In this challenge, Maddy shops as the preppy contestant while Cilla represents the nerdy side for back to school. They start at Starbucks, where Maddy enjoys iced coffee and Cilla opts for hot ...

Thom Browne Envisions a Hot Preppy Summer: With a line inspired by America's East Coast holiday lifestyle.

Miley Cyrus was spotted by photographers on set of a new project in New York City on Wednesday, April 23, and fans are completely losing their minds over the "Malibu" singer's little black dress ...

Miley Cyrus was spotted by photographers on set of a new project in New York City on Wednesday, April 23, and fans are completely losing their minds over the "Malibu" singer's little black dress and ...

Dressed in preppy knee-high socks and navy court shoes, the royal wears a blue and bottle-green kilt paired with a butter-yellow knit jumper.

The surviving brother of Princeton murder suspect Matthew Hertgen sent a warning text message to his youngest brother about an hour before he was murdered.

The world No. 1 and three-time Grand Slam winner did a glamorous photoshoot on the beach highlighted by a sizzling preppy two-piece.

Cameron Brink pulled up to Miami to support her Lunar Owls teammates in Unrivaled ahead of the league's playoffs in a stunning outfit courtside.

These are the five staples you need to nail preppy styling inspired by this season's catwalks at London Fashion Week.