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Douglas Harper's Etymology Dictionary
raggedy-ass

by 1930, from raggedy + ass (n.2).

Usage examples of "raggedy-ass".

Your classic biker is a traditionalist: raggedy-assed denim, heavy boots, wind-in-the-armpits vests covered with faded patches, with the rawhide-faced old mamas favoring fringed leather bras and lots of body piercings.