On May 17, the Hideyoshi forces besieged the Takamatsu castle with an army of as many as 30,000 troops, led by the Ukita forces. Though they attacked the castle two times, they lost in the face of counterattacks by castle garrisons. As the battle grew more intense, the Takamatsu garrison received reinforcements from
Mōri Terumoto, who brought an army two times larger than Hideyoshi's. Additionally, with the 40,000 support troops led by "
Mori's Two Rivers" approaching, Hideyoshi dispatched a messenger to request aid from
Oda Nobunaga, who had just defeated the Takeda clan in Kai Province, to send over support troops. In response, Nobunaga mobilized six of his commanders including
Akechi Mitsuhide, whom he planned to lead the resultant army. But Nobunaga gave Hideyoshi strict orders to conquer Takamatsu Castle as soon as possible. Later,
Kuroda Yoshitaka offered an idea of using inundation tactics. Adopting this tactic, Hideyoshi immediately started building an embankment, under the direction of Kuroda Yoshitaka, with support from
Hachisuka Masakatsu,
Ukita Tadaie,
Horio Yoshiharu,
Ikoma Chikamasa,
Kuwayama Shigeharu, and
Toda Masaharu. Meanwhile
Asano Nagamasa and
Konishi Yukinaga assembled boats and boatmen to make preparations for attacking the castle when it would be floating on a lake. On June 3rd, a commander within the
Mōri clan, Uehara Motosuke, defected to Hideyoshi's side, Hideyoshi proceeds to grant him a shuinjo (vermillion letter) that promises Motosuke the ownership of
Bingo Province. The letter was composed a day after Nobunaga's death (the content was discovered through an auction and was publicly revealed on 20 November 2025). On June 8th, which happened to be in the rainy season, the long-lasting rain swelled the
Ashimori river, developing a lake and rendered Takamatsu Castle a solitary island. Takamatsu Castle was flooded by Hideyoshi and nearly fell. This made the provisions of rice for the garrison army decline by cutting their supply lines, and Mori's support troops were unable to move. In addition,
Asano Nagamasa and
Konishi Yukinaga were in charge of naval bombardment on the north side of the castle. Mori decided to make peace with Hideyoshi. They sent
Ankokuji Ekei, for
Kuroda Yoshitaka to offer peace negotiations. ==Aftermath==