"Please Put Them On, Takamine-san!" centers on the dynamic between Takamine-san, a high school girl with a peculiar habit of removing her underwear, and her classmate, Keisuke Takamine, who is tasked with ensuring she wears them. The story unfolds in a school setting, where Takamine-san’s behavior becomes a source of constant concern and embarrassment for Keisuke. Despite her seemingly carefree attitude, Takamine-san’s actions often lead to comedic and awkward situations, particularly as Keisuke struggles to fulfill his self-imposed responsibility of keeping her properly dressed.

The narrative explores the interactions between the two main characters, highlighting their contrasting personalities. Takamine-san is portrayed as confident, mischievous, and unbothered by societal norms, while Keisuke is more reserved, responsible, and frequently exasperated by her antics. Their relationship evolves through a series of humorous and lighthearted encounters, with Keisuke often finding himself in compromising positions as he attempts to manage Takamine-san’s unpredictable behavior.

The series incorporates elements of romantic comedy, with subtle hints of growing affection between the characters, though the focus remains on the comedic aspects of their interactions. The plot is driven by episodic scenarios that emphasize the absurdity of their situation, often involving misunderstandings, playful teasing, and the occasional intervention of secondary characters who add to the comedic tension. The tone remains light and entertaining, with no significant dramatic or serious undertones, making it a straightforward and enjoyable slice-of-life comedy.