Pictures

The Perfect Outfit

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Tinseltown Tomboy — Annie Hall, this one's for you! We can't do a tomboy story without referencing one of our favorite icons. Do it up modern style with patterned oxfords, thick-rimmed sunglasses, and a slim-fit vest.

Clockwise from top left: MaxMara Pescia Trousers, $305, available at
Matches; The Hill-Side Indigo Herringbone Check Tie, $69, available at Steven Alan; Karen Walker Super Duper Strength Sunglasses, $250, available at La Garconne; Steffen Schraut White Claudine Smoke Sleeve Shirt, $160, available at Stylebop; The Department Tailored Waistcoat, $51.20, available at House of Fraser; Just Ballerinas Leopard Print Jazz Shoe, $234.52, available at Farfetch.
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Bowery Punk — Leopard, leather, and studs = perennial punk staples. Creepers also can help give you a little height (since heels will probably never fit into your arsenal).

Clockwise from top left: Equipment Earl Bright White Leopard Print Shirt, $208, available at
Equipment; Mango Biker Style Super Slim Jeans, $79.99, available at Mango; Firetrap Studded Belt, $31.66, available at ASOS; BLK DNM Cropped Motorcycle Jacket, $795, available at American Rag Cie; Dieppa Restrepo Cali Platforms, $308, available at Gargyle.
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Off-Hours Mogul — Part Pharrell, part Angel Haze, this look screams Boss Lady without getting all stuffy.

Clockwise from top left: Reiss Dylan Leather Trousers, $237, available at Reiss; Opening Ceremony Exclusive Toykoa Sweatshirt, $75, available at Opening Ceremony; Patagonia Gnarwall Beanie, $39, available at Patagonia; Supra WMNS Society, $105, available at Supra; Guns, Germs, and $teal Dolla Dolla Bills Y'All Wallet, $132, available at GG$.
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Connie Wang, global editor

Since it is the holidays after all, why not go ultra-literal with Christmas colors? Connie's plaid ASOS dress offers a more subtle option, and the vintage Jill Stuart fringe bag adds a funky edge to the look.

Zara Box Clutch With Fringes, $49.90, available at
Zara; Toast Check Shirt Dress, $143, available at Toast; Brook & Lyn Medallion Trio Necklace, $296, available at Brook & Lyn; The Brave Collection Red Brass Bracelet, $38, available at R29 Shops; Forever 21 Pointed Platform Booties, $34.80, available at Forever 21.
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Embrace the old-school effect of your ugly sweater and glam it up with timeless pieces that you could definitely find in your mom's closet. Finish the look off with your favorite pair of jeans and a pair of killer booties.

Clockwise from top left: Acne Kex Jeans, $126.50, available at
The Outnet; Banana Republic Flower Drop Earrings, $35, available at Banana Republic; Dorothy Perkins Khaki Trench Coat, $89, available at Dorothy Perkins; Proenza Schouler Suede Lace Up Platform Ankle Boots, $698, available at MyTheresa; Weinstock's Mock Turtleneck, $60, available at R29 Shops.
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Short Stack — The puffier the sweater is, the shorter the skirt should be. For ladies who love their minis, an oversized sweater is the perfect topper for chilly days. Don't forget your tights, though!

Marlene Birger Kittia Mint Sweater, $435, available at
Shop Les Nouvelles; Mango Two-Tone Shoulder Bag, $49.99, available at Mango; T By Alexander Wang Oxford Shirt, $175, available at La Garconne; Topshop Diamond Pelmet Skirt, $72, available at Topshop; Jean-Michel Cazabat Shoe, $295, available at Barneys.