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prep·​py ˈpre-pē How to pronounce preppy (audio)
variants or preppie
plural preppies
: a student at or a graduate of a preparatory school
: a person deemed to dress or behave like a preppy


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variants or preppie
: relating to, characteristic of, or being a preppy
: relating to or being a style of dress characterized especially by classic clothing and neat appearance
preppily adverb
preppiness noun

Example Sentences

Recent Examples on the Web
But Tommy Hilfiger was breaking preppy norms all the way back in the ’90s. Los Angeles Times, 9 Nov. 2022 Some are cropped cardigans destined to be slung over a high-rise, baggy jean; others are chunky crewnecks for preppy layering over crisp shirting. Halie Lesavage, Harper's BAZAAR, 23 Aug. 2022 The supermodel was spotted wearing the preppy outerwear while grabbing dinner with her boyfriend, Marc Kalman, in New York City yesterday. Chelsey Sanchez, Harper's BAZAAR, 10 Aug. 2022 This South Florida destination has an undeniable preppy glam aesthetic. Alexis Bennett, Vogue, 16 June 2022 Preppies, and the preppy look, had been around for decades. Owen Gleiberman, Variety, 17 Apr. 2022 Celebrity spectators are known to dress to the nines for the games, bringing forward their most polished—and preppy—ensembles for the occasion. Christian Allaire, Vogue, 22 June 2022 In the film, Eddie Murphy’s brazen con artist stole the spotlight from Dan Aykroyd playing Louis Winthrope III, the preppy financier brought down to the gutter by the manipulative brothers (played onstage by Marc Kudisch and Lenny Wolpe). Frank Rizzo, Variety, 7 June 2022 At the photo call for the film today, Stewart went more preppy in a red Chanel tweed two-piece set. Alyssa Bailey, ELLE, 25 May 2022
The company has a variety of office-appropriate silhouettes in more traditional, preppy styles that work well for both dressy and casual office environments (and can easily transition into an after-work drinks look). Jessie Quinn, Peoplemag, 1 Nov. 2022 The timeless shoe can turn any outfit into a preppy look, especially when paired with tights and anything plaid. Essence Fashion Editors, Essence, 31 Oct. 2022 The cargo craze is still in effect, with a few gals using tan and black neutrals to style them in a preppy way, one being light and layered and the other serving monochromatic grunge. Essence Fashion Editors, Essence, 14 Oct. 2022 As the show went on, rugged cowboys gave way to preppy and elegant country club goers before diving into an adorable children's collection, modeled by toddlers walking hand-in-hand with adult models. Charles Trepany, USA TODAY, 14 Oct. 2022 Its preppy, cozy, and versatile staples are intended to be lived in, taking you from chilling at home to dinner out on the town. Taylor Jean Stephan, Peoplemag, 9 Oct. 2022 Naomi Yasuda 16 of 21 Preppy Patterns Grab your boat shoes and tennis racket, because the preppy trend has officially made its way onto manicures. Tatjana Freund, ELLE, 17 Sep. 2022 Recently, models Kaia Gerber and Kendall Jenner were spotted owning the look running errands last year, while earlier this summer, Bella Hadid was seen wearing a pair of preppy white ankle socks and black strappy sandals while in New York City. Leah Dolan, CNN, 30 Sep. 2022 The actor, who played Rafa Caparros — a hot teacher who became entangled with one of the school's male students — tells PEOPLE his upbringing was a bit different from those of the Upper East Siders at the preppy New York City private school. Michael Gioia, Peoplemag, 30 Sep. 2022 See More

These example sentences are selected automatically from various online news sources to reflect current usage of the word 'preppy.' Views expressed in the examples do not represent the opinion of Merriam-Webster or its editors. Send us feedback.

Word History



prep entry 1

First Known Use


1880, in the meaning defined at sense 1


1900, in the meaning defined at sense 1

Time Traveler
The first known use of preppy was in 1880

Dictionary Entries Near preppy

Cite this Entry

“Preppy.” Dictionary, Merriam-Webster, Accessed 30 Nov. 2022.

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