No, Miyamoto Musashi never lost a duel and according to his book of five rings, he fought in over sixty separate "comparisons of style" and six battles. There were two occasions where he either nearly lost or the match was declared a draw- the first of these occasions was while he was fighting a man named Shishido who was a master with the Kusarigama (a long sickle attached to a length of chain with a weighted end) Shishido succesfully disarmed Musashi and was moving in to finish him off when suddenly Musashi drew his Wakazashi and hurled it at Shishido, piercing his chest. The second occasion was between Musashi and a man named Muso Gonnosuke, the first battle between the two resulted in an easy victory for Musashi, but the second which happened sometime later would result in the only true "draw" in Musashis recorded history. After being defeated the first time Muso went away to meditate, train and ponder over his defeat at the hands of Musashi, he had a dream where he saw a pond that reflected the moon in it's center and a log fell into the pond directly where the moon was. He took the log to symbolise a Jo (five foot staff) and the moon in the pond to symbolise the center of his opponents chest. After that he developed a style known as shindo muso-ryu which is still taught to this day. It was with this style that he managed to draw with the man who to this day is still perhaps the most influential and powerful swordsman to ever live.
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