Story

Otome wa Boku ni Koishiteru revolves around the main protagonist Mizuho Miyanokouji, a male high school student. After Mizuho's grandfather dies, his will is reviewed, which explains his desire to have his grandson transfer to Seio Girls' Academy, the same one his own mother attended and his ancestors founded. Abiding by the will, Mizuho cross-dresses to attend the school. The headmistress, the deputy head teacher (visual novel only), Mizuho's homeroom teacher Hisako Kajiura and Mariya Mikado initially know his secret; Sion Jujo and Ichiko Takashima also eventually find this out. Mizuho is very popular among the other students, who often talk about how pretty, nice, and athletic Mizuho is. This rampant popularity escalates to him even being nominated against his will to join in on the Elder election. By these terms, the current student council president, Takako Itsukushima, runs against Mizuho.

The Elder election is an old tradition at Seio Girls' Academy where every June one of the students is elected by her peers to be the "Elder", who is seen as the number one "Elder Sister" in the school. Until her graduation, she is referred to by her peers as Onee-sama (お姉さま). To become an Elder, a candidate must gain at least 75% of the votes. If none of the candidates get at least 75% in the first round of voting, one of the candidates hands over her votes to another candidate, and the candidate who finally obtains at least 75% of the votes becomes the Elder. If there is no one else in the election, the current year's student council president becomes the Elder. In Otoboku, Mizuho gains 82% of the votes in the first round, effectively becoming the 72nd Elder in the school's history. After becoming Elder, Mizuho progressively gets more popular among the student body since he is now a symbol of the school's excellence. In the following months, Mizuho starts to get to know some of the girls better and helps them with their problems.