Princess Princess D(2006)

Princess Princess D is a comedy anime series set at an all-boys school with an unusual tradition: students are selected to dress as girls and serve as "Princesses" to stir up school spirit and friendly rivalry. This year's chosen trio—Yutaka Mikoto, Shihoudani Yuujirou, and Kouno Tooru—must navigate their new roles. But when Hanazono Otoya grows dissatisfied with their efforts, he forms his own competing group called the Dark Princesses. What follows is a lighthearted battle for popularity and attention between the two teams, blending cross-dressing comedy with school dynamics and unexpected friendships. The series explores identity, acceptance, and the absurd traditions that bind student communities together.