Assembling chic outfits is Sandy Koszarek's specialty. After all, she spent decades as a VIP stylist at Nordstrom and currently highlights her enviable ensembles on her Instagram and site, Stylish Sandy. Jeans and dresses are two pieces that she, like many out there, wears on repeat. We thought there could be interest in learning more about how she styles these must-haves. Specifically, we wanted to focus on the shoe silhouettes she thinks work perfectly with dresses and jeans because of their versatility.
Below, you'll uncover the shoes—including flats, sandals, and heels—that Koszarek thinks will elevate any look. It's also worth noting that Koszarek thinks the footwear styles in question work with dress and denim styles that run the gamut, including maxi dresses and relaxed jeans. Are you interested in adding a new pair of shoes, a dress, or jeans to your wardrobe? You'll also find fall shopping picks below.
Ballet Flats/Flat Mary Janes
"When I want to wear flats with jeans or longer dresses, I reach for Mary Jane or ballet flats. The styles are classic, but the current styles feel modern and on point." — Koszarek
Kitten/Block Heels
"I like wearing heels with jeans and dresses. They are the perfect height for comfort and style. Plus, there are many options, whether you prefer sandals or slingbacks!" — Koszarek
Slingbacks
"I love wearing a slingback heel with dresses and jeans. Although classic in style, it feels modern and very chic!" — Koszarek
Slides
"Slides are a favorite of mine to wear with jeans and dresses. I love the clean, minimalistic style, and a neutral color or clear straps elongate my legs, making them look longer." — Koszarek
Sneakers
"I love pairing sneakers with both dresses and jeans. White sneakers, especially, offer a clean, classic, and effortlessly chic vibe." — Koszarek
This post was published at an earlier date and has since been updated.
-
I Live in Brooklyn and Have Laid-Back, Cool Style—Here's Everything I Want FromReplica Store Right NowTrust me. These items will sell out fast.
-
The Chicest Fashion People I Know Wear These Anti-Trend Shoes Year-RoundClassic, elevated, and perennially chic.
-
Spotted on Kendall and Hailey: The Pant Color Trend People Are Swapping Blue Jeans ForIt girls with good taste know best.
-
Fall Is Almost Here: These Are the Classic Shoes I'm Most Excited to WearFrom ballet flats to Mary Janes.
-
Cool It On the Skinny Jeans—Chic People Are Wearing These 6 Fall Denim Trends InsteadAre you taking notes?
-
I Just Found Fall 2025's Biggest Shoe Trends All atReplica StoreNew season, new shoes.
-
If You Want to Freshen Up Your Shoe Collection, Start With These 33 Sneakers, Kitten Heels, and FlatsSending my apologies to your wallet.
-
I Was a VIPReplica Store Stylist—These Are the 8 Fall Items I'm Excited to Wear First This SeasonLook chic all season long.
