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. According to TikToker Alexandra Ballard, preppy is officially back—but it’s not just a revival of collegiate sweaters and boat ...

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A tried-and-true pattern in preppy style. Ella Balinska is sporting it here, and doesn't she already look prepared for lunch with The Plastics? I love Victoria Beckham's here. Buy a similar collared ...

Preppy interiors are currently having a bit of a revival. But truly, they never really went away. One of the most timeless, all-American interior design styles out there, the preppy interior design ...

Every item on this page was chosen by a Town & Country editor. We may earn commission on some of the items you choose to buy. In the movies, when people go to bed they wear beautifully pressed pajamas ...

When you purchase through links on our site, we may earn commission. Read our full commerce guidelines here. For many of us, polo shirts conjure up images of golf Dads, posh trust-fund heirs, or ...

IN 1937, Life magazine sent a journalist to Vassar College to observe student life at the wealthiest of the Seven Sisters. Along with ho-hum details about academics, the ensuing article included a ...

On a recent Tuesday afternoon, a student of mine wore an attention-grabbing baseball cap to class. The brim was frayed and worn, and the word COCKS was stitched in block letters across the front. I ...

She accessorized with a tie and knee socks.