Having presided over the clubby Northeastern prep sensibilities of J.Press as the brand’s creative director, Mark McNairy went a little wild when he struck out on his own in 2008. While he retained an appreciation for traditional silhouettes stitched together exclusively in the UK or the USA, he also displayed a willingness to subvert preppy sartorial conventions. For his Spring 2012 collection, he plastered polka dotted smiley faces onto a pair of chino shorts and applied blinding neon-hued finishes to the soles of his classic brogues. Another prime example of the designer’s spirited sense of fun: this cotton canvas backpack adorned with a camo pattern overlaid with daisies. Featuring adjustable padded shoulder straps, zippered front pocket and large main compartment, the backpack is available in Woodland and Desert colorways. It’s in stock now at colette.