"How-- you--" Riddle stammers, before finally settling on the statement he wanted to lead with, "What are you even saying? That this is somehow purposeless? You have witnessed firsthand the lengths I will go to ensure no one fails or drops out within Heartslabyul. It's my job as Housewarden to watch out for all of the students under me, whether that be preparing study guides, keeping them on a strict schedule, teaching them the 810 rules of the Queen of Hearts, or doing something as simple as listening to them if they need someone to talk to." Riddle gets defensive fast, still avoiding the question as if the very question was something that, by answering it... he'd be letting someone down.

"This isn't holding their hand. It's preparation, to ensure each and every one of their success," Riddle sets his pen down onto the table, tilting his head back slightly at Cater.

That question still needed an answer.
Glancing away, Riddle seems to be looking for someone that wasn't there. Someone listening, watching, waiting for him to slip up. Finally, his gaze moves back to Cater. "No person in this world would find studying day in and day out to be fun. It's simply what I must do. Not only as Heartslabyul's Housewarden." But also... because he really doesn't know what to do otherwise. Gritting his teeth, Riddle looks away, trying to avoid Cater's gaze.