Oboro Tsukimigusa

Oboro is an enigmatic member of Tokioka Academy's Disciplinary Guidance Division, assigned to serve as Anna's dedicated attendant. Despite presenting a strikingly feminine appearance and consistently wearing women's clothing, Oboro is biologically male. Years of systematic conditioning left him initially devoid of independent thought, functioning with near-robotic precision—even going so far as to confiscate mundane items like toilet paper under bizarrely strict moral standards. As the narrative unfolds, however, dormant emotions and a sense of self gradually emerge, making Oboro one of the most intriguingly contradictory and mysterious support characters in the series.