Slang definitions & phrases for bleed someone white
bleed someone dry
To take all of someone's money, esp by extortion; exact everything: It looks like they were bled white and dumped
The Dictionary of American Slang, Fourth Edition by Barbara Ann Kipfer, PhD. and Robert L. Chapman, Ph.D. Copyright (C) 2007 by HarperCollins Publishers. Cite This Source
Idioms and Phrases with bleed someone white
Extort money, take someone's last penny. For example, That contractor would have bled the department white, but fortunately he was apprehended in time. Presumably this term alludes to losing so much blood that one turns pale (and perhaps also to the idea that money is the life blood of commerce).
[ First half of 1900s