After showing a military-inspired Fall collection focused on stricter shapes and structured fabrics, Richard Chai relaxed his tailoring for Resort. A pair of high-waisted, wide-legged trousers with multiple pleats running down each leg was cut from a georgette so lightweight they billowed with each step. Slouchy suits in washed cotton twill were styled with casual cropped T-shirts, and pajama sets conveyed a similar sense of ease. Chai kept hemlines relatively long, teaming shrunken bomber jackets with flowing, to-the-knee skirts for a juxtaposition of sporty and soft. "I like clothes that have character and aren't perfect," he explained. Hands down, the standout look was an electric blue slipdress that mixed tiers of shadow stripe and solid silk. Paired with comfortable yet polished flats, the breezy number was exactly what you'd want to wear on a warm summer evening.