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 ...

For anyone who grew up in the late ’90s/early 2000s, being called “preppy” definitely drummed up a lot of specific images: crisp, pastel polos and pleated skirts, cable-knit sweaters around the ...

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 ...