A little whimsy goes a long way. Whether it’s little red hearts, twinkling stars or smiling critters, a playful mood has set in. We love Olympia Le-Tan’s charming book covers reinterpreted in LeSportsac’s durable nylon. Pair with clothes in gleefully oversized proportions that call to mind childhood dress-up.

Taylor Tomasi Hill in New York

Rucksack, RM3,990, Moschino

Clutch, RM260, Olympia Le-Tan for LeSportsac

Shoes, approx. RM1,210, Stella McCartney at Mytheresa.com

Photo Credit: M8 Studio; Imaxtree; Corbis; Getty Images