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This is a T-shirt with images from the Weird Realms / Time Piece Press comic Dunsany.
The shirt depicts Charon as he smiles and weeps for the first time after ferrying the last human to die.
The comic is an adaptation of one of Lord Dunsany's 51 Tales.
Lord Dunsany was a fantasy author in the early 20th century who influenced the work of HP Lovecraft, Robert E. Howard, Clark Ashton Smith, JRR Tolkien, Jack Vance, Michael Moorcock, Neil Gaiman, Jorge Luis Borges, Arthur C Clarke, Manly Wade Wellman and many more.
He was cited in Gary Gygax's Appendix N in the first edition Advanced Dungeons & Dragons Dungeon Master's Guide.
The shirts are silkscreen printed on Gildan 100% cotton shirts.