Nickname for Portland because of all the rainfall it receives. Puddletown has made its way into popular PDX culture, as it's commonly affixed to names of businesses, sports teams, et al.
This is what many Pinkberry-crazed people call their precious frozen yogurt dessert.
1. Pittsburgh speak for the preposition "with".
2. Meaning: with
Example: I'd like my cheesesteak wit onions.
Gypsy cab is the word for the black town cars that roam the boroughs looking for people who need a ride. If you are standing at the curb, they might pull up to see if you need a cab. In certain parts of the city (the Bronx, parts of Brooklyn, etc.) it is rare to find a yellow cab on duty (unless they just dropped someone off and are headed back to Manhattan), so you need to either call for a car company, or rely on gypsy cabs. It is recommended...
Yankee fans wouldn't shut up about a curse that prevented the Red Sox from winning the World Series since 1918. That is, until the Red Sox won in 2004 to dispel such a myth.