Playing tabula, a forerunner of backgammon, in 480 AD, the Byzantine emperor Zeno made such a stupendously unfortunate dice roll that we still remember it 1500 years later. Playing red in the position above, Zeno rolled a 2, 5, and 6. “As he was unable to move the men on (6) which were blocked by the black men on (8), (11), (12): or the singleton on (9), which was blocked by the black pieces on (11), (14), (15): he was forced to break up his three pairs, a piece from (20) going to (22), one from (19) going to (24), and one from (10) going to (16),” explained R.C. Bell in Board and Table Games From Many Civilizations (1960). “No other moves were possible and he was left with eight singletons and a ruined position.”

See Dice Shaming.