Menswear Trends 2025: 9 Styles to Watch

by Sofia Alvarez Entertainment Editor

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The End of Streetwear? How 2025 Redefined Men’s Fashion


The End of Streetwear? How 2025 Redefined Men’s Fashion





Published: November 8, 2023

The End of Streetwear? How 2025 Redefined Men’s Fashion
2023-11-08
AI Generated Content
A look at the menswear trends of 2025, marking a shift away from streetwear and towards nostalgia, irony, and unexpected styles.

The fashion landscape of 2025 is a testament to the cyclical nature of trends and the enduring power of nostalgia, irony, and a willingness to embrace the unexpected.

in 2019, the late Virgil Abloh predicted a shift in the fashion landscape, forecasting the decline of streetwear’s dominance. His question – “How many more T-shirts can we own, how many more hoodies, how many sneakers?” – now feels prescient as we navigate the evolving trends of the 2020s. The hypebeast era, characterized by logomania and a relentless pursuit of the latest drops, is demonstrably waning, giving way to a more nuanced and, at times, ironic approach to style.

From Hype to Heritage: A New Fashion Order

Earlier this year, the annual GQ Fashion Awards highlighted this very transition, celebrating the resurgence of preppy aesthetics, a renewed interest in retro sneakers, and the increasing “meme-ification” of the fashion industry. 2025 proved to be a dynamic year for menswear,together futuristic and steeped in nostalgia. The sheer volume of impactful designer debuts necessitated a “mediaeval map,” as one insider described it, to track the shifting power dynamics within the industry. Celebrities increasingly used fashion to foreshadow upcoming projects, experimenting with kinkwear, vibrant greens, and borrowed jewellery.

The Rise of the Unexpected

Perhaps the most surprising development of the year was the triumphant return of the flip-flop.Once relegated to beach vacations, the humble sandal – or “mandal,” as some playfully dubbed it – strutted down the runways of New York, Paris, and milan, showcasing exposed toes in a way that felt both sensual and deliberately provocative. Similarly, boat shoes, long associated with a specific, often preppy demographic, found new life among city creatives and those embracing a more relaxed aesthetic.

Though, this period also saw a reckoning. Increased scrutiny of the “performative male” archetype led some to reassess their stylistic choices, shelving Labubus and pearl chokers in response to growing criticism. As one observer noted, “Sometimes call-out culture really does wonders.” The ironic embrace of quarter-zip sweaters and iced matcha lattes, previously the uniform of tech startup culture, became a semi-conscious statement among a new generation of internet users, while established Hollywood stars adopted towering, five-panel caps with a deliberately ostentatious flair. While many of these trends possess a timeless quality,others are destined for the fashion graveyard.

Boat shoes: A Surprisingly Chic Comeback

Remember Sperrys? Once a maritime staple and, later, a symbol of “debonair douchiness,” the boat shoe has experienced an unexpected resurgence in 2025. The trend originated on Miuccia Prada’s runway in late 2023, modeled by Troye Sivan

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