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Class is in session, folks. Introducing: Climbing Out of an Outfit Rut. First, mix up your silhouettes. Might we suggest the elongating flare denim? Here, eight on-trend ways to rock the retro-inspired fit this fall.

RELATED: The Right Scarf to Wear with Every Outfit

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With a Blanket Scarf and Statement Heels

Leopard-print pumps add a touch of fun to a tunic and cozy wrap. (Even if they’re your little secret beneath those bells.) 

RELATED: The 10 Best Blanket Scarves Under $40

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With a Chunky Sweater and Side Bag

Add a structured satchel to keep a chunky knit from looking too slouchy.

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With a Duster Coat and Button-Down Shirt

Your long trench gives a sophisticated nod to the menswear-inspired trend when paired with a simple button-down and flares.

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With a Sharp Blazer

The most perfect office-to-happy-hour outfit we’ve ever seen.

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With a Sleeveless Turtleneck

On those transitional weather days, opt for a breathable sweater atop your favorite flares.

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With a Silk Blouse and Chunky Platforms

Or go for block-heeled booties as the temps continue to drop. 

RELATED: The Best Chunky-Heeled Booties Under $100

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With an Oversize Button-Down and Silk Scarf

A drapey blouse and flared bottoms surprisingly balance each other out. Just add a neckerchief to keep the look polished.

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With a Striped Cotton Tee

Or just throw on your comfiest cotton top and go.

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