Anything known about this beyond the second image http://www.imperial-library.info/category/tags/dres

Tear is the Dres capital. Dres is (er, was) strongly associated with the slave trade. The fellow pictured in the image seems fairly... jaunty. "Ragman" has connotations of beggars, and for some reason (oh God probably Robert Jordan) I'm thinking of gleemen, or lower-class bard types.

Other than that, not sure what to make of this. Is "Ragman" a sort of title for a caste? Or a class? A derogatory term, or ironic?