Ruggie uses his unique magic on Grim in Book 2 in order to acquire a sandwich for Leona, which ultimately leads to Leona’s downfall: Grim is then able to connect someone having the ability to control others’ movements to Ruggie, which connects directly to Heartslabyul, Diasomnia and Jack putting together the plan that compromises Savanaclaw’s attempts to sabotage the interdorm spelldrive tournament.
Ruggie cripples a number of people in Book 2 on Leona’s orders, including Trey and Jamil.
When Leona comments on how Ruggie is really doing everything for himself Ruggie insists that it is for their cause, together, saying, “All of us want to turn the world upside down.” This is possibly a reference to the JP-language adaptation of Scar’s song, “Be Prepared,” which includes the line “turn the world upside down.”
Leona is not pleased by the revelation that Ruggie was chased around by members of Heartslabyul suspicious of his involvement in the incidents on campus but Ruggie assures him that he has nothing to worry about, saying, “how the world will praise us when they see you standing over a battered Malleus Draconia!”
Ruggie follows with, “Maybe some top corporate recruiters will even take an interest in a little ol’ hyena like me.”
Ruggie goes straight to Leona after his attempt at trampling Malleus in a stampede and Leona praises him for his efforts, but after their failure is revealed Leona decides to bow out of the tournament entirely.
Ruggie tries and fails to convince Leona to try and beat the other dorms in the game instead of abandoning their dreams but Leona claims he was only going along because the others amused him: “You wanna hear the truth? You’re a hyena who grew up in a dump, and I’m a hated secondborn prince who won’t ever be king. And there is no turning that around.”
Ruggie insists that Leona cannot quit and Leona turns on him with his unique magic, mocking him for licking his boots. An injured Ruggie later insists on joining the fight against an overblotted Leona, saying that he will not take Leona’s insults lying down. (Leona: “So even the lowly hyena turns against me?”)
Afterwards Ruggie tells Leona that he hasn’t earned his forgiveness, but “it still paints (him) to see that pathetic look on (Leona’s) face” and using his unique magic to make Leona smile.
Twisted Wonderland Reference Note 