6 Ways To Upgrade Classic Men’s Shoes

There are certain mainstays every man should have in his closet: lace-up derby dress shoes, penny loafers and ankle boots. But while the classics are important, giving them the occasional update is just as crucial to give your wardrobe a refresher.

Luckily, the current market offers many ways to upgrade your style. The secret to doing it successfully? Look for subtle details that will modernize your shoes without making them feel out of date next season.

Below, see six ways to update classic men’s shoes:

The Derby Dress Shoe
Largely considered the most versatile dress shoe, the derby silhouette can be worn casually or dressed up for evening. This season, opt for an unexpected twist via Prada’s kiltie style with a buckled leather strap.

Derby Dress Shoes From top: Cheaney leather lace-up, $575. Prada kiltie derby, $1,250. Courtesy of brands.

The Ankle Boot
Consider it the fast track to channeling your inner Bob Dylan. The ankle boot in black leather will never go out of style, but try updating it with Saint Laurent’s metallic treatment and slight heel — more Harry Styles, if you will.

Ankle Boots From top: Prada leather ankle boot, $850. Saint Laurent metallic heeled boot, $995. Courtesy of brands.

The White Court Sneaker
The white low-top — whose popularity can be credited to the original, iconic  Adidas Stan Smith — instantly adds polish to any casual outfit. But give your minimal kicks a rest. Instead, go maximalist with Gucci’s embroidered court style. Because more is more.

White Court Sneakers From top: Common Projects Achilles sneaker, $415. Gucci embroidered low-top, $695. Courtesy of brands.

The Combat Boot
A leather lace-up combat boot never fails to add a rugged touch to your outfit. Take it a step further with the season’s luxe hiker silhouettes, such as O’Keeffe’s burnished leather take (for the sleek outdoorsman who needs Wi-Fi in his country cabin).

Combat Boots From top: Church’s leather lace-up, $532. O’Keeffe hiker boot, $1,035. Courtesy of brands.

The Penny Loafer
Worn with or without socks, the penny loafer offers easy on-the-go polish. Go less preppy and more edgy with Valentino’s studded midsole treatment. It’s a little bit goodie-goodie, but a little naughty, too.

Penny Loafers From top: Allen Edmonds burgundy penny loafer, $275. Valentino loafer with studded midsole, $1,445. Courtesy of brands.

The Double-Strap Sandal
A double-strap sandal is a summer no-brainer. For a more fashion-forward look, sub a crisscross silhouette. If you’re daring, try Marni’s cozy fur-lined style for the transitional spring months.

Double-Strap Sandals From top: Ancient Greek double-strap style, $195. Marni fur-lined crisscross style, $845. Courtesy of brands.

For a closer look, click through the gallery.

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