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 for ...

We all know what "preppy" means — don't we? If you're older than those in Generation Alpha (anyone born after 2012) you might think of a wealthy person with a particular fashion sense (collared shirts ...

Attention ancient users of the Internet—this includes you, too, Gen Z and millennial online dwellers: Preppy no longer means what you probably think it means. If you thought it still looked like Blair ...