This month’s standout menswear releases are all about blending performance with polish. Our fashion experts, Ryan Brower (Senior Gear and Commerce Editor) and Joseph Cheatham (Style and Commerce Editor), scouted the best new pieces that not only look great but also fit effortlessly into your daily routine—whether you’re heading to the office, hitting the gym, or traveling for the weekend. From moisture-wicking essentials to smart outerwear, this May’s gear is built to perform. Read on for the top menswear picks that deliver both function and flair.
Carl Friedrik Traverse Backpack
Upgrade your travel game with this sophisticated weekender. Built from water-resistant nylon and detailed with premium leather trim, it offers sleek durability. Its clamshell opening ensures TSA-friendly access, while well-organized compartments keep clothes and gadgets neatly in place.
Brooks Brothers The No. 1 Sack Sport Coat in Cotton Madras
Brooks Brothers introduces a breathable, lightweight madras coat perfect for warm weather. Unlined for comfort and designed with a relaxed fit, it’s the ultimate hybrid for both office attire and casual evenings. Dress it up with a shirt or keep it laid-back with a tee.
The North Face Antora Jacket
Spring’s unpredictable weather is no match for this wind- and rain-resistant layer. The Antora jacket handles gusts, showers, and shifting temps with ease. It’s lightweight, packable, and a gym bag essential for guys always on the move.
Puma Roma 24
Puma’s Roma 24 reimagines the iconic ‘60s running shoe with a modern twist. A sleeker profile, lightweight build, and plush midsole make it as comfortable as it is versatile. Perfect for casual fits and long days on your feet.
Tag Heuer Formula 1 Solargraph Solar Quartz
This solar-powered stunner combines rugged performance with cutting-edge style. With a carbon bezel and blacked-out dial, it radiates Formula 1 vibes. No battery changes, no winding—just dependable timekeeping that transitions seamlessly from workouts to dinner.
Ray-Ban Mega Wayfarer
Ray-Ban revamps its signature Wayfarers with help from A$AP Rocky. The oversized black frames and dark lenses inject attitude and edge into a timeless silhouette. They’re light, bold, and designed for guys who want to stand out, not blend in.
Untuckit CottonTek Orsini Shirt
Classic style meets modern performance in this Untuckit shirt. The CottonTek fabric wicks moisture, stretches comfortably, and holds its shape all day. With a slightly shorter hem, it’s made to be worn untucked—ideal for business casual or travel-ready looks.
Brooks Chariot
This throwback sneaker originally designed for running now thrives in the lifestyle lane. The Chariot features a nostalgic mix of suede and mesh, paired with cushioning that supports everything from urban exploring to errand running.
Redwing Weekender Chukka
Red Wing gives its legendary boot a warm-weather refresh. The Weekender Chukka is crafted with soft leather that breaks in fast and a flexible sole that feels great from day one. It’s all the brand’s heritage, packed into a more relaxed package.
Shinola J Dilla Runwell Chronograph Watch
Pay tribute to hip-hop legend J Dilla with this collectible timepiece. With gold subdials on a midnight blue face and his name engraved on the back, this chronograph is powered by reliable quartz and delivered in a record sleeve-inspired box. A stylish blend of music and craftsmanship.
Reebok HYMNE Shorts
Reebok’s HYMNE shorts deliver workout-ready performance with weekend-ready style. The seven-inch inseam hits just right, and the fabric has the stretch and breathability needed for any activity. Their polished look also makes them a smart casual option.
Sperry x J.Crew Original Two-eye Boat Shoes
This fresh take on a preppy classic blends Sperry’s craftsmanship with J.Crew’s fashion-forward touch. The suede upper replaces traditional leather, giving the boat shoe a textured, upscale vibe. It still boasts a grippy sole and iconic laces—just with a modern twist.
Todd Snyder Italian Linen Wythe Trouser
Todd Snyder delivers a wide-legged trouser that feels relaxed but still refined. Italian linen offers breathability without wrinkles, and sharp tailoring ensures a clean silhouette. These trousers instantly elevate your warm-weather wardrobe.
Homage New York Yankees Cap Logo ’68 Lightweight Hoodie
You don’t need to bleed pinstripes to appreciate this hoodie. Featuring the classic Yankees logo, it’s soft, broken-in, and easy to wear right out of the box. Ideal for cool mornings, game nights, or casual weekends, it’s a streetwear-ready nod to baseball’s elite.
Reiss Monaco T-Shirt
This collaboration between British brand Reiss and McLaren brings motorsport style to everyday wear. The Monaco tee blends clean design with comfortable fabric, offering an easy fit that feels relaxed but never sloppy—perfect for a Riviera-inspired summer.
This May, the best menswear releases don’t just look the part—they step up where it counts. Whether you’re dressing for a boardroom, a backyard, or a bench press, these pieces promise style without compromise.
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