Who decides what’s “ugly” in fashion? In 2025, it turns out everyone—and no one. From inflatable boots that look like wearable pool floats to frog-eyed clogs and split-toe sneakers, this year’s most polarizing shoes have stomped their way from runway jokes to sold-out status.
Love them or hate them, one thing’s for sure: these so-called “ugly” shoes are the hottest ticket in town. They’re clunky. They’re weird. They’re everywhere. Here, we’re rounding up the “ugliest” shoes of 2025 that not only defied convention—but flew off the shelves in the process.
1. Rick Owens Inflatable Porterville Boots
The Rick Owens Inflatable Porterville Boots are a daring take on footwear, enveloping the leg in inflated latex clouds. Critics are divided, some likening them to trash bags, while others applaud their avant-garde nature.
These boots challenge practicality with their towering five-inch wedge heel. Fashion-forward individuals have embraced them as a statement piece, pushing the boundaries of traditional aesthetics. Their bold design stands as a testament to the ever-evolving world of fashion, where creativity knows no bounds. Despite skepticism, their unique silhouette has secured a spot in the closets of the daring and adventurous.
2. New Balance 1906 Loafer Sneakers (“Snoafers”)
New Balance has fused classic loafers with athletic sneakers in the 1906 Loafer Sneakers, affectionately dubbed “Snoafers.” Their unconventional design has sparked debate, but insiders note their surprising versatility. While initially met with skepticism, these shoes have proven adaptable across various settings.
They challenge the norms of footwear by blending comfort with style, offering a unique yet practical option for the fashion-forward. This innovative hybrid reflects a playful yet sophisticated approach to modern footwear design. Enthusiasts appreciate their ability to transition seamlessly from casual to semi-formal occasions. The “Snoafers” are redefining everyday elegance.
3. Maison Margiela Tabi Shoes
Known for their unique split-toe design, these shoes evoke strong reactions from enthusiasts and skeptics alike. While some praise their distinct silhouette, others find them off-putting. Nevertheless, they continue to captivate audiences with their bold design.
The Tabi Shoes serve as a conversation starter, pushing the boundaries of conventional footwear. Their avant-garde appeal has cemented their place in the wardrobes of the daring and the bold. Each pair is a testament to Maison Margiela’s commitment to innovative design, challenging the status quo.
4. JW Anderson x Wellipets Frog Clogs
JW Anderson x Wellipets Frog Clogs bring a whimsical charm to the fashion scene with their bulging frog eyes. These playful clogs have made their mark at fashion weeks, embracing a childlike aesthetic that resonates with both young and old. While their unconventional design has garnered mixed reactions, they embody a sense of fun and creativity.
The Frog Clogs challenge traditional fashion norms, inviting wearers to embrace their inner child. This collaboration reflects a unique blend of high fashion and playful design, appealing to those unafraid to stand out in a crowd. They are a delightful nod to imaginative style.
5. Platform UGG Clogs
Described as “ugly-chic,” these clogs blend the iconic coziness of UGGs with a daring platform design. Their appearance has sparked discussions on fashion boundaries, challenging perceptions of style and comfort. Despite their unconventional look, they have found a place in the hearts of trendsetters.
These clogs embrace the philosophy that fashion should be fun and experimental. As they continue to gain popularity, they highlight the evolving tastes of a new generation eager to defy norms. Comfort meets audacity in these trendsetting shoes.
6. Boat Shoes
Boat shoes, once a staple of preppy fashion, have resurfaced as a controversial trend. Their resurgence has reignited debates about style relevance, with some embracing nostalgia while others question their place in modern fashion. These shoes evoke memories of leisurely summers by the sea, appealing to those drawn to classic aesthetics.
The renewed interest in boat shoes highlights a shift towards timeless, versatile pieces that withstand the test of time. Whether viewed as a nostalgic nod or a fresh take on a classic, they continue to capture the hearts of fashion enthusiasts seeking a connection to the past.
7. Jelly Shoes
Jelly shoes, a nostalgic trend from the 1980s and 1990s, have made a playful comeback. Despite their whimsical appearance, many recall the discomfort they once caused. Shoppers humorously anticipate foot pain and blisters merely at the sight of them.
However, their vibrant colors and fun design continue to attract attention. Jelly shoes capture the spirit of a bygone era, appealing to those who appreciate retro aesthetics. This revival highlights a yearning for playful, carefree fashion that doesn’t take itself too seriously. They serve as a reminder of simpler times, bringing joy and a splash of color to modern wardrobes.
8. Garden Clogs
Once relegated to the back of closets, garden clogs have emerged as a surprising fashion trend for summer 2025. Brands like Plasticana have led the charge with their eco-friendly hemp and recycled plastic designs. These clogs offer a sustainable twist on a utilitarian classic, gaining traction among trendsetters.
Their revival reflects a growing commitment to environmentally conscious fashion. As more consumers prioritize sustainability, garden clogs stand out as both practical and stylish. They capture the essence of a modern, eco-friendly lifestyle, appealing to those who value both form and function in their footwear choices.