| Title | Artist | Medium & Support | Creation Date |
| Unhorsed Troopers Retiring from Sheridan's Raid | Homer, Winslow | Ink and crayon on wove paper | 1887 |
| Tammany Tiger | Nast, Thomas H. | ink, graphite, and chalk on wove paper | c. 1870 |
| Professor, Will You Play 'The Rosary,' Please [Professor, Please Play the Rosary | Sloan, John | charcoal, ink on wove paper | 1913 |
| Child Eating Apple | Luks, George Benjamin | Pen, ink, and graphite on wove paper | 1884 |
| The Funny Story | Hart, George Overbury "Pop" | charcoal, ink, watercolor | n.d. |
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