A letter from Lee Harvey Oswald to the American Communist League requesting membership is to auction at Bonhams.
The lot is expected to make around $50,000-70,000 when it crosses the block in New York on June 16.
It dates to February or March of 1963, months before he would assassinate John F Kennedy.
Oswald writes: "Dear Sirs: I have followed the activities of the C. P. for the last few years, and have decided that it is very timely and correct for me at this time; to apply for membership in the communist party of the U. S.
"I wish to become a member so that I may share, as fully as is possible, your trails [sic] and tribulations, as well as your glories and victories. Very Sincerely Lee H. Oswald".
Battledore Auctions in upstate New York last sold the letter for $10,925 in 2013.
The handwritten manuscript for Les Silences de Paris by Albert Camus is likely to prove another highlight, with a valuation of $40,000-60,000.
The sale will also include a signed copy of F Scott Fitzgerald's The Great Gatsby.
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