Preppy fashion, though classic, is constantly evolving. Whether it's the rugby shirts and denim of the '50s, the button-downs and blazers of the '80s, or '90s pleats and slacks, this aesthetic ...

Move over, ballet flats. For fall 2025, designers took typically preppy footwear—loafers, brogues, etc.—and turned the styles ...

While preppy styling never really goes out of fashion, the aesthetic is staging a takeover as one of spring’s most prominent trends, thanks largely to Ralph Lauren’s now-viral SS25 show.