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 ...

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

Preppy retailer Vineyard Vines has been around since brothers Ian and Shep Murray quit their jobs to start the brand in 1998, but it's becoming more and more ubiquitous. The company has over 75 stores ...

For its February catalogue, J. Crew got a permit to shoot on Mount Lee, right up by the Hollywood Sign, and was innocently photographing the Duchesse ruffle short in spiced chartreuse ($395) when the ...