I found this interesting
In response to the Cuban alignment with the Soviet Union during the Cold War, President John F. Kennedy extended measures by Executive Order, first widening the scope of the trade restrictions on February 8 (announced on February 3 and again on March 23, 1962). According to his press secretary, Pierre Salinger, Kennedy asked Salinger to purchase 1,200 Cuban cigars for his future use immediately before the extended embargo was to come into effect. Salinger succeeded, returning in the morning with 1,201 Petit H. Upmann cigars, Kennedy's favorite cigar size and brand