One of the defining style stories of the 2010s was how sneakers, tracksuits, and sportswear subsumed fashion runways — and, subsequently — the mainstream.
As luxury consumers began to favor comfort and ease, elevated athleisure like Gucci tracksuits and Balenciaga runners soon became go-tos for the fashion week set. However, the needle is shifting again and athleisure is making way for a slicker, dressier aesthetic that has shot brands such as Bottega Veneta and Jacquemus to the top of the fashion pyramid. Heeled boots for men are back, too.
Interestingly, men have more options than ever when it comes to heeled boots. Naturally, the popularity of Maison Margiela's Tabi boot certainly helped lower the guards of guys who felt anxious about wearing shoes with a noticeable rise, while style icons like Timothée Chalamet, Jaden Smith, and Luka Sabbat have also helped normalize the idea of wearing elevated footwear.
The Tabi's return has burst the dam, and now men have a ton of heeled options to choose from. Find some of our favorites below.
Shop the best heel boots for men below.
Enfants Riches Déprimés Western Boots
Kicking it off on a punky note, Enfants Riches Déprimés riffs off Western style and adds a grungier touch. The subtle heel is ideal for all our short kings out there.
Celine HOMME Embellished Boots
Cowboy style was a major force in 2022, and we’ve seen that continue during 2023 Fashion Weeks. Celine HOMME follows that Americana aesthetic adding a slight platform to its classic shape.
Toga Virilis Ankle Boots
Continuing with the Western style, Toga Virilis brings an authentic vintage-looking pair to our daily rotation. Composed of a squared toe and a Cuban heel, these are the basic elements for that refined look you are going for.
Raf Simons High-Top Boots
Raf Simons SOLARI boots are surely the perfect classy-yet-casual hybrid out there. Their smooth leather and sneaker-feel sole unit ease the burden of dressing your outfit up or down. These will still give you all the styling freedom you want.
Valentino Garavani Beatle Boots
Valentino is definitely no stranger to over-the-top heels, and this pair confirms it. The support the 80mm chunky platform and leather upper provide, will make you forget you are wearing enormous heels.
Off-White™ Texan Ankle Boots
Sure, Virgil Abloh dominated the streetwear scene with his sneakers creations, but his ability to pivot never ceases to amaze. Pair these with oversized trousers if you still want that casual vibe.
Rick Owens Bogun Ankle Boots
Rick Owens — AKA. The lord of darkness — gives his 4.5-inch heeled phenomenon an elegant suede update. The brown suede material, rounded toe, and chunky ridged rubber outsole make these the perfect companion to any bold look.
Acne Studios Ankle-High Boots
This Acne Studios pair might be your call to take the plunge if you are still on the fence about heeled boots. The pink cord at the zipper, and details at the upper leather, stand out this pair from the classic all-black boots.
Rick Owens Pull On Bogun Boots
The neutral color, over-the-knee leather, and chunky heel will push you towards bolder looks. Whether you're showing them off or hiding them with flared trousers, this pair belongs to your collection.
Want to keep browsing? Download the Highsnobiety app for all the hottest products and brands from the the Highsnobiety Shop. Highsnobiety has affiliate marketing partnerships, which means we may receive a commission from your purchase.