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 ...

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.

"Hearst Magazines and Yahoo may earn commission or revenue on some items through these links." Every so often, a fashion show triggers a zeitgeist shift. More than any breathless praise or armchair ...

Unexpected, nostalgic footwear styles are having a moment — from gladiators to jellys, the past continues to be the present’s biggest inspiration. One style that has continued to rise (pun intended) ...