Style / Fashion

Reinventing the Gentleman: Tailoring Makes a Bold Return with The Fall/Winter ’25 Men’s Fashion Week

Menswear reclaims its narrative for Fall/Winter ’25 — from nostalgic tailoring to playful eccentricities, fashion houses explore identity through fabric, form, and imagination.

Jan 28, 2025 | By Sanjeeva Suresh

The Fall/Winter ’25 menswear collection was a season marked by striking dualities, where designers are blending primal instincts with refined artistry. This year, labels embrace the full spectrum of modern masculinity, playing with emotional depth, rebellion, and tradition. From the emotional rawness of Prada to the playful subversion of British icons at Moschino, menswear takes on a new, layered complexity. Rather than merely showcasing clothing, designers are telling rich stories that reflect the multi-faceted nature of contemporary manhood.

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The Art of Storytelling Through Design

Menswear in Fall/Winter 2025 has become a platform for designers to communicate more than just aesthetic choices; it is a space where fashion intersects with personal identity, cultural commentary, and emotion. Prada’s collection — designed by Miuccia Prada and Raf Simons — showcases an exploration of instinctive creativity. The designs evoke a sense of raw human emotion, where the juxtaposition of sheer fabrics and oversized silhouettes reflect the vulnerability and strength “inherent in human nature” as the brand describes. The use of bright purple trousers against muted plaid coats, or oversized outerwear paired with cowhide shirts, speaks to the unpredictability of life and its inherent contradictions.

Similarly, Moschino’s Adrian Appiolaza taps into playful subversions, reimagining British aristocratic symbols with an irreverent twist. In contrast to Prada’s emotional depth, Moschino offers a cheeky commentary on the fluidity of identity. By blending high-society references with kitsch (like corgi-shaped bags and royal tea motifs), Moschino pushes the boundaries of conventional menswear, transforming clothing into a playful form of self-expression. These contrasting approaches — Prada’s emotional rawness and Moschino’s playful artifice — speak to the evolving definitions of masculinity, where strength and softness are no longer seen as opposing forces but as complementary expressions of self.

Tailoring Through Time: A Nod to History

The Fall/Winter ’25 menswear collections also see a return to historical influences, with designers revisiting iconic past collections to reinterpret them through a modern lens. Dior Men revisits Christian Dior’s groundbreaking Ligne H collection from the 1950s, where contrasting volumes — fitted and flared silhouettes — played with perceptions of masculinity and elegance. Dior Men’s reimagining of this historic collection not only honours the brand’s legacy but also speaks to a growing interest in reviving archival design to understand how past aesthetics can inform current identities.

Similarly, Dolce & Gabbana channels the elegance of the 1940s in a nod to old-world glamour. The tailoring is precise, yet there is an undercurrent of casual sophistication, blending the formal and the relaxed. Satin shirts and high-waisted trousers ground the collection in timelessness, while the impeccable finishing touches — such as the use of luxurious fabrics — imbue the pieces with an undeniable modernity. Both Dior Men and Dolce & Gabbana evoke a sense of nostalgia, but they do so in a way that is contemporary and forward-thinking, showing that the beauty of tailoring can transcend eras.

The Ralph Lauren Fall/Winter ’25 Purple Label collection sits at the intersection of luxury and heritage. The brand continues to bridge the gap between American ruggedness and Italian sophistication, presenting a refined, yet timeless wardrobe. The collection evokes a spirit of alpine adventure, bringing together the refined tailoring of Milan and the rugged luxury of the Dolomites. Warm hues such as “inverness loden” and “thicket moss” meet pristine winter cream, while luxurious materials like cashmere fleece and suede outerwear define a look of relaxed elegance

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Louis Vuitton’s Fusion of Past and Future

The Louis Vuitton Fall/Winter ’25 collection sits at an intersection of luxury fashion and streetwear, with Pharrell Williams and NIGO bringing their collaborative vision to life. This collection leans into the legacy of the early 2000s when streetwear first began its ascent into luxury fashion. By merging references to their early collaborations with Louis Vuitton and NIGO’s penchant for vintage streetwear, the designers offer a retrospective look at a pivotal moment in fashion history. The collection brings the energy of the streets into the realm of high fashion, embracing a forward-thinking attitude while nodding to the past. This blending of streetwear and couture craftsmanship reflects a broader trend in menswear, where traditional tailoring meets more casual, subcultural elements. Louis Vuitton’s use of streetwear motifs, such as graphic tees, paired with sleek, tailored trousers, exemplifies this dynamic balance — showcasing that streetwear’s influence on luxury menswear is here to stay, but it continues to evolve in refinement.

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The Art of Exquisite Subtlety

In stark contrast to the boldness of streetwear and historical revivals, Brunello Cucinelli offers a quiet celebration of luxury, where craftsmanship and understated elegance reign supreme. The collection plays with the tension between tradition and modernity, offering a fresh take on tailoring that is comfortable yet sophisticated. Relaxed silhouettes and a soft colour palette of amaranth, sapphire, and pumpkin inject life into the typically muted world of classic menswear. Cucinelli’s ability to craft timeless yet contemporary pieces lies in his focus on detail. The intricate, artisanal knitwear — created using traditional vanisé techniques — speaks to a modern desire for both luxury and comfort. Here, luxury is not loud; it is a matter of exquisite detail and refined simplicity. The brand’s commitment to quality materials — such as brushed leathers and fine silks — elevates the “everyday” into something extraordinary. In this way, Cucinelli’s collection reminds us that the art of dressing well does not need to be extravagant — it lies in the subtle, meaningful details.

Dandy’s In the Details

Emporio Armani’s collections continue to be the epitome of sophisticated luxury. For Fall/Winter ’25, the brand focuses on craftsmanship, with long-haired fabrics and sleek silhouettes that emphasise tactile luxury. The rich, earthy palette of tobacco and cognac tones is balanced by metallic threads woven into the fabric, lending the collection a sense of opulence. Armani’s garments seem to breathe elegance, where even the smallest details — such as the textured fabrics and intricately designed accessories — are deliberately chosen to exude charm and sophistication.

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Similarly, Tod’s remains the master of understated elegance. Through the Pashmy project, Matteo Tamburini has redefined traditional wardrobe staples — such as the bomber jacket and shirt — in ultra-soft, luxurious leathers. Tod’s commitment to quality is clear, with every piece showcasing a modern interpretation of timeless design. Their signature Gommino shoes, now reimagined in fine suede and hand-brushed leather, remain a symbol of quiet luxury.

A Season of Dualities

The Fall/Winter ’25 menswear season is a testament to fashion’s evolving ability to speak to the many facets of masculinity. From the primal to the refined, designers have embraced dualities that explore identity, emotion, and tradition. Whether through the juxtaposition of raw instinct and intricate tailoring at Prada, the cheeky subversion of British tradition at Moschino, or the revival of historical menswear at Dior Men, this season proves that menswear is more than just clothing — it is a conversation between the past, present, and future.

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