The #1 Outfit a Stylist Thinks Everyone Will Be Wearing This Autumn

You have so many options when it comes to crafting the perfect autumn ensemble. You could go for a classic sweater-and-jeans look topped off with ankle boots, or how about a slouchy trouser suit and sneaks? While there's clearly no one outfit that defines the season as a whole but according to a top stylist we know, there is one ensemble that's proving to stand out more than others. We recently chatted with Shopbop's fashion director Caroline Maguire to spill on the autumn outfit every woman should try out for size.

We're highlighting her chosen ensemble below—and showcasing the pieces needed to master it. You'll also find street style shots that prove the combination is already happening IRL. Keep reading to see the number one outfit in action…

"Autumn is all about layers. Start with a fashion base, top it off with a dress for all occasions, then end it on a high note with a statement show-stopper accessory. The look is directional [and] chic, yet super comfy." — Caroline Maguire


Original illustration by Haobin Ye

"This style is the perfect wrap dress for fall. Pair this with a high-neck blouse underneath, or [wear it as a] stand-alone [look] for a night out."

"Fall is all about layering—the best top to wear alone or under a dress is the romantic high neck. The It top for fall!"

"The need is novel denim for fall. Whether it’s a raw hem, patchwork, high waisted, or embroidery and embellishment—you need your denim to have some tricked-up detail. I'm obsessing over this Mother step fray high-waisted [style]. The novelty is understated, but it’s there…"

"A menswear plaid coat should be on everyone’s hit list."

"A city block heel—yes, please. Easy to strut on the concrete pavement in NYC. Texture is so key for fall—lurex, velvet, brocade—YES."

"These silver cat-eye frames are perfect transition eyewear from summer to fall."

"[I] love me a boxed bag for fall. This one fits everything but the kitchen sink! Love the studded details on it."

Check out street style stars in this look:


Style du Monde

What's your dream autumn outfit? Let us know in the comments below.

*Ed. Note: Some quotes have been edited for clarity. 

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