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Longman Dictionary of Contemporary English
preppy
adjective
EXAMPLES FROM CORPUS
▪ He had a few one-week affairs with preppy college-students.
▪ Pasaret's friends describe him as being like a preppy nerd picking a fight in the toughest biker bar in town.
▪ The general effect resembled the mods of 1964/65 with their preppy look.
▪ Tothe-knee blazers are worn with V-neck sweaters and ties, creating a slightly dangerous, preppy look.
▪ Where Clinton is rugged and earthy, Gore is clean cut and preppy.
Wiktionary
preppy

a. relating to things (such as clothing) that are typical of students at prep schools n. A student of a prep school. (from mid 20th c.)

Wikipedia
Preppy

Preppy (also spelled preppie) or prep (all abbreviations of the word preparatory) refer to a subculture in the United States associated with the old private Northeastern university-preparatory schools. The terms are used to denote a person seen as characteristic of a student or alumnus of these schools. Prep has become a colloquialism in the United States and has largely replaced preppy in modern usage. Characteristics of preps in the past, include a particular subcultural speech, vocabulary, dress, mannerisms, etiquette, reflective of an upper-class upbringing.

Usage examples of "preppy".

Vegas its colorful reputation, although they were there in force, but preppy types from UNLV in starched golf shirts who knew they could treat anything with breasts like dirt and still get laid because they were so damned hot and hunky.

Quinn might be pissed as hell at the preppy jerk sitting across the desk from him, but the deal was the issue, and nothing else.

Beside Larson, an elderly white man in preppy khaki trousers nodded thoughtfully.

Motown reigned supreme and the Beatles still looked like preppy bad boys.

He had changed his attire from Western western to Eastern western -- a preppy dark-blue blazer with coat-of-arms.

Courtney was perfectly nice and Harry could see that she certainly loved Jack, in an uptight, chilly, preppy sort of way, but Harry did not think that Jack loved Courtney.

We wonder if that logo will make us seem too preppy or what our co-workers will think if we show up in a designer suit.

He was pretty confident that Collins was going back home after his preppy little outing on the Potomac, with his swell little boat and undoubtedly admiring little girlfriend.

He was a preppy cokehead who'd managed until now to stay out of trouble, Marina had been warned by Derek Peck, Sr.

The kids were a varied bunch ranging from black-lipped Goths to preppy chirpers who could’ve been extras on the Ozzie and Harriet set.

Bush's geeky inarticulateness in public and his eastern preppy bearing were evident.

Some of the preppier ones wore their finest starched Duckheads with heavily starched button-downs and seemed to crackle when they walked.

At least one really easy course was absolutely necessary for those who were either preppies or pre-med.

The place was dotted with studying preppies in their usual uniform, button-down shirts and chinos.

But actually they're just a bunch of empty-headed preppies who wouldn't even be here if their parents hadn't sent them to expensive schools.