Gen Alpha may throw 'preppy' around as an insult, but little do they know, it's making a major comeback as a stylish fashion trend this fall. These Mary Jane flats are the ultimate preppy chic fall. I ...

Some bastions of preppydom such as Brooks Brothers and J. Press believe the aesthetic will always be at the core of menswear.

There's no question striped tops are a staple in our year-round wardrobes. The Breton tee is a classic with universal appeal—beloved by celebs and fashion people alike. For the past few seasons, we've ...

"Hearst Magazines and Yahoo may earn commission or revenue on some items through these links." Earlier this week, Kendall Jenner dramatically revealed a massive hair change. She went from platinum, ...

Rihanna is one A-lister who knows how to marry posh and sporty pieces together. This fall, one of her most casual cool-girl looks is trending, and we can’t stop swooning over it. Enter: rugby shirts.

Preppy style is having a moment, but it’s not quite what you might remember from your school days. With designers like Thom Browne, Lacoste, and Tory Burch putting their spin on the classic aesthetic, ...

Including polos, plaid skirts, and penny loafers that are perfect for fall getaways. Francesca has nearly 5 years experience as a shopping writer and editor covering travel, gear, style, and more. She ...