Massimo Giorgetti’s antidote to the world’s noise is focusing on clarity in design, evolving his preppy fashion with textures ...

Taylor Swift recently went on a triple date with Travis Kelce, Brittany and Patrick Mahomes, and Kane and Katelyn Brown. The singer was photographed wearing a preppy plaid vest-and-miniskirt set by ...

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 ...

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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, ...

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