What Our Gearhead(R) Experts Are Saying: "I love a pair of denim shorts that feels classic but not overly stiff. These have that soft rigid denim feel that breaks in nicely over time, and the mid-rise fit is easy to style. The relaxed silhouette keeps them comfortable for all-day wear, whether I'm pairing them with boots or sneakers. They're the kind of staple you can throw on without overthinking it." We reach for the Now Or Never Denim Short when warm days call for effortless style. Free People brings timeless attitude to this We The Free staple, giving us a relaxed mid-rise fit that feels laid-back yet put together. From music festivals to everyday errands, it's the pair we know we'll keep in steady rotation. Crafted from soft rigid 100% cotton denim, these shorts offer structure with a comfortable feel that only gets better over time. A classic five-pocket design, zip fly with button closure, and lived-in distressing with frayed hems add to the vintage-inspired look. Styled with tall boots or worn casually with sneakers, they deliver endless outfit possibilities.