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 ...

When trying to achieve a preppy look, socks can help. We’ve seen them styled differently – knit socks with kitten heels or ...

The jacket Meester wore this week, from ME+EM, was a fresh take on Blair’s go-to style, as it had a boxy, cropped silhouette ...

Preppy style is having a moment, but it’s not quite what you might remember from your school days. With designers like Thom Browne, Simone Rocha, and Giorgio Armani putting their spin on the cla ...