Top definition
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.
by logmiesta22 December 08, 2009
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2
1) A handshake in which money is exchanged for the purpose of bribing. 2) To pass bribe money via hand greeting.
Everyone knows the only way you get into Club 69 is be a celebrity, know the management or give the bouncer an old fashioned Chicago Handshake.
by Stan the Chi-town Man September 25, 2009
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