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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

Apparently, you’re supposed to know without being told, which is a very preppy attitude indeed.

From The Wall Street Journal ● Jun. 19, 2026

Describing her own music as “whimsical,” she typically opts for a preppy, ’90s-inspired look to complete the vibe and identifies as a miniskirt warrior.

From Los Angeles Times ● Apr. 3, 2026

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

His white ex-girlfriend had been fresh-faced and preppy.

From "Americanah" by Chimamanda Ngozi Adichie

“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

“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

The topic was polarization between cliques in high school — “greasers” vs. jocks and preppies — and how to foster mutual respect.

From Washington Post ● Oct. 17, 2016

It was a school largely for people from out of town, preppies who observed the surrounding neighborhood with a voyeuristic curiosity when they weren’t hatching myths about it to scare freshmen.

From "The Other Wes Moore: One Name, Two Fates" by Wes Moore

Both are sometimes remembered, sartorially speaking, for their preppier periods.

From Slate ● Oct. 7, 2022

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

Paige, meanwhile, having lost her touch with clay, lightens her hair and trades in her bohemian garb for preppier attire.

From New York Times ● Feb. 9, 2012

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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