Lupita Nyong'o's pearl-bedecked hair and nails, and Selena Gomez's Marilyn Monroe glamour. We're going to go ahead and add Lisa's preppy-punk look to our faves list. More from the Oscars ...

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 ...

The preppy renaissance is testament to the Ivy League-inspired aesthetic's everlasting appeal. And who could possibly object? Looking like you belong in a vintage Ralph Lauren advert is ...

And of course, she wore her signature red lipstick. TheImageDirect.com Swift has worn a parade of preppy pieces all summer long, including pleated skirts, striped button-down shirts, crewneck ...