Might mean (unverified): Person who wears shabby clothes.
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We found one dictionary that defines the word rag bagger:

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  1. rag-bagger, rag bagger: Wiktionary

Definitions from Wiktionary (rag bagger)

noun:  (idiomatic, disrespectful) A sailor who tends to sail on messy cruising vessels.
noun:  (idiomatic, disrespectful) A sailboat, usually a cruising sailboat tending to carry and store lots of supplies along the deck, or any sailboat that looks neglected or messy.

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