Mizuho can't believe his ears when Grandpa's will is read out. Grandpa's final wish is for Mizuho to attend the same academy as Mizuho's mother. The catch is it's an all-girls school. With the help of friend Mariya however, he gets a makeover good enough to fool everyone at the academy.

[Source: Anime News Network]

Special DVD episode combining the storyline of Cinderella and Snow White (chibi style) with the "Otome wa Boku ni Koishiteru" cast.

Otoboku 2 begins about two years after Mizuho's graduation. The main protagonist Chihaya Mikado was truant at his school because of harassment in the school and of a distrust in men. His mother cannot bear to watch him be in trouble, so she makes him transfer to Seio Girl's School, her old school. He dresses as a girl and introduces himself as Chihaya Kisakinomiya. Chihaya meets another protagonist Kaoruko Nanahara, who once rescued him from a playboy, and he begins to live in the dormitory building. He becomes the focus of public attention due to his attractive face and figure, and due to high grades at studies.

[Source: Wikipedia]

Hisoka was an orphan who was raised by Yukitaka, the present head of the worldwide Jinsei Corporation, with the help of his right-hand man Daisuke. He was adopted for the sole purpose of working both publicly and secretly for his daughter Orihime, who was next in line to inherit the business. That’s why he did not hesitate when he was asked by Yukitaka to attend the same school as her and serve as her bodyguard in secret.

The only problem was that her school was the refined Saint Ceral Girls’ Academy, which was closed to boys. He didn’t know it at the time, but it would be a major turning point in his life.

[Source: VN description via VNDB]