Otoboku: Maidens are Falling for Me!

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.