Masshole: An asshole; either originating from or currently living in the state of Massachusetts. Is prone to bragging about the Red Sox or the Kennedys.
Steve: Well we are just like Connecticut, except we have the Red Sox and the Kennedys. GO RED SOX!!! OVA DAH MONSTAH!

Jim: Wow. Steve is such a masshole.
by Ben Paul December 19, 2007
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A resident of the state of Massachusetts who is in asshole (pretty much all of us). We are proud of it too.
Why do so many massholes go to New Hampsire?
by U gotta love boston August 5, 2008
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The word Masshole is generally associated with people from Massachusetts, who tend to drive recklessley and aggressively, as well as be all around assclowns.

This is fine when they remain withing the borders of their own shitty state, but becomes a problem when they decide to leave it ( i.e., to go to New Hampshire to avoid horrendous Massachusetts taxes ).

Massholes themselves are often proud of this term. This stems from the fact that they are extremely proud of their state ( God knows why, amiright? ), and thus will defend any and all of their stupidity to the last man. Therefore, you should never attempt to engage a Masshole in conversation with the intent of explaining to them why their stupidity needs to stop ( or really, for any purpose ).

Massholes can take almost any form, from conservative, suburban mothers, with a horde of brats in tow, ( generally being intensely rude to the perceived sub-humans of whatever state they projecting their shithole onto ) driving an expensive SUV ( sometimes even a Suburban, no pun intended ) at extremely reckless speeds, to broke ass fake-Irish Red Sox fanboys, who will doubtless be attempting to evade Massachusetts sales taxes by buying metric shit tons of cheap alcohol in New Hampshire.

If you are forced to engage one in conversation, make sure to point out to them that if their state is so great, they should really go back to it, quickly.
Masshole: Well, fuck you. Massachusetts has the Patriots AND the Red Sox, what the hell do you have?

New Hampshire Resident: Well... a peaceful environment, low unemployment, low crime, and unfortunately, a whole lot of Massholes like you.

Masshole: Why don't you just go back to Cow Hampshire then?

New Hampshire Resident: Well, I already am in New Hampshire. Why don't you go back to Massachusetts, and stop mucking up my state?

Masshole: ...
by proudcowhampshireresident April 19, 2011
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Massachusetts Asshole. Dickish, loud, ignorant despite living near the most prestigious colleges in the country, elitist, bad driver, jealous of New York, lives in an overpriced shithole with nothing to show for it, yet proud of it for some reason.
Normal Person: You're such a fucking Masshole. Why is that?

Masshole: Uhhh....errrr....Yankees suck!
by Nuevo York January 28, 2008
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People from Massachusettes, usually pretty cool, but are referred to Massholes by out-of-state people that are jealous (i.e. Cow Hampshire).
While in New Hampshire, it is not uncommon to be called "Masshole" by the locals when it becomes obvious you're not from around there.
by Massholes337 August 28, 2008
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A driver of a vehicle with Massachusetts licence plates, that is slow moving, driving erratically or driving witout any direction. Usually refered to in this manner by other New England drivers such as R.I., Conn. or N.H.
"This Masshole better move out of my way or I am gonna throw my chowda at his caw"
by Catherine Wallace May 20, 2004
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