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The Fall/Winter 2026 season is a riot of tailored jackets. Where should the trendsetter set his sights?

The Fall/Winter 2026 season is a riot of tailored jackets. Where should the trendsetter set his sights?

For the Fall/Winter 2026 season, brands from Japan and abroad are rolling out a steady stream of tailored jackets, creating a dazzling array of options. Tailored jackets, which add elegance and allure to any outfit, are one of the must-have items for embracing this season’s trends.So, among the many options available, what styles should you look for if you want to stay one step ahead of the crowd? We’ll explore this using the latest collections and OTOKOMAE street style snaps as our guide.

What to Look For in Tailored Jackets for Fall/Winter 2026?Focus on tailoring that creates dimension at the shoulders and chest.Double-breasted styles are in vogue

In the Fall/Winter 2026 men’s collections, tailored jackets that emphasize the three-dimensionality of the shoulders and chest area are particularly eye-catching.Saint Laurent proposes a well-defined silhouette with protruding shoulder lines and a cinched waist. At LOUIS VUITTON, a boxy silhouette characterized by angular shoulders and a straight body has emerged.SOSHIOTSUKI offers its own unique reinterpretation of classic tailoring, combining bold shoulder lines reminiscent of 1980s power suits with large, upturned peak lapels. While each brand’s approach is distinct, all are characterized by designs that accentuate the jacket’s silhouette.This style of tailoring has the appeal of making the shoulders appear wider and the chest appear broader.

Another trend to watch when choosing a jacket this season is the double-breasted style. The overlapping front panels and button placement create a sense of substance and presence distinct from single-breasted jackets. While the classic six-button style is appealing, this season’s mood favors cleaner designs with fewer buttons, such as two- or four-button styles.A jacket that accentuates the shoulder and chest lines further highlights the distinctive presence unique to double-breasted styles.

If you’re thinking about how to style a tailored jacket, take a look at the men’s fashion at Pitti Uomo for inspiration. From single-breasted to double-breasted, there are as many ways to wear them as there are people. Check out the gallery for snapshots taken on-site by OTOKOMAE.

Next, we’ll introduce tailored jackets you’ll want to incorporate into your wardrobe this season.

Fall/Winter 2026: Tailored Jackets for the Man Who’s Ahead of the Curve, Part 1Giorgio Armani “Apton Line Double-Breasted Cashmere Jacket””

From Giorgio Armani, we’ve selected an Apton Line double-breasted jacket crafted from soft cashmere. It features a supple silhouette that flows gracefully along the body.The front features a four-button closure, notched lapels, and patch pockets at the hips. The lightweight construction—without a lining—strikes a balance between the distinctive presence of a double-breasted jacket and a relaxed vibe.

Fall/Winter 2026: Tailored Jackets for the Man Who’s Ahead of the Curve, Part 2Saint Laurent ‘Jacket (Striped Herringbone Wool)’

From Saint Laurent, we’ve selected a double-breasted jacket featuring striking, broad shoulders and a cinched waist. Padded shoulders and a wide peak lapel create a powerful silhouette. The front features a two-button closure. The jacket is crafted from anthracite-based herringbone wool with stripes.

Fall/Winter 2026: Tailored Jackets for the Man Who’s Ahead of the Curve, Part 3LEMAIRE ‘Tropical Wool Blend Double-Breasted Jacket’

From Lemaire, we’ve selected an oversized double-breasted jacket that combines a roomy body with shoulder pads. It features a silhouette that maintains a sense of volume throughout without cinching the waist too tightly.The fabric is a tropical wool blend that offers a supple texture and a rich, multidimensional hue, as if threads of different colors were blended together. The deep moss green color is another unique charm of this piece.

Fall/Winter 2026: Tailored Jackets for the Man Who’s Ahead of the Curve, Part 4ssstein ‘DEFORMED SHOULDER DOUBLE-BREASTED JACKET’

From ssstein, we’ve selected a double-breasted jacket featuring a distinctive shoulder line with a two-stage sleeve cap design. While emphasizing the shoulder width, it avoids thick shoulder pads, instead using thin cotton inserted at the sleeve set-in to shape the shoulder tips.Furthermore, by gathering the fabric on both sides of the back, the jacket creates definition in the body, achieving a three-dimensional silhouette despite its oversized fit. The fabric is a high-density wool gabardine with excellent body and structure.

5 Tailored Jackets for the Man Who’s Ahead of the Curve: Fall/Winter 2026GENTLEMAN PROJECTS ‘BLUFF’

From Gentleman Projects, we’ve selected the “BLUFF,” an oversized double-breasted jacket that offers a modern take on 1980s suit styles. It features softly flared wide lapels and two-tiered hip patch pockets reminiscent of change pockets.The jacket is crafted from 100% Japanese wool fabric with natural stretch. When paired with the “ALIBI” slacks made from the same fabric, it can be worn as a suit set.

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