As August comes to a close and the weather slowly starts to change, it can be more and more challenging to know how to dress stylishly. Luckily, we’re not alone—there’s plenty of help in this area, especially when you have celebrity stylists Emily Current and Meritt Elliott in your corner.
Scroll down for five items you can easily transition from summer to fall, plus pieces to shop now!
Wear these strappy staples with a maxi dress and blazer!
On Damsel in Dior: J. Crew Studded Lace-Up Gladiator Sandals ($158)
MIA Czar Sandal ($170)
Dolce Vita Santa Monica Lace Up Sandal ($129)
The Reformation Dragon Dress ($258)
Pair these cool-girl staples with a skinny or flared jean, a tailored jacket, and perhaps a biker jacket to toughen it up!
THML Clothing Cream Embroidered Top ($79)
Isabel Marant Ethan Embroidered Blouse ($455)
Chloe Oliver The Sonora Peasant Blouse ($99)
Free People Classic Suede Biker Jacket ($420)
Mother Looker Cropped Skinny Jeans ($196)
Wear this ladylike piece with a tucked-in, long-sleeved tee and classic pumps.
Nina Ricci Long Sleeve Top ($1,190)
For Love & Lemons Holly Skirt ($193)
Diane von Furstenberg Bethany Pumps ($325)
Pair a slinky dress with an oversized chunky cardigan and cropped boots.
T by Alexander Wang Stretch Silk Georgette Slip Dress ($550)
The Reformation Eve Dress ($198)
Related: What Should I Wear to a Casual Wedding?
Pair with a black cashmere sweater and ankle booties for casual elegance.
Michael Kors Featherweight Cashmere Sweater ($595)
J Brand White Skinny Jeans ($184)
Forever 21 Pointed Faux Leather Booties ($35)
Report Taft Signature Booties ($130)
Related: What Are Three Easy Ways to Wear a Jumpsuit?
-
From Tory Burch to Toteme—Every ITK Brand Is Stocking This One Particular Winter TrendTalk about luxurious.
-
Knits, Jeans, and Boots—31 Ref Items Ideal for Holiday PackingTravel outfits made easy.
-
My First Designer Bag Was From Michael Kors—Here Are 5 I'd Buy as an AdultGrown-ups, apply here.
-
My Friends Always Ask for Shopping Recs—30 Items From Zara, Madewell, and Free People I SuggestedSuede, knits, and sequins ahead.
-
I'm Primarily Shopping at Reformation, Nordstrom, and Saks on Black Friday—I Love These 29 ItemsFrom cashmere sweaters to suede jackets.
-
My Friend Wants a Chic Wardrobe—I Sent Her These Black Friday Fashion DealsDiscounted gems from Nordstrom, Zara, J.Crew, and more.
-
Laura Harrier Keeps Wearing the "Dated" Shoe Trend I Bet Will Make a Huge Comeback in 2025French women agree.
-
The Designer Behind Meghan Markle's Wedding Dress Just Debuted a Jewelry Collection at ReformationIt'll go fast.
