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Sold to Yoshiwara at a very young age, Tsukuyo became the apprentice of courtesan Kamekichi, under whose supervision she suffered due to her distinct lack of obedience.
Tsukuyo quickly grew up to hate Yoshiwara and the women who lived there, as she opposed the idea of simply accepting the life of a courtesan. This changed once upon her witnessing Hinowa 's positive influence on the other courtesans, awaking Tsukuyo's desire to protect both Hinowa and Yoshiwara.
With that wish in mind, she approached Jiraia , who agreed to take her under his wing and teach her the ninja arts. It was then that Tsukuyo scarred her own face, thus throwing away her life as a woman in order to walk the same path as her disfigured master.
Four years prior to meeting the Yorozuya , during a fire in Yoshiwara, Jiraia sacrificed himself to protect Tsukuyo, seemingly burning to death and leaving her to take over the leadership of Yoshiwara's paramilitary force, the Hyakka. As the new protector of Yoshiwara, it was her duty to assassinate prostitutes going against the law of Yoshiwara, which stated that prostitutes attempting to escape or not managing to bring in customers due to carrying unsightly scars or due to their old age had to be killed.
Unwilling to kill them, Tsukuyo decided to fake the deaths of prosecuted prostitutes and hide them among the Hyakka. Tsukuyo is an attractive blonde woman of average height and slender figure. She has a scar running horizontally across the left side of her forehead and another vertically down her left cheek. Her shoulder-length hair is normally tied up at the back of her head, while her parted fringe is done up in a bun, held by two miniature kunai, both with red thread at the end on each side.