Fashion week outfit planning sounds glamorous until you’re mapping out show times, dinner reservations, and however many blocks stand between them. I stopped trying to plan a full month of press-worthy looks years ago and started building around a handful of pieces I actually trust to work all day into the night.
This season’s diary is a mix of matching sets I could throw on half asleep, items I could style in dozens of ways, and the boots that saved me more than once. Scroll through everything I wore below and see where to shop each piece so you can build out the fall wardrobe of your dreams.
I love a matching set, especially when the pieces look just as fabulous as separates. Here we have stripes in a color I actually wear that read a lot more grown-up than the black-and-white version I default to every other season. This might be the most “me” outfit of the whole week.
FAITHFULL
Phylis Mini Dress
Can you tell I like matching sets? They’re my fail-safe for the days when I have no idea what the schedule actually holds. The bandana print meant I didn’t have to think about accessories beyond the one bag I wore probably too many times this week.
Maje
Casile Cropped Embroidered Taffeta Shirt
Maje
Embroidered Ruffle Mini Skirt
Christian Dior
Lambskin Cannage Mini Lady Dior Plum
Here’s another matching set that solves the “getting dressed in a rush” problem better than almost anything else I own. This one photographs like an outfit I spent an hour on, and it took me about four minutes.
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Pyna Sequin Top
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Pyna Sequin Pant
I layered what I’m calling the “It jacket of the season that gets the fashion crowd buzzing” (anything with frog fasteners) over this dress because they just had to go together. Yes, I was overheating. Yes, it was worth it.
L’AGENCE
Lana Flare Knit Dress
Bouncing through cocktail parties called for the dress that truly makes a statement. If Jean Paul Gaultier is involved, I need to wear it ASAP. I needed an excuse to wear something a little dramatic, and this was it.
louvelle
Ruched Lace-Up Midi Dress
Naturalizer x June Ambrose
Zyra Pointed Toe Sneaker Pump
Attempting a night out during fashion week as a busy editor is always a feat, but it’s worth trying at least once a season. I attended a few parties wearing this Greek goddess–inspired dress with gold and white accessories.
nana jacqueline
Marcella Cutout White Dress
DeMellier
The New York Shoulder
A show day required me to flex some of my favorite trends of the season. A lace-trimmed skirt has to be considered a must, and I love a car coat as well.
A trend that kept coming up on the runways and the street style crowd was leather oxford-style shoes. After seeing them at a few shows, I had to wear them myself. A lot of industry insiders clocked that these are already set to be the shoes of the season.
J.Crew
Verona Lace-Up Flats
DISSH
Silvia Black Knit Tank
For a lunch meeting and show where I wanted to look polished without trying too hard, I reached for a simple dress with a sweater tied around the waist to finish it off. Rain during fashion week is inevitable at this point, and I’ve made peace with it.
DISSH
Billie White Linen Blend Mini Dress
VERAFIED
Ostrich Cafe Mini Bag
Loeffler Randall
Marsy Angled Wedge Sandal
Once the shows started to wind down, I defaulted to what I called my typical wardrobe—jeans I can actually sit in, a cool tank, and boots with just enough personality to still feel like fashion week. This one was for the day packed with back-to-back meetings, when comfort had to win.
Le Specs
Work It Sunglasses
Pistola Denim
Evie High Rise Slim Boot
Bared Footwear
Tern Coffee Tan Suede & Hardware Heeled Boots
My unofficial fashion week uniform: a sheer top, leather shorts, and knee-high boots that hold up on cobblestones and the subway. This combination got me through two shows and a late-night interview without a single change.
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Hasli Silk Chiffon Top
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Naya Leather Short
