The act of killing someone by shaking their hand, pulling a gun out from a pocket, and then shooting said victim while pulling him towards you. Invented by Al Capone.
John: Hey Freddie,I just saw some guy in the street that was all bloody!
Freddie: Why was he bloody?
John: He said he got a Chicago Handshake from some random dude.
Freddie: Why was he bloody?
John: He said he got a Chicago Handshake from some random dude.
by logmiesta22 December 09, 2009