Maiden's Heart Academy is a strict all-girls high school that is well known for having students that end up being very successful. The girls are also admired for their generosity and politeness. It is at this school that the protagonist, a 17-year-old male, ends up attending after his mother has him enrolled. Although reluctant at first, the headmistress of the school decides to let him in when she meets him and hears that the protagonist was heavily bullied for his feminine looks and personality. The only condition is that he must dress as a girl at the school and keep the fact that he is actually a boy from getting out.
- Disguised in Drag: "Maria"
- Dude Looks Like a Lady: "Maria", whose looks led to bullying from his peers, including being pushed down a flight of stairs.
- Kissing Cousins: One of the main girls is Audrey Cornett, "Maria's" cousin who she has not seen or talked to since they were kids.
- Multiple Endings: There's romantic endings for all five heroines.