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It's officially backyard/rooftop hangout season, which means you need to a roster of outfits that will look cute *and* be comfortable enough to eat about seven hot dogs in. Here, 13 must-have pieces that will carry you straight through Labor Day.
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Joslyn Blair
Super Soft Pants
Perfect for a poolside party, breezy trousers double as a stylish swimsuit coverup. Old Navy Women's High-Rise Soft Pants, $27, oldnavy.com
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Lightweight Sweater
As the sun sets, the temperature will drop—tie a lightweight, open-weave sweater around your waist in case you get chilly. Acne Studios Bernike Open-Weave Sweater, $385, matchesfashion.com
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Joslyn Blair
Patriotic Flats
Celebrate the 4th of July in patriotic style; don a pair of red, white and blue espadrilles to show your spirit. Old Navy Women's Patterned Espadrilles, $16, oldnavy.com
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Distressed Denim
Post-Memorial Day, a pair of trusty white jeans (distressed, so you're on trend) should never be out of reach. Frame Le Color Ripped Skinny Jeans, $322, mytheresa.com
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Silky Shorts
Pair silk shorts with a loosely fitted cotton tee and espadrille wedges to strike that elusive balance: Casual but special. ATM Woven Silk Track Shorts, $129, intermixonline.com
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Comfy Flats
Don't bother trying to aerate the grass in stilettos—a cute pair of flats is the key to breezily romping around the lawn. Aldo Zeanna Sandal, $60, aldo.com
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Flowy Maxi
What's more easy-elegant than an airy silk maxi dress in a fun, summery color? Tibi Asymmetric Silk Dress, $595, net-a-porter.com
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Old-School Overalls
There's a reason they're back in style. Toss them on over a cropped white T-shirt for an effortless outfit. Paige Sierra Overalls, $289, farfetch.com
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Slip-On Sneakers
Bocce, badminton, whatever—you'll be game for any backyard fun in a printed, slip-on sneaker. Vince Berlin Empire Python Embossed Leather Sneaker, $295, vince.com
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Joslyn Blair
Casual Tunic
Nothing says casual-cool like an easy-breezy cotton top worn over chic shorts. Old Navy Women's Split-Neck Gauze Tunic, $15, oldnavy.com
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Chic Sun Hat
Protect your skin from harmful UV rays with a cool floppy topper. Melissa Odabash Jemima Wide-Brimmed Hat, $149, matchesfashion.com
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Upscale Pants
They feel like sweats, but they look night-out nice. (They'll quickly become your go-to.) Joie Mariner Pant, $168, joie.com
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The Perfect Carryall Tote
Carry your reinforcements (sunscreen, sunglasses, a bottle of water) in this sleek yet roomy bag. Tory Burch Kerrington Shopper, $206.50, toryburch.com
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