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Definitions

preppy

[prep-ee] / ˈprɛp i /
ADJECTIVE
characteristic of a prep school
Synonyms


Example Sentences

Examples are provided to illustrate real-world usage of words in context. Any opinions expressed do not reflect the views of Dictionary.com.

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The 86-year-old designer, whose preppy aesthetic has influenced American style for decades, featured looks that emphasized his signature colors, navy blue and white.

From Barron's ● Sep. 10, 2026

We traced the evolution of preppy from its buttoned-up heritage to its more modern and peppy form.

From The Wall Street Journal ● Sep. 2, 2026

“I viewed the brand for preppy styles geared to an older generation,” said Lavinia Gabriele, a 26-year-old New Yorker, who works in retail.

From The Wall Street Journal ● Dec. 22, 2025

For those who are interested, the collection looks like a preppy, a jock and a member of the “Duck Dynasty” cast got together and brainstormed.

From Los Angeles Times ● Aug. 27, 2025

Will they think I’m out of touch or too preppy?

From "The Freedom Writers Diary" by The Freedom Writers

“My cliquish world consisted of ladies and gents from Manhattan’s exclusive private schools and preppies down from New England boarding schools who played bit-parts on weekends and holidays,” she wrote.

From New York Times ● Oct. 10, 2022

Within the teen movie pantheon, he was long the black sheep, unwilling to play by the rules that had schoolyard jocks and trust-fund preppies ensconced at the top of the hierarchy.

From Slate ● Mar. 27, 2019

“It wasn’t like we were a bunch of vapid preppies, but God, we were preppy then.”

From Seattle Times ● Sep. 22, 2018

Light-pink-colored swim shorts have the flashy flair of Sonny Crockett from TV show “Miami Vice,” while pinkish denim harks back to preppies with their fondness for eye-searing trousers to match their Madras cocktails.

From Los Angeles Times ● Apr. 27, 2017

But then, he hadn’t gotten along with preppies or jocks either, or with the school’s administrators.

From "Geeks: How Two Lost Boys Rode the Internet Out of Idaho" by Jon Katz

Hill exuded a young architect vibe, but Alfred’s look was preppier — a navy blue cardigan and vintage Ralph Lauren brown corduroy pants emblazoned with ducks.

From Los Angeles Times ● Oct. 10, 2018

The preppier back-half of the show, representing Mr. Lauren’s Polo label, lacked the same broad appeal, though it was masterfully put together.

From The Wall Street Journal ● Sep. 10, 2018

“So you’re going as a slightly preppier version of yourself?”

From Salon ● Oct. 30, 2014

"I go to school at SUNY–Binghamton, and a lot of kids wear them—the preppier, more GQ–style kids."

From Slate ● Jun. 26, 2013

Of course preppier sorts might want to try Swifty’s, on Lexington Avenue just north of 72nd Street, for citified country-club food in an atmosphere that recalls Salinger.

From New York Times ● Apr. 7, 2011

As a magazine writer he played the part of the preppiest young man in the club, and ingratiated himself as a in-on-the-joke insider—a power journalist who became a source for power journalists.

From Salon ● May 4, 2023

In its long-sleeve form, the preppiest of summer staples is a convincing alternative to dress shirts and sweaters.

From The Wall Street Journal ● Aug. 25, 2016

He was at Phillips Academy in Andover, Massachusetts, at the same time as John Ellis Bush, scion of America’s preppiest leading family.

From Slate ● Jan. 28, 2015

What does that Scandinavian country have to do with the preppiest of American shoe styles?

From New York Times ● Nov. 23, 2012

It’s funny how it ends up being the straightest, preppiest, most athletic guys who go all out for Gender Bender.

From "Simon vs. the Homo Sapiens Agenda" by Becky Albertalli


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