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Five awesome fall fashion items Iman McDonnaugh found on the Upper East Side

Written by
Jennifer Picht

What happens when you ask fashion heavyweights to scour one of New York’s most stylish neighborhoods for awesome fall looks but only give them $250? You’re about to find out.

RECOMMENDED: See the fall fashion style guide

News flash: The Upper East Side is all about glamour. Which is why we enlisted plus-size model Iman McDonnaugh, who has rocked stylish looks for Target, Gwynnie Bee and Lane Bryant. Her posh taste—velvet threads, menswear-inspired shoes for fall—and gusto is perfectly suited for uptown. And she agrees: “Why wouldn’t you shop there?” Yet despite being known for jaw-droppingly expensive boutiques, there are some affordable and cool spots in NYC’s high-class ’hood. McDonnaugh smoked them out, discovering the black-and-white prints and funky wide-leg pants she thinks we’ll see a lot of this season.

Check out McDonnaugh’s must-have fall fashion items below! 

Loft striped vintage broken-in tee, $27, at Loft, 1492 Third Ave (212-472-7281,

“Black-and-white prints are so fun to layer. Not to mention this top comes in a range of sizes to fit any woman.”

H&M earrings, $4, at H&M, 150 E 86th St (855-466-7467,

“Chunky jewelry was all over the catwalk for fall, some of which were chunky pearls.”

Vince Camuto Eliss-trimmed slip-on loafer, $119, at Vince Camuto, 667 Madison Ave (646-998-4444,

“I'm all about menswear inspired women's shoes.  These loafers are chic and sharp for a casual day or a classy night on the town, not to mention comfortable!”

Free People Sweet Dream layering top, $30, at Free People, 1319 Third Ave (212-744-0379,

“Long sleeves are always essential, but this season is all about long lengths, and I mean extra long. I love the cozy feeling of sleeves that fall past my wrists and this top is fully-equipped with thumb holes.”

Zara printed velvet trousers, $70, at Zara, 750 Lexington Ave (212-741-0555, 

“These printed velvet pants quickly became my favorite. Talk about daring! Velvet is making a comeback and they’re the ultimate fashion statement for the funky fashionista.”

Photographs by Raydene Salinas. Styled by Jessica Lundgren. 

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