Spotted in Los Angeles yesterday, Jenner paired her Daniel Patrick High-Top Roamer Sneakers ($495) with polished, ladylike pieces, including a stark white sweater, matching A-line skirt, and Henri Bendel's West 57th Schoolbag in Olive ($278). We love the juxtaposition of casual, tomboy-esque high-top sneakers with sophisticated separates—it creates a cool look that's a bit more unexpected than your typical jeans-and-tee combo. Plus, it's the perfect outfit formula to copy when you want to wear sneakers to work—just swap in a slightly longer skirt to make it more office-appropriate. Et voilà: You may never go back to cut-offs again.
Scroll down to see Kylie Jenner's latest outfit and shop her bag!