A Connecticut person who professes to be a supporter of the Republican political party and its ideology yet tends to vote for Democratic political candidates and to side with the Democratic political party on political, social and economic issues.
My friend claims to be a Republican, but he voted for Barack Obama for president. He is a Westport Republican.
by lawyer63 September 24, 2011
A little town in Massachusetts on the coast, i mean really small. Pretty rich place in some areas and we get some vacationers here like Harrison Ford and Tom Cruise might have a house here. Every one shops at Lee's to get food which is super overpriced. Most teenagers work there too. Everybody jerks off to the WHS basketball team but were pretty ill we make it to states every year. Theres a shit load of drugs here and even mroe white people who want to buy them. Overall a great place to retire, and a shitty place to raise your kid unless you want him to be a burnout. Also known as Cowtown, god only knows why we only have like 3 farms here..
by ballsintheface8 December 2, 2008
A mainly rich population. Houses overly priced for who knows why, some of them are tiny and crappy. Kids are mostly sterotypical and own multiple pieces of designer clothing. They also don't know the true meaning of poverty, but think they are so terrific when they 'help out' in some way shape or form. Unlike most other people say, Westport teenagers don't all go to ivy legue schools. Only about 25, more or less, of the top students make it.
Although Westport is a great place to grow up, I hate it. Especially when kids from other towns think I'm spoiled. For the record, my parents went to the college of charleston, not some big ivy legue school, and they know what it is like to be poor. Since they do, I have to work for just about everything, or I won't get it. Oh yeh, and I hate designer clothing, I don't own one single peice of it.
by anonymous teenage girl July 5, 2005
a organization/gang of white trash trailer park boys go around acting hard and wanting to be cool. Almost all using or making meth and giving it to the militia.
Person A: " Dude don't go over that Westport Mafia territory."
Person B: " Ah shit them mofos hard as fuck."
Person B: " Ah shit them mofos hard as fuck."
by MrLahey January 3, 2018
the most horrible high school you can possibly go to. there are no hot guys and all the girls are sluts. more than half of the school does drugs, and the other half goes out and gets drunk every weekend. most of the teachers there are total bitches that dont give a shit about the students. the subs drink as much as the kids do, and theres never enough food at lunch. the sports teams have to team up with other schools just so there can be sports teams, and the town its located in is in the middle of nowhere. if you move to westport, dont go to westport high school.
"where do you go to school?"
"westport high school"
"dude i hope you dont get me addicted to weed or something"
-.-
"westport high school"
"dude i hope you dont get me addicted to weed or something"
-.-
by th3r3alslimshady420 January 27, 2012
a high school in the shittiest town to live in.... westport mass. Everyone is shady and two faced and everyone loves to talk shit. If you dont want your kids to become raging pot heads dont school them at westport high in that case any school in the westport community schools department . also fall river kids are usually not liked and they look weird an ecaple is the sea cucumber from spongebob. the teachers are not only as big of pot heads as the students but are very bad and do not know how to teach. the school lunch is horrible and is usually served cold. the school also looks like its going to colapse just looking at it
by crazypothead May 9, 2011
That fucking shitty drug filled place in New Zealand's Buller District, It never stops raining and nobody wants to live here
(Person A) So ya heading down to Westport on the weekend?
(Person B) Yea im heading down to see my Grandma, Im going to have to get a hazmat suite so I don't get HIV from all the fucking needles everywhere
(Person A) Still better than Cobden
(Person B) Yea im heading down to see my Grandma, Im going to have to get a hazmat suite so I don't get HIV from all the fucking needles everywhere
(Person A) Still better than Cobden
by ChristianSlut February 6, 2020