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* From mid-1600s letter-writing: a few words were a "line."
Dropping a line emerged in the late 1700s to mean dropping a letter in a mailbox. One of the most prominent early written instances appears in a letter from Thomas Jefferson to Thomas Freeman in 1805, where Jefferson wrote:
"...if mr Freeman finds such a one which he thinks good, if he will be so good as to drop a line mentioning the price & where to be had..."