Early Life
Leon Kuwata and Kanon Nakajima
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.
Kanon is Leon's younger cousin and is two years younger than him. He viewed Kanon as his little sister and the two had a very close relationship since childhood. She constantly confessed her feelings to him, but he always responded he just didn't like her that way. It did not seem her never-ending confessions affect his view of her, but he cared for her and comforted her whenever he rejected her, with he himself wondering multiple times that he's probably being a little too nice.
Leon was the one who eventually came up with the bet that if Kanon throws a 160 meters per hour ball, he promised he would think of her more romantically. She wasn't allowed to speak to him if she couldn't do it and she assumed he may have given her an impossible task on purpose. However, when they met after half a year, he talked to her in a very casual manner and clearly didn't take the situation that seriously. In fact, he actually had a lot of faith in her, believing that she might actually be capable of doing it, despite the fact that the Japanese record for women was 140. Leon said he wouldn't make the bet any easier, but he would help Kanon a bit with training. When Kanon questioned if he actually was fine with her winning the bet, Leon answered that "whatever happens, happens", and his specific feelings for her were ultimately left ambiguous. By the time of the Killing School Life, Kanon was chosen as Leon's Captive, being his most important person.
Kanon is mentioned by Leon in Danganronpa V3's bonus mode, as he states that he has sometimes thought about bringing his cousin a souvenir for the family's New Year's meeting. He asks Kirumi Tojo's help to plan the gift, though he says she would be pleased with any gift. He mentions being a good "big brother", indicating that he still only sees her as a little sister figure.