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 ...

Add Yahoo as a preferred source to see more of our stories on Google. For anyone who grew up in the late ’90s/early 2000s, being called “preppy” definitely drummed up a lot of specific images: crisp, ...

Lisa Birnbach has seen this all before. First of all, “it’s much more exciting than it was in 1980,” Birnbach says of today’s preppy universe. “The audience keeps getting more fashionable, and younger ...

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 ...

CLEVELAND, Ohio – According to tweens, preppy has a new meaning. Preppy no longer refers to the G.H. Bass Bucks, penny loafers or V-neck tennis sweaters I wore with matching turtlenecks in middle ...

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 ...

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, ...

Style Points is a weekly column about how fashion intersects with the wider world. Lisa Birnbach has seen this all before. But what does preppy style signify now? And how did an aesthetic that once ...