Masashi Ookaito is a supporting character in the second season of the anime My Happy Marriage. He holds the rank of major general in the Imperial Army and serves as the supreme commander of the Anti-Grotesquerie Special Forces, making him the direct superior of Kiyoka Kudou. He comes from the distinguished Ookaito family, a line known for producing many military men. Physically, he has short, spiky brown hair and brown eyes, and bears a facial scar.

His background is closely tied to the Kudou family through his former marriage. He was once married to Hazuki Kudou, Kiyoka’s elder sister. The marriage ended in divorce due to complications with his family, as his relatives looked down on Hazuki for her lack of skill in cooking. Despite the divorce, Masashi maintains a cordial relationship with Hazuki, and the two often see each other. He has hinted at wanting to reconcile, but Hazuki appears content with her current independent life. Together, they have a son named Asahi Ookaito.

In terms of personality, Masashi is portrayed as a composed and capable military leader. He is not antagonistic toward Kiyoka or Miyo, but rather functions as a professional superior who respects Kiyoka’s abilities. His personal motivations seem to center on his duties in the military and his lingering attachment to his former family, though he does not force the issue. He has not remarried and remains single. His role in the story is primarily that of a commanding officer who oversees the operations against grotesquerie threats, and he appears more prominently in the second season as the narrative expands beyond the Kudou household. His notable abilities lie in his military leadership and strategic oversight rather than any supernatural gift. Throughout his appearances, he demonstrates a pragmatic and responsible demeanor, but also a softer side when interacting with his former wife and child.