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4 Styles to Sneakily Step Up Your Man’s Shoe Game

We all know it: Men can be creatures of habit. They fall into a routine and get attached to that couch they’ve had since college or that worn-out t-shirt that is well past its prime. Getting your man to replace items or transition to new go-tos can be difficult (especially when it comes to everyday accessories like shoes), but we’ve got you covered. We put together a list of shoes so versatile, he can wear them to anything—from work to date night to drinks with the guys. He’ll love them, and you’ll love his new-and-improved style.

Man Wearing Nike Sneakers

Men’s Dress Shoes

A good pair of dress shoes should be a part of every man’s wardrobe. It shows the world he’s professional, sophisticated, and willing to dress for the occasion. Whether he’s heading into the office to get that promotion or suiting up to be your handsome wedding date, a versatile pair of dress shoes is absolutely essential.  

Derby Shoes

Brown Men's Derby Shoe

A touch more casual than the classic dress go-to the Oxford (black cap-toe Oxfords—also a wardrobe staple, by the way), a brown Derby shoe can be dressed up for the office and special occasions or dressed down with a casual-chic jeans outfit.

Loafers

Burgundy Men's Loafers

If you ask us, loafers are the underrated men’s closet essential. You can’t go wrong with a classic pair of leather loafers, but a more stylish pair—think velvet or suede in a dark color—can elevate a suit or jeans look immensely with a bold style statement. You can even opt for a fun print for a more playful, yet still elegant, look.

Men’s Casual Shoes

Days off call for comfy, casual shoes—but comfort doesn’t have to mean lack of style. An upgraded casual shoe must be versatile so it can go with most outfits and comfy enough that he’ll grab it on days when style isn’t his highest priority. Not an easy feat, but most definitely possible. Here are our current faves.

Espadrilles

Men's Navy Espadrilles

When those warmer months roll around, a casual shoe that is comfy enough to wear out in the sun yet durable to stand up to the elements is a must-have. Espadrilles add a touch of summer-style to casual days at the beach or Saturday morning errand runs.

Vintage Sneakers

New Balance Vintage White Sneakers

Originally made for tennis athletes, court shoes are back in style and have transitioned to ultra-comfortable casual staples. A basic white sneaker is the ultimate casual shoe—it can go with a wide variety of outfits and transition seamlessly into night looks.

Men’s Athletic Shoes

A comfy, quality pair of athletic shoes should not be underestimated. They offer the support he needs—whether he’s taking on the town or heading to the gym—and when styled right, can step up any athleisure outfit or even go with dressier ensembles. While it’s important to take the style of the shoe into consideration (high-top, skate shoe, or trainer), it’s almost equally important to consider the brand. Athletic shoe brands carry a reputation of quality and the logo can be just as much of an accessory as the style of shoe.

Nike Shoes for Men

Grey Nike Sneaker for Men

Nike is a staple athletic shoe brand for both aesthetic and quality purposes. Offering a stylish shoe for any activity, including basketball, running, and training, Nike will make sure he’s ready to play on or off the court. He can rock these sneakers with trendy sportswear or dress them up with on-trend fitted pieces.

Adidas Shoes for Men

Adidas Black Men's Sneaker

Adidas is another well-loved athletic shoe brand for men. Its iconic three-stripe logo is a fashion icon in itself and allows its shoes and apparel to stand out from the crowd. Just like with Nike shoes, these sneakers can be worn for workouts or dressed up.

Boots for Men

Perfect for all seasons, a good pair of men’s boots are surprisingly versatile. When dressy enough, they can be paired with a suit to add an on-trend twist, or worn with rolled jeans or chinos to add a sexy touch to his casual days.

Chelsea Boots

Men's Black Chelsea Boot

A modern staple, the leather Chelsea boot is a sleek and functional ankle boot. Its long history of popularity began in England during the Victorian Era and has become more and more loved ever since. The fitted design goes with almost any outfit, and the durable material is often designed to stand up to everyday wear and tear. Many Chelsea boot varieties are even waterproof, meaning these comfortable boots can be worn year-round.>

Chukka Boots

Men's Tan Chukka Boots

A more casual yet still fashionable choice for men is the Chukka boot. These lace-up ankle boots are typically made from leather or suede and work with almost any outfit from jeans to sweats. They’re also the perfect companion to fun socks.

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