This new-school preppy NYFW moment will live rent-free in our heads thanks to a few extra seasoned gentlemen and expert tailoring.

Give me all the Polo Bear sweaters. One could make the argument that a matching set is the easiest way to look polished, and this outfit proves it. The white button-up paired with the wool skirt feels ...

Every so often, a fashion show triggers a zeitgeist shift. More than any breathless praise or armchair analysis, it is a gut feeling that these clothes are going to change the way we dress. While ...

In October 1980, Lisa Birnbach—along with Jonathan Roberts, Carol McD. Wallace, and Mason Wiley—released The Official Preppy Handbook, a satirical guide that, to this day, is considered a bible in all ...

Us Weekly has affiliate partnerships. We receive compensation when you click on a link and make a purchase. Learn more! There’s nothing like summer-to-fall season in Charleston. Preppy gets a ...

Berry Avenue is one of Roblox’s top role-playing experiences, where you can customise your avatar to your heart's content (without spending Robux), hang out with other players, get a job at the local ...

In Ralph Lauren’s latest campaign, Black men, women, and children wear the brand’s traditionally preppy clothes against idyllic coastal backdrops. The collection isn’t just some sort of woke fantasy ...

Zendaya and the ‘Tenniscore’ trend took hold last year following the release of the film Challengers, but fashion types assumed the look would be game, set and match by autumn. Little did they know: ...

You'll want to study up on these looks. Sometimes getting dressed up in the summer can be such a hassle. Thankfully, a shirtdress is a one-and-done style that eliminates the guesswork from your ...

The latest fashion news, beauty coverage, celebrity style, fashion week updates, culture reviews, and videos on Vogue.com.

What a treat this week is for fashion fans. Whilst the Chelsea Flower Show begins today in London, bringing preppy outfits and summer garden party fits in all its glory, we also have the illustrious ...