1 definition by Islander on the Vineyard

An intelligent, well-rounded person who wears classic brands like Polo, Lacoste, Lilly, Vineyard Vines, etc. They have pastimes such as tennis, sailing, skiing, lacrosse, rugby, horseback riding, and more. A true preppy visits the East Coast annually and has a house on Martha's Vineyard or Nantucket. They meet other preppies at yacht clubs and country clubs. Preppies are seen almost anywhere, but generally cling to warmer climates. A real preppy is not rude, snobby or unwelcoming at all, they are just stereotyped because of their affluence, rather a true prep is generous and caring, and above all: the funnest type to meet. Preppies travel year-round, prefferably to Europe. England is a favourite, a home to the majority of preps in the world. A prep always has a dog as a faithful companion, especially: Spaniels, English Setters, Golden Retrievers, Irish Setters, Nova Scotias, and others from the sporting group. The preppy house is elagantly decorated in a traditional manner. A preppy drives mainly a 2008 Jaguar for its classic looks. A preppy's wardrobe contains a wide assortment of polos, rugbys, embroidered pants and shorts, twill coats, and knit argyle sweaters. A prep's clothes a worn for decades, or until they fall apart. They love color, especially pink and green. Preppies are great people, and that is why I am one.
"I am going sailing today, would you care to join?
"Fancy that! I am in quite the mood for some sailing."
"Come to the dock half past two and we can embark on our trip. Bring along Molly, too."
"Great. I will see you then. A great preppy way to spend a Sunday."
by Islander on the Vineyard November 10, 2012
Get the prep mug.