A second-year in Heartslabyul and its harsh dorm leader. Riddle is considered a tyrant by practically everyone in the Heartslabyul dorm due to the extremely strict rules he makes others follow. Those that do not obey the rules and say "Yes, lord Riddle" receive Off with Your Head, which is Riddle's unique magic that prevents the afflicted person from using magic.

Spoiler

In the game, Riddle overblots and goes on a rampage. Eventually being defeated and knocked back to his senses. His strictness is due to his mother being extremely strict on him, thus causing him to follow suit with what he was taught and doing the same with others. At present, he is much nicer and relaxed with the rules

Riddle is childhood friends with Trey, though they don't seem nothing like it. Also, Floyd often teases Riddle to his dismay.