Discerning Thomas Jefferson's sense of humor can be difficult, but there are indications of Jefferson's humor from family accounts, his own letters, and contemporary descriptions.
- An anecdote related by Ellen Wayles Harrison, daughter of Thomas Jefferson Randolph: "When Mr. Jefferson visited the mother (Martha Jefferson Randolph) on the birth of her twelfth child, he in playful reproach said, 'My dear! We shall have to send you back to the convent!'"[1]
- As a young man, Jefferson once proposed the date of February 30th for a race between his slow pony and Dabney Carr's fast horse.[2]
- In the Entrance Hall at Monticello, Jefferson placed a likeness of himself and his political opponent Alexander Hamilton opposite one another. One of Jefferson's grandchildren said, "the eye settled with a deeper interest on busts of Jefferson and Hamilton, by Ceracchi, placed on massive pedestals on each side of the main entrance — 'opposed in death as in life,' as the surviving original sometimes remarked, with a pensive smile, as he observed the notice they attracted."[3]
- John Quincy Adams found that "Mr. Jefferson tells large stories ... you never can be an hour in this man's company without something of the marvellous, like these stories." Adams recalled the story that Jefferson, while sailing to Europe on the Ceres in 1784, had studied Spanish by reading Don Quixote with the help of a grammar. Jefferson later remarked that it was a very easy language since he had learned it in a voyage of nineteen days.[4]
- Frances Few, in 1808, described Jefferson, as follows: "I dined with the President — he is a tall thin man very dignified in his appearance but very agreeable in his manners — his face expresses great good humour — there is scarce a wrinkle on his brow — he seems very happy."[5]
- Jefferson as described by John Bernard in 1801: "His information was equally polite and profound, and his conversational powers capable of discussing moral questions of deepest seriousness, or the lightest themes of humor and fancy."[6]
- Jefferson once complimented Abigail Adams on her likeness to a goddess: "I have also procured for you three plateaux de dessert with a silvered ballustrade round them, and four figures of Biscuit .... With respect to the figures I could only find three of those you named, matched in size. These were Minerva, Diana, and Apollo. I was obliged to add a fourth, unguided by your choice. They offered me a fine Venus; but I thought it out of taste to have two at table at the same time. ... At length a fine Mars was offered ...."[7]
- Alexander Hugh Holmes Stuart described his 1823 encounter with Jefferson as follows: "I have never met any one who presided at his own table, with the same playful grace and urbanity, blended with perfect dignity ...."[8]