Otome Smile

Otome Smile is a Japanese adult romance visual novel about a crossdressing boy attending an all-girls school.

The player takes on the role of Yuuki Kamiya, an androgynous boy who returns to his hometown after being away for five years. At the behest of his grandmother, Eimi Kamiya, Yuuki enrolls at the school that Eimi is the chairman of—only to discover that it is an all-girls school! Depending on the player's decisions, Yuuki may end up forming a relationship with any of the five main heroines, including: his childhood friend Hinano Amagi, the student council president Kotone Kokonoe, his kouhai Shion Toujou, his classmate Mutsuki Touma, and Mutsuki's little sister Yui.