Osterville is one of the preppiest places in MA. There are two different country clubs, Oyster Harbors and Wianno Club. Most of the people that belong there are stuck up. All the cool people beach it at Dowses. Dowses is where the notorious "Fab Five" hang out and theyr'e up to no good. Also, The Wianno Yacht Club is the shit. They have dances every summer that kick-ass. A normal night at Cape Cod may include getting wasted at the Foxhole/ Joe's Twin Villa and then going skinny dipping at the beach and then drinking some more. Most people that live in Osterville have one or more boats and can usually be found wearing Polo, Lily Pulitzer, Abercrombie etc. There are very few races other than white that live in Osterville. There are two groups of kids in Osterville. The townies and the kids that come down in the summer. The townies usually hate Cape Cod in the winter because its boring but then in the summer they hate it because the summer kids annoy them. Personally, I have had bad experiences with townies (*COUGH T *COUGH ess). There is usually no reason to ever leave Osterville in the summer. It has everything you need beaches, resturaunts, grocery stores, library. Osterville probably has about one fucking million real estate offices because they make so mcuh money selling mansions.
Local 1: Hey look at that kid wearing Roca Wear.
Local 2: He must be from Hyannis or something.
Local 1: Yeah, he's definetly not from Osterville.
Tourist 1: Woah we haven't driven for more than half a mile and we've already passed 23 real estate offices.
Tourist 2: Oh, we must be in Osterville.
Local 1: Who are those obnoxious kids sitting on the bench?
Local 2: Oh, I've heard of them they must be the "Fab Five".
Local 1: Who's that girl on the street corner giving away free cupcakes?
Local 2: It must be that girl T***.