An unaddressed letter from Theodore Drayton-Grimke requesting that borrowed money be returned to him. Drayton-Grimke writes that he needs the sum at once to pay the post office, his fencing instructor, and to purchase a mathematics book.
An unfinished letter by Theodore Drayton Grimke-Drayton to his wife written on a train to Los Angeles, California. Grimke-Drayton mentions speaking with a train porter and taking a photograph of a palm tree. The back of the letter includes a list stops on a train line between Flat Rock, North Carolina and New York City.
An envelope and enclosed four-page letter from Theodore Drayton Grimke-Drayton to his son, Theodore Drayton Grimke-Drayton [Jr.?]. Grimke-Drayton tells his son about traveling on a "big boat" (presumably across the Atlantic Ocean to the U.S.) and that he had become ill while aboard ship.
A four-page letter from Theodore Drayton Grimke-Drayton to his son, Theodore Grimke-Drayton [Jr.]. Grimke-Drayton tells his son that he is "far away" on a "very big boat." He also describes some of the animals he has seen while traveling.
An envelope and enclosed four-page letter from Theodore Drayton Grimke-Drayton to his son, Theodore Drayton Grimke-Drayton [Jr.?]. Grimke-Drayton tells his son that he may bring "terrapins" with him when he returns home to England. Grimke-Drayton tells his son to try to be good for his mother's sake.
A portion of a will possibly belonging to Thomas Drayton in which Drayton specifies the ways in which he would like his slaves distributed. The writer also wills several "hacks" and tracts of land on the Ashley River.