Feeling if he know how being homeless feels?
This line plays off the last line, in two possible ways:
The first word of this line could be ambiguous, and really say: “Filling if you know how being homeless feel”; meaning the minimal meals they are treated with are actually filling for someone who hasn’t got much.
If the last line is referencing the cops lining people up to search them, he is wondering if the cop that his searching him know what it’s like to be homeless or struggle, then maybe they would be more understanding (or the cops could be literally “feeling” homelessness through searching ‘em)
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