1. A well-known prison located in eastern New York State, along the Hudson river. The base for such phrases as 'up the river' (as it is located up the Hudson river from NYC) and 'the big house' (because it's a... big... place.).

2. A popular nickname for Ossining, NY, the town in which Sing Sing prison is located.
"Hells no! I'm not gonna do that! I don't want to end up in Sing Sing!"
by Deus Ibi Est April 30, 2006
sing sing is either the prison or the town outside it, also known as O town . They got a mad famous prison and shit there.Good place to party if yuore in Westchester.

Where u from? SING-SING!!
by ZYSHONN April 18, 2006

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