/ BODENUSA.COM / M.Gemi The preppy look originated in the early 1900s with collegiate and prep-school menswear (thus, the moniker). Signature items included blazers, polos, chinos, oxford shirts, ...

Preppy Meaning: Why the Old Definition Doesn’t Fit Anymore If you grew up equating preppy with tennis skirts, popped collars and someone named Blair waiting for a private coach to Nantucket, you’re ...