Although Tsutsumishita was initially a substitute while serving as a captain at the Takeboshi High School Baseball club, he became the starting first baseman even though he had uniform number 13.
On the 29 December 2010 broadcast of Haneru no Tobira Tsutsumishita made an on-air marriage proposal to Miki Matsuki (松枝美希)[1] during the year-end special show.
Matsuki, a former Kishidan back dancer and leading member of the OZ-MAX with DJ Ozma, accepted by dancing with Tsutsumishita.
[2] On 14 June 2017, he was found by a police officer to be in a groggy state in the driver's seat of a car after having taken sleeping pills.
[3] Tsutsumishita was put on suspension by his agency, Yoshimoto Kogyo, and was allowed to return to television activities in late 2018.