Wear It Now, Wear It Later

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From a midi skirt that looks equally as gorj with a cozy knit as it does with a cropped tank to a tweed jacket you can literally wear everywhere, seasonally transitional pieces are key in order to segue from summer to fall seamlessly. Shop this year’s chicest investment buys and find out how to style them like a bona fide pro.

Wear It Now, Wear It Later

Photo: Vanessa Jackman

Rose Texture Midi Skirt

$96

Topshop

Team a printed skirt with a cropped tank and espadrilles on warmer days and then with a cozy knit and strappy heels once fall arrives.

Triangle Logo Sunglasses

$245

Prada

Sandal Woven in Black

$48

Soludos

Crop Top

$28

River Island

Giselle Sweater

$290

Demylee

Heidi Satchel

$298

Vince Camuto

Jobey Sandals

$60

Michael Antonio

Suede Fringe Lace-Up Bootie

$795

Alexandre Birman

Summerize suede booties by wearing them now with a shorter hemline and then with skinny jeans or leather leggings when the temperature drops.

Python & Suede Medium Bucket Bag

$1,425

Proenza Schouler

Draped Chain Earrings

$225

Alexis Bittar

Dress with Asymmetric Hem

$60

Zara

Warhol Printed Blouse

$830

Isabel Marant

Emmanuelle Floppy Hat

$415

Eugenia Kim

Mid-Rise Jeans

$345

Stella McCartney

Renata Jacket

$250

Rachel Zoe

An instant outfit enhancer for the office and post-work cocktails, a tweed jacket is a foolproof way to add serious glamour to your wardrobe during a seasonal transition.

Slingback Pump

$495

Elyse Walker Los Angeles

Signature Silk Cami

$158

Tibi

Silk Short

$265

Zimmermann

Lipstick in Marlene

$25

Napoleon Perdis

Chelsea Tank

$70

Bardot

Washed Silk Culottes

$485

Joseph

Sculpted Jacquard Mini Dress

$750

3.1 Phillip Lim

Made for both holiday fêtes and smoldering dates, a jacquard shift dress is our go-to for chic night out, rain or shine.

Amazon Sandals

$695

Aquazzura

Milla Small Frame Clutch

$195

ZAC Zac Posen

Ombre Couture Cream Eyeshadow

$23

Givenchy

Crepe Blazer

$485

T by Alexander Wang

Push Up Tights

$13

H&M

Fortune Knots Belt

$138

B-Low The Belt

Joplynn Booties

$150

Steve Madden