This portrait of Lucy Payne Washington Todd is attributed to Matthew Harris Jouett. Lucy Payne was the sister of First Lady Dolley Payne Madison. She first married George Steptoe Washington, nephew of President George Washington. After his death, she married U.S. Supreme Court Justice Thomas Todd. Her marriage to Todd on March 29, 1812 was the first documented marriage at the White House. Jouett studied under renowned portrait painter Gilbert Stuart and painted multiple portraits of famous figures of the era.

This portrait by Gilbert Stuart is of Anna Payne Cutts. Cutts was Dolley Payne Madison's younger sister and she sat for this portrait for Stuart at about the same time she married Richard Cutts, a U.S. Representative from Massachusetts. Born in Rhode Island, Stuart was a renowned portraitist and is known for his portraits of many leading figures, including presidents George Washington, John Adams, Thomas Jefferson, James Madison, and James Monroe.