Reborn asked what was inside the pocketwatch, to which Tsuna answered that it was an old picture of Demon Spade with the 1st generation Guardians and a beautiful woman beside him, surprising the others. Demon said that the woman is Elena, his old lover. Demon began to tell them his past with Elena and revealed his love for her and the Vongola Famiglia at the time that succeeded in protecting others until Giotto threw away the military forces. At one night, their territory was attacked, which killed Elena in the process. After this incident, Demon swore to make the Vongola even stronger for Elena's sake.
Tsuna questioned does Elena really like the way of Vongola that Demon made, angering Demon who asks does Tsuna understand Elena's feeling, to which Tsuna answered that he did. He told Demon that Elena felt gratitude towards him, stating that he knows through his Hyper Intuition, and that she would have probably thanked him. At this, Demon tearfully apologizes for being unable to save her as he begins to disappear. Reborn told him that he had lived too long and told him to return to Elena and to leave the Vongola to Tsuna. Demon laughed at this but then finally understood that he could leave the Vongola to Tsuna and his Guardians. He disappeared, finally accepting Tsuna as the true Vongola boss.
Tsuna says that Demon had realized that he wasn't telling the truth about his Hyper Intuition about Elena; however, Reborn commented that Demon always wanted to hear those words and feelings that Tsuna told him from Elena, which was why he lived all this time just to hear it. After this, Gokudera, Yamamoto, Lambo, and Ryohei along with the Simon Guardians returned as promised by the Vindice, Mukuro Rokudo also being allowed to return to his own body. However, the Vindice interrupted and said that there was one final thing they needed to tell them.
*Note: Bold + Italicized = First Appearance