Midari Ikishima, a second-year student at Hyakkaou Private Academy, serves as president of the Beautification Council, wielding authority to conduct interrogations and orchestrate perilous gambles. Her distinctive appearance includes a modified school uniform with a black-and-red sweater vest, bandaged forearms, and a white medical eyepatch covering her left eye. Multiple piercings adorn her under-mouth, tongue, and ears, while short black hair (purple in the manga) frames yellow-green eyes (purple in the manga) with pinprick pupils, complemented by purple lipstick and nail polish. A self-destructive masochist, Midari thrives on life-threatening risks, rigging games with Russian roulette or finger-guillotines to amplify personal danger. Chronic anhedonia drives her pursuit of pain as a means to feel alive, epitomized by her impulsive act of gouging out her own eye with a pen to settle a debt with Kirari Momobami, disregarding Kirari’s directive to await surgery. Though academically accomplished with a history of youth accolades, she dismisses conventional intelligence, mocking figures like Sayaka Igarashi for prioritizing rote study over instinct. Her obsession with Kirari began when the latter promised to "kill her one day," a vow that enticed Midari to join the student council. A gambling defeat to Kirari left her with a ¥300 million debt, resolved through self-mutilation that solidified her reliance on pain for existential validation and cemented her reverence for Kirari as a "wonderful woman." Midari’s infatuation with Yumeko Jabami stems from Yumeko’s unpredictable gambling style, leading her to idolize Yumeko as a "goddess" and hoard photos of her. However, Yumeko rejects Midari’s fixation on self-destruction, rebuking her for sabotaging a Finger Guillotine game by cutting multiple threads, which caused disqualification. Despite this rejection, Midari relentlessly seeks Yumeko’s attention, even consulting Ryota Suzui for advice. In spin-offs like *Kakegurui Midari*, she leads the Yamazakura Group, engaging in lethal gambles against adversaries like Erimi Mushibami and Yuriko Nishinotouin, whom she derides for caution. Her strategies prioritize personal risk over victory, as seen when she replicated Yumeko’s five-scissors move in Rock Paper Scissors Poker to defeat Yuriko, blending reckless abandon with tactical precision. Most students avoid or fear her, while she addresses council members informally and others with surnames. A brief alliance with Rei Batsubami during the election arc crumbles due to her disdain for Rei’s moralizing. Despite her antisocial nature, she occasionally displays sharp insight, critiquing Yumemi Yumemite’s lack of talent or Sayaka’s rigidity. Her narrative arc reflects a paradox: craving connection through shared risk yet remaining ensnared in self-destructive cycles. Though the Housepet system’s collapse reduces her authority, she clings to dangerous gambles, embodying Hyakkaou’s oppressive hierarchy. Asymmetrical features and heart-themed accessories symbolize her fractured psyche and unfulfilled longing for affection, juxtaposed against her surname’s ironic meaning ("hope/plan") and chaotic existence.