Princess Princess is a story revolving around the lives of three boys

1. Toru Kouno
   
2. Yuujiro Shihoudani
   
3. Mikoto Yutaka

chosen to dress up as girls at the all-boy school they attend, which also just happens to be the most elite school in the area. The main protagonist, Toru Kouno, has just transferred to a new all-boys school, Fujimori. He is one of the boys chosen to be one of the Hime or "Princesses", which is a tradition at the school in order to break up the monotony of life surrounded by nothing but males. Students (based on certain qualifications) are selected to be Princesses and are made to dress up as girls and attend school functions like this.

At the beginning of the story, there are already two such Princesses, Yuujiro Shihodani and Mikoto Yutaka, known as the Western Princess and Eastern Princess respectively, due to their room location. Toru is convinced into becoming a Princess soon after entering the school though once he accepted the job, he found it to be much more enjoyable than he thought.

Princess system
A candidate for a Princess must be a first year student of the school since they:

• have more free time from school work,
• their bodies have not fully developed, and
• they can easily wear girls' outfits.

From all the first years, those with the best looks and most-suited personalities are chosen to be Princesses. However, if one only has good looks but is not popular, that person will not be chosen.
The Princesses' duties consist of:
wearing girl's clothes to morning meetings or school events,
encouraging others at school, and
cheering at school events.
Students who are required to be Princesses cannot refuse the position.

When there is a conflict between a Princess' work and school classes, absence from class or leaving early can be considered as a school vacation, and the absence will not show up on his attendance record. Every month the Princesses receive thirty school luncheon vouchers each. Therefore, when they eat at school, they do not have to pay. All necessary school supplies (notebooks, school apparel, etc.) are covered by the Princess budget, which is the largest in the whole school. Also, the Princesses will receive partial profit they can use as pocket money from the photography club that takes pictures of the Princesses and sells them to other students. The school rules require the photography club to share profits with whoever serves as model for the photos they sell, and the photographs of the Princesses are the most sought-after.

Student council
Shuya Arisada
The student council president,

Masayuki Koshino
The student council vice president

Wataru Harue
The student council treasurer,

Takahiro Tadasu
The student council secretary,

Other characters

Akira Sakamoto

Kaoru Natasho

Harumi Sakamoto
He's Akira's older brother

Megumi Yoshikawa
Known as Megumi-san by Mikoto due to her being older than he is, she is Mikoto's girlfriend.

Makoto Yutaka
She is Mikoto's older sister

Sayaka Kouno
The daughter of Toru's aunt and uncle that adopted him, making her Toru's younger step-sister and cousin. She is in love with Toru and is very adamant (to the point of psychosis) about them getting married one day, against the wishes of Toru himself (as his feelings for her never evolved beyond that for a sister).

Shinnosuke Shihoudani
He is Yuujiro's younger half-brother

Ryusaki
The director of the board who is in charge of the school. He became the director after his father retired.

Toui C. Mitaka
A transfer student, Upon returning from studies abroad and transferring to Fujimori, Mitaka learns of the student council elections and decides to run against Akira.