Naomasa's finest hour was to come at the Battle of Sekigahara, where his unit outpaced those of other generals such as Fukushima Masanori, drawing the "first blood" of that battle. However, as the fighting was dying down, Naomasa was shot and wounded by a stray bullet during his attempt to prevent Shimazu Yoshihiro's getaway, a wound from which he would never fully recover. The wound also prevented his personal involvement in quelling the last vestiges of the anti-Tokugawa faction in the coming months. According to legend, Naomasa was feared so much by his own men, that when he was critically wounded at Sekigahara, not a single one of them committed ritual seppuku, the act of honor killing to prevent a samurai from falling into enemy hands, out of fear of retaliation. As such, Naomasa was able to regain his composure and escape with his life. The units Naomasa commanded on the battlefield were notable for being outfitted almost completely in blood-red armour for psychological impact, a tactic he adopted from Yamagata Masakage, one of Takeda Shingen's generals. As such, his unit became known as the "Red Demons of Ii", a nickname he shared. It has also been rumored, although never confirmed, that Naomasa would sometimes wear a "monkey mask" into battle, including at Sekigahara. Death Ii Naomasa's premature death in 1602 has been widely blamed on the wound he received at Sekigahara. Naomasa was highly regarded by Tokugawa Ieyasu, so it is no surprise that his sons Naotsugu and Naotaka succeeded him in his service and title. However, Naotsugu managed to anger Ieyasu by refusing to take part in his campaign to reduce the Toyotomi clan stronghold at Osaka. Nonetheless, the Ii remained influential in Japanese politics throughout the Edo period. Legacy In theater and other contemporary works, Naomasa is often characterized as the opposite of Ieyasu's other great general, Honda Tadakatsu. While both were fierce warriors of the Tokugawa, Tadakatsu survived countless battles without ever suffering an injury, while Naomasa is often depicted as enduring many battle wounds, but fighting through them. Naomasa's sets of armour are all preserved within Hikone Castle and are accessible for viewing. Family Foster Mother: Ii Naotora Father: Ii Naochika Mother: Okuyama Hiyo (d.1585) Wife: Tobai-in Concubine: Inbu Tokuemon’s daughter Children: Ii Naokatsu by Tobai-in Ii Naotaka by Inbu Tokuemon’s daughter Masako married Matsudaira Tadayoshi by Tobai-in Koan-in married Date Hidemune by Tobai-in References