Knits have long been a staple of the preppy aesthetic, and they're best styled with equally posh staples like pleated mini skirts. A classic white button-down shirt styled with a tie and an ...

But what does preppy style signify now? And how did an aesthetic that once felt niche ... In the early ’80s, if you were wearing these clothes, you either ordered them through the mail, or ...

The look and meaning of preppy fashion have shifted multiple times over the decades. A new variant of preppy has gone viral online. And it involves pink clothing, cartoons, ribbons, and bowties.

Ready to take a deep dive into the preppy aesthetic? Let's take a look at its ... pin-up look happening too. While these clothes had been a sign of privilege in the '50s, they were being made ...

But did you know the designer known for his preppy looks actually began by designing hippie gear? Hilfiger recalled on "CBS This Morning" that he and his buddies went into the fashion business in ...