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Deep Pockets

Posted by Randal Lemmon on October 22, 2003

Got into a debate the other day about the meaning of the phrase "Mr. Deep Pockets".
I always thought it meant that said person had lots of money.
My counterpart said it meant that Mr. Deep Pockets never wanted to pay for anything, hence they couldn't get to their money in time to pay for anything because their pockets were so deep.
I couldn't find anything on this website related to
Deep Pockets

Any thoughts??