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Just because they’re called “shorts” doesn’t mean you can’t squeeze more mileage out of them throughout the year. Take those cutoffs you’ve been rockin’ all summer into the nippier months with these six simple how-tos. Our guinea pig of choice? A pair of fully lined wool flannel shorts from Hinge, available for $48 at Nordstrom. Whether you tag-team them with equestrian vegan boots, a pre-loved Ralph Lauren blazer, or sweatshop-free colored tights, your shorts will soon become the hardest-working member of your wardrobe, no matter what the weatherman says.

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This post is sponsored by Nordstrom. Shop the Anniversary Sale: Next Season on sale now. Prices go up August 1.



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BOOT UP

Regardless of how sexy your shorts are, shivering like a a bowl of Jell-o is anything but. Couple those Daisy Dukes with these equestrian Neuaura vegan boots. For an extra layer of warmth, slip on a pair of cozy over-the-knee socks, such as Dream Stockings’ Chevrons, which are made in the United States from recycled cotton.

+ Neuaura Vegan Riding Boots $237 at Inhabitatshop

+ Dream Stockings Chevrons $10

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SHAKE YOUR BOOTIE

Tights may be functional, but who says they can’t be fun, too? Use the cooler weather as an excuse to add an extra pop of color to your outfit. Layer those cropped pants over brightly-hued stockings by American Apparel and keep the whole ensemble grounded with some pre-loved booties.

+ American Apparel Opaque 2-Color Pantyhose $16

+ Secondhand Acne Atacoma Wedge Booties $275 at I-ELLA

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C’MON GET PREPPY

From Gossip Girl to Harry Potter, uniforms have never been chicer. Get the buttoned-up look with a blazer from the king of preppy himself. Pop open some buttons and you’re ready to hit the books.

+ Secondhand Ralph Lauren Crested Blazer $70 at Clossette



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GET A LEG UP

Here’s a look that’s nearly impossible to muck up. Layer your shorts over simple black leggings. You’ll streamline the silhouette of your legs (in that gamine Funny Face way) while keeping goosebumps at bay. Win-win.

+ Vince Camuto Leggings $31.90 at Nordstrom

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GETTING WARMER

Sick of socks? Why not give their footless relative, the leg-warmer, a try? Leg-warmers come in all different lengths, but the over-the-knee variety goes quite nicely with a pair of shorts. Extra points if they’re hand-crocheted and adjustable like Mademoiselle Mermaid’s.

+ Mademoiselle Mermaid Beribonned Legwarmers $45 at Etsy

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SOUND INVESTMENT

Matching shorts with a menswear-inspired vest like Rogan’s is one of fall’s most flattering silhouettes. If Jack Frost has you yelling “uncle,” wear it over pants, leggings, sweaters, or all of the above as an added shield.

+ Rogan Silk Locus Vest $142

Originally published on July 20, 2011.