Best Men's Shoes That Look Stylish (but Are Secretly Comfortable)

Surprisingly comfortable!


Now that most of us are deep into the throws of adulthood, wearing comfy sneakers 24/7 just isn’t a reality. We have to play dress up at least five times a week for work, and now our weekends are full of formal events like weddings. As if the “appropriate” clothes aren’t uncomfortable enough, the shoes can absolutely kill us. Even though most men don’t go through the pain of wearing heels, that doesn’t mean their footwear is all sunshine and rainbows. To help make adulting a little more bearable we rounded up some of the comfiest, stylish shoes around that don’t cost a metric eff ton of money. Here are some of our favorites.

Skechers Men’s Status 2.0-Lorano Moc Toe Canvas Deck Shoe Oxford

Perhaps these will not do at a super formal wedding, but they are great for first dates, casual offices, and day parties on the weekend. The shoe comes in four colors and has air cooled memory foam to keep feet feelings like they are floating on air. One Amazon customer reviewer raved: “There isn’t one thing I dislike about these shoes, I’m going to get a pair in every color! Best lightweight shoes that I’ve ever had on, don’t overpay for summer shoes buy these they are awesome.”

Deer Stags Men’s Tallon Memory Foam Classic Dress Comfort Stylish Oxford

You can never go wrong with a solid black shoe. While your feet ache looking at these while thinking back to all those uncomfortable dress shoe moments, fear not. These shoes have a comfortable, removable inside memory foam sock as well as moisture-wicking fabric to keep feet less sweaty.

Cole Haan Men’s Nantucket II Loafer

Available in 15 colors, this show is perfect for a nicer Sunday outing. The slip-on style cuts out annoyingly tight laces. The style is totally sleek and pairs well with nearly any outfit. Over 230 people gave these shoes a near-perfect 5-star review, so in our opinion, they are worth trying to swap out sneakers with.