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Preppy originated from the style of people who attend prep schools, now the use of the word has broadened, you don't need to go/went to a prep school to be preppy. Preps are usually wealthy and well off, they wear nice, expensive clothes because they can afford it, they vacation often, & they live the "privileged life". A few common brands preps wear are:
- Ralph Lauren
- J. Crew
- Vineyard Vines
- Lilly Pulitzer
- Lacoste
- Tommy Hilfiger
Preps clothing style is Clean cut, polished, & classic. Preps are NOT trendy, they do not follow trends, and they don't wear cheap brands. Preps care about their education, they receive or aim for above average grades. Preps are confident and not afraid to be above the trends. Just because someone is preppy doesn't mean their parents or others family members are too. Preppy is not just a style, it's a life style.
"Who is that girl and why does she dress so nice for school"
"That's Alli, she's preppy so she almost always HAS to dress nice"
by ECP13 December 18, 2014
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211
Preppy originated from the style of people who attend prep schools, now the use of the word has broadened, you don't need to go/went to a prep school to be preppy. Preps are usually wealthy and well off, they wear nice, expensive clothes because they can afford it, they vacation often, & they live the "privileged life". A few common brands preps wear are:
- Ralph Lauren
- J. Crew
- Vineyard Vines
- Lilly Pulitzer
- Lacoste
- Tommy Hilfigure
Preps clothing style is Clean cut, polished, & classic. Preps are NOT trendy, they do not follow trends, and they don't wear cheap brands. Preps care about their education, they receive or aim for above average grades. Preps are confident and not afraid to be above the trends. Just because someone is preppy doesn't mean their parents or others family members are too. Some preppy sports are;
- Tennis
- Lacrosse
- Field Hockey
- Horseback riding
Preppy is not just a style, it's a life style.
by ECP13 December 06, 2014
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212
A preppy is a student in a college prep school, where young people are taught subject matter that is intended to prepare them for the best colleges. The term could technically apply to any student in such a school, but the classic preppy stereotype is usually implied.

A classic preppy has an attitude of superiority and a focus on group status. A typical preppy wants to stand out by fitting in with the in crowd. Therefore, they most often shop where other preppies do, for things that add to their social status. Typical preppies, such as jocks, cheerleaders, class presidents and prom queens, they will be in all the most popular cliques. They are supposed to be preparing for college, but they act like they are really just preparing to be socialites. Classic preppy types are usually stuck up.

Preppies are most often rather conservative in style compared to the rest of us, but they love the hottest trendy stuff within their conservative niche. Not everyone who goes to a prep school is a preppy. Preppies usually come from well-to-do families with respectable backgrounds and are accustomed to a life of privilege. Students who are not in the preppy crowd usually come from lower income families, often attending on a scholarship. Anyone who does not quite fit in with the preppy image or lifestyle will find it difficult to befriend one of them.

(This word is NOT to be confused with the word, prepper, which means something else.)
Although I attended a traditional prep school in New England, I was never a preppy. I lived on the poor end of the same street where many of my preppy classmates lived, but they, of course, lived at the upper end, where the big, fancy houses were. My mom and dad were divorced and I was only there on a scholarship, but the preppy girls all had dads who were highly paid professionals with careers as doctors, lawyers, psychiatrists, and such.

I never wanted to be a preppy, because those girls acted so selfish, vain, pretentious and arrogant that they all just seemed too shallow and unoriginal to be of any interest to me as people. I guess and hope that the attitude of most preppies has improved since I attended that venerable institution of learning in the 60s and 70s.
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A way of describing a person or outfit. "Preps," or the people who are "preppy," can generally be seen in light pastel colors given expensive sounding names such as "sea breeze" and "nantucket red." It is also another way of describing the gay population of New England.
Person1:"Look at that guy wearing the pink shorts and yellow polo shirt"

Person 2:"Ha, I bet he and his boyfriend are really preppy"

Prep in Pink Shorts: "Take that back! These shorts that I bought with my fathers money probably cost more than you will ever make!"
by Seymour_Butts44 March 07, 2014
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214
people who wear vineyard vines, polo, lilly pulitzer, monograms, bow ties, hunter rainboots, j crew, ll bean, and sperrys. we go to private school that costs more then your whole family makes in a year. only live in maryland, new york (long island), Massachusetts, maine, and Connecticut. play lacrosse and field hockey. spend their weekend at the families farm riding horses or at the families lake house. we do not wear ambercrombie at all or pop our colors. boys wear sport coats with pastel color shirts a pair of croakies, and boat shoes. girls wear lilly dresses or j crew shorts with an oxford shirt on rainy days we wear a north face and a tall pair of hunters. we can be found driving our parents range rover, land rover, mercedes, lexus, or g wagon. do not call us stupid or uneducated because need i remind you we go to the best schools in the world and will eventually become doctors, lawyers, and business owners. we commit to play lacrosse at a top d1 school very early on. people are quick to judge but we are not that mean.
"he is so hot"
"i know he is preppy"
by oldbay October 15, 2014
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215
the annoying girls. they wear polo shirts and pearl necklaces. they are rich and GOSSIP. basically everyone in my stupid private school
"omg daddy where is my Louis Vuitton purse! I wore my gucci one yesterday!" they would be preppy
by frhoiuehvoueirhvou February 18, 2021
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someone who is stuck up and snotty, wears a lot of pink stuff, and is popular, which most ppl hate.
Rachel: haha is she really wearing those shoes? Me: Your to Preppy D:
by LindsayLinnFaith:) August 26, 2009
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