Explore the history behind prep as well as where to find the most iconic preppy clothing for men online from polos to chinos ...

There's something for everyone when it comes to this spring's fashion trends, and the "neo preppy" is one of the hottest looks this season. If you think "preppy" only means plaid shirts and boxy polo ...

"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.

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Remember when preppy fashion was cool? I'm talking back in say 2005, when nothing seemed to go better with green than pink, no collar seemed wearable unless it was popped, no shoes seemed to look ...

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, ...

Every so often, a fashion show triggers a zeitgeist shift. More than any breathless praise or armchair analysis, it is a gut feeling that these clothes are going to change the way we dress. While ...