The 'preppy' aesthetic simply comes from the term 'preparatory,' which refers to nostalgic elements referencing school uniforms. Think pleated skirts, rugby-style tops, blazers, and loafers.

Their definition is far different from your pearls and cable-knit sweaters. When I think of “preppy” fashion, Lilly Pulitzer and pearls come to mind. But if you ask Gen Alpha, you’ll likely ...

Every item on this page was chosen by a Town & Country editor. We may earn commission on some of the items you choose to buy. JW Anderson and Uniqlo are giving the preppy aesthetic a fresh twist ...