"Toshiharu-kun wa Toshiue no Josei ni Sukareru Type" centers on Toshiharu, a high school student who finds himself frequently attracting the attention of older women. Despite his young age, Toshiharu possesses a mature demeanor and a natural charm that inadvertently draws older women to him. This recurring dynamic creates a series of comedic and sometimes awkward situations as he navigates his daily life.

The narrative explores Toshiharu's interactions with various older women, each with distinct personalities and backgrounds. These women often misinterpret his kindness or unintentional actions as romantic interest, leading to humorous misunderstandings. Toshiharu, while flattered, remains largely oblivious to the deeper implications of their affections, focusing instead on maintaining his studies and personal relationships.

Key characters include Toshiharu’s classmates, who often tease him about his predicament, and the older women themselves, who range from coworkers to acquaintances in his community. Each woman brings a unique dynamic to the story, highlighting different aspects of Toshiharu’s character and the societal perceptions of age-gap relationships. The series balances lighthearted comedy with moments of introspection, as Toshiharu occasionally reflects on the complexities of human connections and the unintended consequences of his actions.

The plot progresses through episodic encounters, with each chapter introducing new scenarios where Toshiharu’s interactions with older women lead to comedic or heartfelt outcomes. The series avoids heavy drama, instead focusing on the humor and charm of its premise while subtly addressing themes of maturity, societal expectations, and the nuances of interpersonal relationships.