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two-time loser

noun, Slang.
a person who has been sentenced to prison twice, especially for a major crime in a state where a third sentence is mandatory life imprisonment.
a person who has failed at the same endeavor twice.
Origin of two-time loser
1930-35 Unabridged
Based on the Random House Dictionary, © Random House, Inc. 2015.
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aztec two-step

The Dictionary of American Slang, Fourth Edition by Barbara Ann Kipfer, PhD. and Robert L. Chapman, Ph.D.
Copyright (C) 2007 by HarperCollins Publishers.
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