How to Look Good Without Pants

Courtesy of Sleepy Jones

Design heavyweight Andy Spade debuted loungewear brand Sleepy Jones in 2013 with the goal of creating an offbeat but timeless collection inspired by the artists, writers, and other creative types who don’t do their best work in a suit and tie. Prime Sleepy icons include journalist George Plimpton, who roamed the ‘Paris Review’ offices in his boxers and also suited up as a third-string quarterback in the 1963 Detroit Lions training camp for his classic book ‘Paper Lion.’

“Lounging is a luxury,” according to the Sleepy Jones mantra – meaning we should make the most of it and go beyond boring basics. The stylish collection includes striped and dotted socks, handsome pajamas that would look just right in the old screwball comedies, and comfy tees that announce your art-world leanings (Fluxus or Dada?).

The tailored boxers are also a standout. The Jasper trunk, for the “selective layabout,” comes in standard designs like solid broadcloth and a striped Repp print, but you can also make more of a statement in options like a floral cotton from the renowned Liberty of London mills, or the new Sleepy Jones Artist Editions. The first Edition pairs the refined Jasper trunk with illustrator Wes Lang’s moto-psychedelic tattoo flash, with other collaborations following soon. [Jasper boxers, $38;]

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