Kaoru Sakurayashiki, alias Cherry Blossom, navigates dual worlds as a master calligrapher and a tech-augmented skater within underground circuits. His aesthetic shifts seamlessly between identities: by day, he dons a navy-blue kimono with a gray-yellow obi, silver-framed glasses, and flowing sakura-hued hair secured by a yellow cord. At night, his Cherry Blossom persona emerges in a ninja-inspired ensemble—a white hakamashita kimono with purple cuffs, black balaclava, and reinforced zori sandals. Remnants of a rebellious youth linger in past piercings and a lip ring. A poised intellectual with a razor-sharp tongue, Kaoru balances refined professionalism against fiery rivalry. He reserves courteous formality for clients yet trades relentless barbs with childhood companion Kojiro Nanjo (Joe), their bond forged over decades of camaraderie and competition. His strategic precision extends to skateboarding, where Carla—an AI-equipped board analyzing angles and adjusting speeds—fuels his dominance at "S," blending logic and athleticism. Rooted in teenage rebellion, Kaoru co-founded "S" alongside Kojiro and Adam, their trio fractured by Adam’s descent into violent theatrics. This betrayal fuels Kaoru’s resolve to dismantle Adam’s legacy. Professionally, he merges tradition with innovation as an AI calligrapher, mirroring his skating’s fusion of artistry and calculation. Early design concepts reimagined him from lawyer to calligrapher, his pink hair and kimono contrasting Joe’s flamboyance. Key dynamics define him: a rivalry with Joe masking deep trust, evident in collaborative strategies against Adam; mentorship to younger skaters like Reki and Langa, balancing guidance with secrecy; and fierce protection of his dual identities, retaliating against those who blur the lines. Subtle vulnerabilities surface in reliance on Carla’s lullaby function for stress relief and childhood clinginess echoing in present-day compulsions. Meticulous habits manifest in hypotheticals—planned White Day gestures or curated space-themed getaways. Though outwardly detached, he seeks connection, often coaxing Kojiro into debates or meals, even post-hospital escape. His narrative arc orbits unresolved strife with Adam and evolving ties to Joe. Spin-offs like *SK8 Chill Out!* tease lighter camaraderie, yet core stories prioritize tactical intellect and emotional layers, leaving romance ambiguous but underscoring decades-deep trust with Kojiro.