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1.
also known as "diddleboro" the second largest town in Massachusetts located south of Boston.

Middleboro is home to the amateur football team the cobra's. an 8th grader that gets drunk and smokes weed every day. A teenager with 3 thumbs. The town pedophile. A naked man running around wielding a knife. A black kid wandering uptown bumming cigarettes. A punk that was once beat up by a girl; and a cheetah print loving, bmx riding, sex addict.

Fires are held once a week out in the sticks of south middleboro. During the summer the town hangout is the skate park located 100 yards from the police station. If you're hungry you can visit one of 3 pizza joints located in 100 feet of each other. If you need a new board you're shit out of luck because the towns skate shop got robbed and closed.

This town is filled with drugs and whores. If you're looking to score some pot and get laid; middleboro is the place to be.

There is a clash between hicks, hood rats and the skate park kids. There is quite a large number of heroin and perk addicts in this town. Cops are assholes and only 0.9 of the students in this town are african american. The average age for a girl to loose her virginity in this town is 12 years old.

If you live in middleboro your favorite past times are making fake facebooks, raising hell in McDonald's, smoking weed, drinking beer, having sex, talking shit, starting trouble, hanging out at cumbies and starting facebook drama.
"Dude, I caught the clap"
"she must of been from middleboro"
by trollinnnn' January 09, 2012
 
2.
A town south of boston, known as 'cranberry capitol of the world'. Second largest town in massachusetts. The town is also home to a famous 'little person' known as tom thumb. Possibly one of the most boring towns in massachusetts. Only thing around here is ghetto-dramatic chicks, and a park thats next to the police station, yet thats where most of the arrests occur.
SallyShank: Do u wanna go fight go fite in middleboro?
CateyCurbstomp: pshh yeahh! where u wanna meet?
SallyShank: how bout by that convience store. that otha fight at the parkis gunna distract the cops from us.
by SHBofMA August 22, 2008