Not just great for sleeping in, the silk pajama shirt is an unexpected way to dress up jeans. Try rolling up the sleeves of an unusual silk one and tuck it or wear it loose over boyfriend denim. Then dress up the rolled cuffs by slipping on heels, like these ones with a scroll detail from Brian Atwood. A crystal link bracelet adds a touch of shine to this relaxed look.
Sequin Encrusted Link Bracelet, $80 at Bloomingdales; Topshop Snake Trim Boxy Bag, $56 at Topshop; B by Brian Linscott Scroll Pumps, $450 at Shopbop; Moto Lacey Bleach Slim Boy Fit Jeans, $84 at Topshop; Zara Printed Silk Blouse, $79 at Zara; One Heart Charm Necklace, $2 at Forever 21.