Online Menswear Mavericks


Offering everything from pants to eyewear to entire wardrobes, these men’s wear websites are outperforming their brick-and-mortar rivals—and with good reason.

Stylist: Edward Enninful

Thanks to “the best-fitting pants in the world”—available in a variety of colors and fabrics for nearly every occasion—Bonobos has become the largest online-only clothing company in the U.S., expanding into everything from blazers to belts. These trousers are the real deal: The fit is amazing, and the no-fuss, guy-friendly attitude includes free shipping for deliveries and returns. With a denim line launching next month, it’s literally one-stop shopping for everything in a man’s wardrobe.

Stylist: Edward Enninful

It’s almost too easy: You create an online profile detailing your style and fit preferences, then consult with an on-staff stylist via e-mail or phone. Before you know it, a trunk full of expertly curated clothing and accessories arrives on your doorstep; returns are free, and you’re charged only for what you keep. An average guy being able to collaborate with an industry professional is genius, and the process exposes non-shopping men to new brands, new garments, and, ultimately, new style.

Stylist: Edward Enninful

After personally finding it difficult to wear a traditional button-front shirt untucked, founder Chris Riccobono polled 500 men and found that 95 percent had the same problem. Riccobono’s solution was a shorter shirt, designed to partially expose front-pants pockets. What is great is the obsessive attention to detail: The branding is minimal, the fabrics are high quality, and the sizing and tailoring flatter almost every body type.

Stylist: Edward Enninful

Warby Parker designs and produces its own frames—at a fraction of the cost of similarly stylish spectacles—and allows customers to try on up to five pairs at home for free in a move that has made it “the Netflix of glasses.” Since they’re only $95—including lenses—you can afford to stock up on several; best of all, for each frame it sells the company donates a pair to a person in need.

Stylist: Edward Enninful

Most guys think made-to-measure shirting is out of their league. Spier & Mackay hopes to change all that. Customers can enter their measurements and customize everything from the fabric to the collars to the plackets, and designs can be saved for easy reordering. The company uses traditional English techniques to create a perfect fit—even taking into account posture and shoulder profile—and has prices that rival lesser, off-the-rack brands.