Senpai, a university senior with black hair and eyes, sports large glasses and button-down shirts. Plagued by extreme social awkwardness and crippling lack of confidence, he frequently stalls through internal debates, especially concerning his romantic feelings for Kurokami no Otome. This unexpressed desire fuels frustration, occasionally erupting as an alternate persona named Johnny, deepening his turmoil. He dedicates an entire night pursuing Otome across Kyoto, intending to confess but consistently failing direct approach. Instead, he meticulously engineers coincidental encounters, intricately mapping her path in near-obsessive detail. Early setbacks include thieves stealing his pants and underwear, forcing him to navigate much of the night attempting concealment. Later, he endures an excruciatingly spicy food contest to reclaim Otome's childhood picture book, "Ratatatam," from the collector Rihaku. Senpai then attempts to infiltrate a guerrilla theater production where Otome stars, hoping for a stage kiss. This fails, and he subsequently falls ill with a widespread city cold. Otome visits him during convalescence, enabling his recovery. In this vulnerable state, he directly asks her on a date to a used bookstore, which she accepts – marking a shift from calculated strategies to genuine emotional openness. Internally, Senpai questions whether his feelings constitute genuine affection or mere idealized fantasy, a fear amplified after witnessing another's disillusionment with romantic destiny. His final reflections frame the night as compressing a year's worth of transformative experiences, underscoring his growth from paralyzing hesitation to decisive action in matters of the heart.