1785 January 5. (Jefferson to David Humphreys). "I will therefore proceed to avail myself of your kind offer of executing commissions for me in London...1/2 dozen tooth brushes, the hair neither too strong nor too weak, without spunges...A silver tooth pick case, the smallest possible..."
1805 January 14. "Inclosed to Dr. Bruff dentist 10.D."
1807 December 29. (Jefferson to Martha Jefferson Randolph). "I was taken with a tooth-ache about 5. days ago, which brought on a very large and hard swelling of the face, and that produced a fever which left me last light. The swelling has subsided sensibly, but whether it will terminate without suppuration is still uncertain."
1808 January 5. (Jefferson to Martha Jefferson Randolph). "My fever left me the day I wrote to you, and the swelling abated through the whole face, but still remains in a knot as big as a pigeon's egg, over the diseased tooth, which has now been suppurating so long that the Doctr. thinks he shall have to extract the tooth (altho' perfectly sound) to prevent a caries of the bone."
1808 January 12. (Jefferson to Ellen Wayles Randolph Coolidge). "My letters to your Mama will have informed you of my having been indisposed with a swelled face. It rose, suppurated, and has left me with a hard swelling still on the jawbone, which however I am in hopes will go down. It still confines me to the house for fear cold should affect it."
1808 February 23. (Jefferson to Ellen Wayles Randolph Coolidge). "A small knot remains on the bone, which enlarged considerably on my riding out on a raw day lately. By keeping house a few days it is again reduced to a small size."
1808 November 30. "Borrowd. of Le Maire 5.D. & pd. Dr. Bruff extractg. a tooth 5.D."
1808 December 6. (Jefferson to Martha Jefferson Randolph). "I have been confined to the house these 3. weeks with a swelled face. For 4. or 5. days I suffered much, but was relieved by a suppuration and have since been able to extract the tooth. There is too much swelling still to go out, but I hope to be able to take my usual rides in 3. or 4. days more.
1824 July 18. (Jefferson to Charles Willson Peale). "...I am particularly happy in that not needing your porcelain teeth. I have lost one only by age, the rest continuing sound."
↑ Please note that this list should not be considered comprehensive.