Explore the history behind prep as well as where to find the most iconic preppy clothing for men online from polos to chinos to Repp ties and more. You don’t need to be an Ivy League alum to enjoy ...

"Hearst Magazines and Yahoo may earn commission or revenue on some items through these links." If there's something I stand by, it's that I've always been a preppy fashion lover, through and through.

Lilly Pulitzer the fashion brand is instantly recognizable for its vibrant prints and ‘60s-inspired silhouettes. Think pink-and-green tropical floral cropped pants, sun-drenched patchwork kaftans with ...

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

Americans are used to having Ivy style, one of the nation’s chief sartorial exports, served back to them. Typically this comes via Japan, where it’s known as Ametora, or “American traditional,” and ...

Forbes contributors publish independent expert analyses and insights. Pooja Shah is a journalist who covers fashion, beauty and wellness. Preppy is back—and this time, it means business. Few brands ...

A Ralph Lauren polo shirt. A varsity jacket. Khakis and loafers. Are these clothes business casual? Date night attire? Is this a “preppy” look? As it happens, the answer is kind of all of the above, ...