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 Preppy Look With a Sultry Skirt For instant sartorial success, count on preppy items—like loafers, a polo shirt, and scrunchy socks, to anchor your outfit. The Transitional Outfit With a Pop ...

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 ...