
Summer dressing is incredibly easy — just throw on a sundress and a pair of statement sandals, and you’re well on your way to success. Fall, on the other hand, is a totally different ball game thanks to unexpected weather patterns. Pulling together a perfectly balanced ensemble can feel like rocket science — even if the season that brings you PSLs, ankle boots, and snuggly sweaters is totally your thing. But the key to navigating the complexities of autumn is simple: Just turn to the four foolproof outfit formulas below.
Boyfriend Blazers + Jeans
Introducing the outfit every It girl rocks on the regular: the classic boyfriend blazer and jeans combo. Not only does this #OOTD represent layering at its best, but it’s incredibly effortless. Simply throw on your favorite denim (we’re crushing hard on these cropped flares) and a printed tee, then polish them off with a wool or velvet blazer and statement ankle boots.
(Clockwise from Left) H&M Wool-Blend Blazer ($50), Topshop Mimosa Pointy Toe Bootie ($125), & Other Stories Chunky Chain Leather Duffle ($225), Mother Hustler Cropped Frayed High-Rise Flared Jeans ($215), Zara T-Shirt With Illustrated Print ($20), Madewell Modernism Half-Drop Earrings ($28)
Cozy Sweater + Midi Skirt
Playing with proportions is always a good idea. Chunky knits and swishy midi skirts (opt for silk styles for a seriously swoon-inducing look) strike the ultimate balance of comfort and luxury, whether you’re headed to the office or strolling the galleries at The Met. Keep things low-key with a pair of souped-up sneakers, then pour on the polish with a structured top handle bag and look-at-me earrings.
(Clockwise from Left) Topshop Deflected Rib Jumper ($75), Mango Metal Pendant Earrings ($20), Banana Republic x Olivia Palermo Bias-Cut Skirt ($78), Marc Fisher Ltd Ryley Platform Sneaker ($140), Üterque Mini City Bag in Checked Fabric ($236)
Track Pants + Oversized Tops
Feeling the “can’t-even” vibes? Slip into an elevated athleisure ensemble for a serious sartorial boost sans effort. With this fuss-free getup, the right shoes and accessories are essential. Stick with sleek backless loafers and statement jewelry to achieve a refined feel with endless cool-girl flair.
(Clockwise from Left) Banana Republic x Olivia Palermo Ryan-Fit Tuxedo Stripe Pant ($98), Karine Sultan Statement Collar Necklace ($117), H&M Rib-Knit Sweater ($35), & Other Stories Belted Cotton Coat ($215), Urban Outfitters Ring Handle Faux Leather Pouch ($24), Zara Striped Flat Mule Loafers ($66)
Maxi Dress + Ankle Boots
And you thought one-and-done dressing was over with the end of summer. Grab a long-sleeved maxi and a chic pair of boots and go from the boardroom to a candlelit dinner. Brisk breezes giving you a chill? Layer on a roomy cardigan and double-buckle belt, then get ready to bring the heat.
(Clockwise from Left) ASOS Leather Double Buckle Western Waist And Hip Belt ($29), H&M Ruffled-Trimmed Dress ($60), Wilfred Free Rourke Sweater ($165), Maslo Jewelry Guideline Bracelet in Gold ($58), Free People Striped Faux Fur Crossbody ($58), Zara Mid-Heel Leather Ankle Boots ($90)
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