A Broken Heart Ally: Brother wears woman's clothes for his sister
Narikiri Tsundere Shitsuren Keikaku: Sis-con Ani, Josou suru
なりきりツンデレ失恋計画 ～シスコン兄、女装する～
Narikiri Tsundere Shitsuren Keikaku: Sis-con Ani, Josou suru
なりきりツンデレ失恋計画 ～シスコン兄、女装する～
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From Renta!:
Shouta, who's in love with his childhood friend Mei, hates Chika, who is Mei's brother, because Chika always interferes with Shouta trying to confess his love to Mei. However, they accidentally have sex after the shocking news of Mei's new boyfriend... They try to forget the accident and now cooperate to break up Mei and her boyfriend, but one of their plans involves Chika disguised as a woman. Shouta cannot control the rising feeling he has for Chika in women's clothes, even though he doesn't look like Mei at all...