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Favorite:
NYC, NY
New Haven, CT
Fairfield, CT (I live here, so do a lot of friends)
Least Favorite
Knoxville, TN (visited, stayed in UT dorms, cops called us in twice in one night, once because of guys driving aroudn with a shotgun mugging people, once because of a bunch of gang members with automatic weapons being pulled over right near the dorm we were in)
Fairfield, CT (It's a love/hate thing, boring as hell, old white person town, roads suck)
Cant' really think of a third.
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