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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 ...

Ding, ding ding! School is in session. Billie Eilish gave Us all a lesson in celebrity style on the 2024 Golden Globes red carpet last night. The singer, who took home an award for Best Original Song ...

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 ...

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, ...

While each product featured is independently selected by our editors, we may include paid promotion. If you buy something through our links, we may earn commission. Read more about our Product Review ...

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 ...