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Showing results for preppy. Search instead for preppily.
Synonyms

preppy

American  
[prep-ee] / ˈprɛp i /
Or preppie

noun

preppies plural
  1. a person who is a student at or a graduate of a preparatory school.

  2. a person who favors or is viewed as favoring clothing style or behavior associated with traditional preparatory schools.


adjective

preppier, comparative preppiest superlative
  1. of, relating to, or characteristic of preparatory schools or their students.

  2. of, pertaining to, characteristic of, or being a style in dress or mode of behavior of a preppy.

preppy British  
/ ˈprɛpɪ /

adjective

  1. characteristic of or denoting a fashion style of neat, understated, and often expensive clothes; young but classic: suggesting that the wearer is well off, upper class, and conservative

"Collins English Dictionary — Complete & Unabridged" 2012 Digital Edition © William Collins Sons & Co. Ltd. 1979, 1986 © HarperCollins Publishers 1998, 2000, 2003, 2005, 2006, 2007, 2009, 2012

noun

  1. a person exhibiting such style

"Collins English Dictionary — Complete & Unabridged" 2012 Digital Edition © William Collins Sons & Co. Ltd. 1979, 1986 © HarperCollins Publishers 1998, 2000, 2003, 2005, 2006, 2007, 2009, 2012

Other Word Forms

Inflected Forms

Nouns

Adjectives

Etymology

Origin of preppy

An Americanism dating back to 1895–1900; prep + -y 1, -y 2

Explanation

Someone who's preppy either attended an expensive, private high school and an Ivy League college — or just dresses that way. The informal preppy comes from "college preparatory school," its shortened form, "prep school," and the resulting noun prep, used to describe graduates of these elite high schools. You can substitute preppy as a noun, too: "The campus is full of preppies — maybe I'll go to art school instead." Preppy style includes dressing in polo shirts, khaki pants, and boat shoes, or looking like you just finished playing tennis or riding a horse.

Keep Reading on Vocabulary.com

Vocabulary lists containing preppy

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.

See Examples For:

Croatia must travel to Dallas, Toronto and Philadelphia for its group games, but it will recover between those matches in the preppy boarding-school confines of Episcopal High School in the D.C. suburbs.

From The Wall Street Journal Jun. 7, 2026

Compared to the resort-ready tunics and preppy Reva flats that embodied Tory 1.0 in the 2000s, Tory 2.0 has evolved into a “weirder,” more innovative version of itself.

From Los Angeles Times May 14, 2026

The top look this year, ironically, is “Old Money,” a fashion trend that emphasizes expensive, quality pieces and classic styles — not so much head-to-toe logos, but more tailored blazers, preppy vibes and subdued hues.

From Salon Dec. 27, 2024

The crowd in the dining room was a mix of older and younger, but most people were dressed on the preppy side in gingham and Ralph Lauren.

From Slate Nov. 2, 2024

Like most of the other guy Warriors, Kevin dressed preppy, looking like a lawyer-who-enjoys-golfing waiting to happen.

From "Looking for Alaska" by John Green

“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

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

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

Avocado and squid crostini were washed down by Champagne and vodka by the stylish crowd, who wore a range of streetwear and preppier outfits, reflecting Mr. Snyder’s go-to aesthetic.

From New York Times Jul. 12, 2017

“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

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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