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Be bold

Resist the urge to play it safe. Pair your cropped jacket with the latest shorts and boots.

Wool jacket, $550, Fornarina. Polyester blouse, $30, H&M. Polyester/viscose short, $129, InWear.

Gloves, Hermès; socks, McGregor; boots, Giuseppe Zanotti.

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Be sassy

Curved, sleek and sexy, this plaid is anything but prim and proper.

Wool jacket, $395, Save the Queen. Silk blouse, $170, Central Park West. Polyester/viscose skirt, $195, Full Circle.

Hat, Gas; necklaces, By Athina and Vivienne Westwood, Noir; gloves, LaCrasia Gloves; socks, Suncee; boots, Stuart Weitzman. Riding crop (throughout), Hermès.

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Be unexpected

Plaid looks freshest when spun out of context.

Wool cape, $648, Pink Tartan. Cotton/Tencel shirt, $572, Arthur Mendonça.

Hat, Eric Javits, Holt Renfrew; ascot, Pink Tartan; gloves, Belstaff; socks, Sportmax; shoes, Christian Louboutin.

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Be edgy

Classic but not conservative, pleats and ruffles kick up plaid’s style factor.

Cotton/polyester-blend shirt with tie, $138, Debbie Shuchat. Wool/elastin skirt, $792, Arthur Mendonça.

Necklace, Vivienne Westwood, Noir; gloves, Portolano; hose, Filodoro.

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Be smart

Impractical? Never. A plaid handbag works with everything.

Wool-blend sweater, $98, Gap. Cotton/silk blouse, $995, Zac Posen, Holt Renfrew. Wool skirt, approximately $340, DKNY.

Necklace, Boss Orange; bracelet, Rita D.; bag, Vivienne Westwood, Noir.

FLARE beauty Deep-red lips remain timeless and edgy. Try Clarins Souffle de Rouge Lip Colour Tint in 16 Redcurrant, $25.


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Be current

Hemlines may rise and fall, but one thing remains true: plaid’s status as a fall favourite.

Wool coat, and cotton bodysuit, approximately $735, Dsquared. Wool/elastin legging, $550, Donna Karan, Holt Renfrew.

Brooch, Andy Thê-Anh; boots, Michael Michael Kors.

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Be playful

Schoolgirl plaid grows up with a layer of chic-sauvage fur.

Shearling vest, Vivienne Westwood. Wool dress, approximately $1,100, Y’s. Silk poplin shirt, $185, Andy Thê-Anh.

Cap, Juicy Couture; necklace, Vivienne Westwood, Noir; gloves, LaCrasia Gloves; socks, Suncee; boots, Giuseppe Zanotti.

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Be everywhere

Supersize your plaid in a wear-everywhere coat.

Wool coat, $515, Vintage Couture. Viscose/silk shirt, $374, Arthur Mendonça. Wool pant, $60, H&M.

Sunglasses, Eley Kishimoto, Noir; necklaces, Rita D.; gloves, Portolano; socks, Legs Beautiful; shoes, Christian Louboutin.

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