If you weren't so new money you would actually understand preppy.
Preppy means you come from an influential family of substantial wealth and you go to College Preperatory Schools, whether they be boarding or day school. Very similar to southern fratty.
Now take the sticker off your straight billed hat and throw them both away, go out and buy clothes that fit properly.
No, lhewet1, your definition of "preppy" is all off. Your definition makes you sound like a poor person perpetrating...you have nothing, and it's fairly apparent.
PREPPY: means a crisp collar on a shirt of a decent label matched with the rest of your attire. Preppy is dockside Ralph Lauren shoes that look brand new with a matching flawless RL polo. Preppy is Zack Morris on Saved By The Bell! Preppy can be a lot of things, as long as your collar is crisp, clean and fresh...in my eyes at least.
Actually is it a Crocadile(spelling?),named after Le Croc a famous tennis player in the 30's,it is a chemise not a polo,they were $8.50 in 1958 when the minium wage was a $1.00 an hour. The coin phrase stared when the boys going to prep school were waiting at the Train station. The shoes were Bass Weejuns. The button down shirts were Ivy league because thats what the guys at Harvard and Yale wore. When you got in trouble ,you stood a better chance of getting off if you were dressed properly. The windbreaker was a Barracuda,not a Macintosh,the liner patterns were different. When you got older you got a Rolex,these are all tribal identifyers