10. Timeless Leather Jacket

A timeless leather jacket adds an instant dose of cool sophistication to any outfit. Whether worn casually with jeans and sneakers or draped stylishly over a dress or tailored trousers, its versatility ensures you’ll reach for it season after season. Opt for classic cuts—such as biker, bomber, or moto styles—in neutral shades like black, brown, or tan to maximize outfit combinations. Brands like AllSaints, Schott NYC, and Acne Studios offer premium-quality options. For additional styling inspiration, visit Who What Wear’s guide to styling leather jackets.