Hayate the Combat Butler (2007) : 2x11

Hina becomes preoccupied with why she has been thinking about Hayate so much lately. She finds out that Hayate is on the verge of failing to progress into the next grade, causing her to get very angry at him. Hayate goes to apologize, but he does not know what to say. When Sakuya breaks a cursed doll of Isumi's, a cross-dressing curse befalls Hayate, causing him to wear a maid uniform against his will, and if he does not beat Hina in a match before 9 PM tonight, he will have the desire to cross-dress for the rest of his life. Isumi gives a note to Hina to explain what she should do, but Hina takes this as a note of challenge, and does not intend to lose.