1 definition by H. E. Pennypacker

To slowly chip away at getting to know someone in order to get into a relationship with them, in the way Tim Robbins' character slowly chips away at his prison cell to eventually brreak out of jail in the movie The Shawshank Redemption.
"Ray's a bloody shawshanker! He's been shawshanking my girlfriend for the past three months!
by H. E. Pennypacker August 2, 2007
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