Rich ass town, where students get high and drunk on a frequent basis because there's nothing to fucking DO!!! Also there are a lot of parties take place here. (although becoming less frequent)
by wepo October 19, 2007
i live in westport and i have all my life. everybody here is extremly rich and most people are stuck up snobs. if you dont have an expensive car and amazing clothes you can just forget about having respected friends. there are a lot of drugs and parties in westport but somehow 98% of westport kids go to collage and most land up at ive league schools. westport grades are different from most other places, in westport a b+ is really an a almost anywhere else. everybody here is extremly racist and for the most part dont car about other people. the biggest thing to girls in westport are making sure that there designer things get noticed by people.
by xo rich bitch November 7, 2006
A very rich town. A place that has huge mansions luxury cars lining the streets and celebrity residents that just seem to blend in. The kids in the town are oblivious to the real world. There are two high schools in the town Greens Farms Academy (for the very rich kids) and the public Staples High School (for the run of the mill rich kids). Staples has a stick so far up its academic ass it can't even bend over. A Westport night for kids consists of getting drunk or stoned going to a house party the cops showing up then everyone goes down to the beach. Basically, the town is uptight and I would advise not moving here if you don’t like to compete with everyone else.
by shs student June 9, 2005
A community in Fairfield County, CT of generally superficial and dishonest people who will do whatever it takes to succeed and achieve. Westport’s creed has always been, “go to the best college possible, to in turn earn as much money as possible.” An arbitrary Westport resident will tell you that their purpose in life is to walk over as many people as necessary in pursuit of their own success, and that the keys to happiness will always be money and status.
by JRoths September 12, 2005
We are nice, people are nice, but maybe we can get like mad or nasty because we just get Fustrated. Ya we have cool cars but that isnt a bad thing.
I love westport, we dont think that we have to be an overachiever w.e. i think it is horrible what you people think of our town becuase just becuase we have monmey doesnt me you have to bug us about it. We are lucky we live here. It doesnt matter anyways. If you lived in our town you would love it too. So stop saying all this crap. Does it matter if your a jew or not either, iam not but i dont care i went to a lot of parties for them who they hell cares.big houses are nice anyways.Town is soo nice looking.
by claudiala November 14, 2005
Westport, Massachusetts is the premier location of vacationers to spend time on the lovely beaches and waters of this seaside town. These vacationers are called "skukes" by the locals, referring to the bird who comes around in the summer, but flocks during the winter. Anyone who sets foot in Westport during the summer that doesn't live there is considered a skuke by the locals and it isnt common to hear things such as "GO HOME" or "WHERE DO YOU LIVE AGAIN" as they bombarde the seashore of Cherry& Webb, Bakers Beach, Horseneck and even Boat Beach. There is one known ice-cream shop that actually gets good money, that being Handy Hill, but those locals know better, they know all the hott spots in town. The 4th of july is crazy, so crazy you have to get to the beach at the crack ass of dawn to get an area. It is not uncommon to find beach volleyball matches, paddleball or even kids swimming to the sand bar. All in all, Westport is the premier location for beaches, parties and never the less, skukes.
by skuke hata May 12, 2005
1. Island in south-east Maine really dang close to the border. Wicked scenery, ten miles long, one mile wide, solitary gas station with fraggin' expensive coffee filters if you run out on Christmas Day. That and a firehouse. Not much else, really.
by Mainer in Exile January 12, 2009