Just in time for apple-picking season, plaid shirts have received the high-fashion seal of approval. Styling-wise, sport your flannels à la this New Yorker with a sleek black jean, pair of pointed-toe mules, and a day-to-night clutch for a playful vibe shift that channels the best of summer and fall.

Róhe

checked cotton-flannel shirt

Re/Done

studded high-rise flared jeans

Proenza Schouler’s Minimalist Maxi Dress With The Row’s ‘90s Bag

Photo: Phil Oh

A minimalist maxi dress continues to be the ultimate cool-girl staple. Just take influencer, Courtney Grow, for example. Her signature pared-back, but never boring style was on full display outside the Proenza Schouler spring/summer 2025 show in the brand’s semi-sheer, knit maxi. Like Grow, polish off the look in a pair of mesh flats from The Row and a tubular shoulder bag, also from The Row.

Proenza Schouler

Anita semi-sheer sweater dress

The Row

round 90s leather top-handle bag

Alaïa’s Leopard-Print Top With a Raw Denim Skirt

Image may contain Adult Person Clothing Dress Accessories Jewelry Necklace Fashion Formal Wear Blazer and Coat

Photo: Phil Oh

It’s official: Leopard print is the only print worth wearing this fall. Blame it on Alaïa’s fall 2024 runway collection, which featured everything from minidresses to going-out tops in the feline pattern. Supermodel Paloma Elsesser certainly thinks so, too. Outside the brand’s spring/summer 2025 showing at the renowned Guggenheim Museum, she donned its high-neck bodysuit with a dark wash denim midiskirt. Peaking out underneath, her sheer black bra added just a touch of sexiness.

Alaïa

leopard jacquard boxy bodysuit

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