Step into Langley Fox’s Los Feliz pad—once owned by Charlie Chaplin—on a Friday night, and you’ll be greeted by an eclectic display of flea market finds and Paul Simon tunes, the illustrator/model’s music of choice. The cool setting is fitting, given Fox’s down-to-earth nature and even more low-maintenance approach to getting ready. With party season in full swing and New Year’s Eve just around the corner, we wanted to know: How does the It-girl prepare for an evening out with friends? From a shimmering smoky eye to a peek-a-boo dress, Fox proves it’s all in the sultry details.