Main article: Ultra Despair Hagakure and Danganronpa: Trigger Happy Havoc
Leon was very close to his cousin, Kanon Nakajima, since they were very young. Leon's father was the older brother of Kanon's father. Kanon was in love with Leon throughout their childhood and repeatedly tried to get him to notice her feelings for him, although he only ever saw her as a little sister. In middle school, Leon became a very skilled baseball player, and Kanon became the manager of his baseball team so she could watch him play. He was an ace in his position as the fourth batter at his school. However, Leon himself claimed that due to his exceptional natural talent for baseball, he was practically forced to play by other people since young age. Leon later attended LL Academy high school. To win the heart of a girl that he happened to meet at the hair salon, he became determined to change his title to Ultimate Musician. His hair and clothing style changed completely. Leon was scouted by Hope's Peak Academy for his title of Ultimate Baseball Star. In photos found by Makoto Naegi, Leon is seen roughhousing with Mondo Owada and Chihiro Fujisaki and participating in sports events with his classmates during his time there.
