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 ...

We all know what "preppy" means — don't we? If you're older than those in Generation Alpha (anyone born after 2012) you might think of a wealthy person with a particular fashion sense (collared 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, ...

The look and meaning of preppy fashion have shifted multiple times over the decades. A new variant of preppy has gone viral online. And it involves pink clothing, cartoons, ribbons, and bowties. Many ...

For millennials, being preppy meant wearing boat shoes and khakis, maybe with a cardigan draped casually over your shoulders in case it gets chilly. The look got its name from kids who went to ...