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The Slim Jogging Pant
"My personal motto: cozy but cute," says Sweatt. Think sweatshirts, leisure pants, and baseball caps in luxe fabrics that you would never exercise in. We love these jacquard joggers, worn with a cropped shirt and black pumps for a total date-worthy look.
Rebecca Taylor pants. Shop similar styles at Nordstrom Rack.
The Grunge-To-Glam Plaid Shirt
'90s-loving girls, rejoice: You can wear flannel everywhere. "For work, I'll wear a plaid top under a sheath dress with heels," says Sweatt.
Abound plaid shirt. Shop similar styles at Nordstrom Rack.
The Matchstick Jean
"My relaxed dressing strategy definitely involves jeans," says Sweatt, who likes to balance out her oversized knits and blanket coats with slimmer styles. Fortunately, this season's straight, matchstick silhouette gives you plenty of room to breathe. The result: a hybrid between your sassy skinnies and your looser boyfriend styles. In other words, the best of both worlds.
7 For All Mankind jeans. Shop similar styles at Nordstrom Rack.
The Grab-&-Go Sweater Dress
"I'm embracing the dramatically oversized sweater trend," says Sweatt. And, we can't think of a better — or comfier — way to do it than with the sweater dress, the ne plus ultra of lazy-girl style. Wear it over tights with boots, under an on-trend sleeveless blazer, or with bare legs and high-tops for literal grab-and-go ease.
Vertical Design dress. Shop similar styles at Nordstrom Rack.
The Brown Knee-Skimmer
"This fall, I have my eye out for an upgraded pair of brown riding boots," says Sweatt. We recommend updating these no-fail, classic clodhoppers by wearing them with a wool midi-skirt and a cheeky sweater.
Ciao Bella boots. Shop similar styles at Nordstrom Rack.