In legends and fictions, he is one of the most celebrated kabukimono (samurai gangster) of the time period who is known for his monstrous height and his peerless strength.

[1] In 1581, Toshimasu was under the command of his uncle, and made a reputation for himself through conflicts within Noto Province and was rewarded with 5,000 koku.

In 1584, during the Battle of Komaki and Nagakute, Toshimasu came with Maeda Toshiie's to rescue Suemori Castle when was attacked by Sassa Narimasa.

The two became close friends, and Toshimasu agreed to join Kanetsugu at Sekigahara Campaign, in the Uesugi clan's invasion of Aizu.

Riding his horse "Matsukaze" into battle and brandishing a two-pronged spear, he made a splendid show of force.

Matsukaze was said to be a horse of immense strength, able to carry his master's large frame for days.

[2] In 2015, Tatsuya Fuji played the role of Toshimasu in the jidaigeki drama Kabukimono Keiji.