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Definition of Rag bagger
1. Noun. (idiomatic disrespectful) A sailor who tends to sail on messy cruising vessels. ¹
2. 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. ¹
¹ Source: wiktionary.com