessa Leone, $140
SHOP
Shetland Baseball Hat

Shetland Baseball Hat

Hat Attack, $41
SHOP
Velvet Ribbon Wool Fedora

Velvet Ribbon Wool Fedora

Mango, $40
SHOP
Hand Made Woollen Hat

Hand Made Woollen Hat

Zara, $60
SHOP
No Promises Fedora

No Promises Fedora

RVCA, $44
SHOP
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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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