"Issyo ni H Shiyō" is a short-form anime series that revolves around the comedic and often awkward interactions between two main characters, a young man and a young woman, as they navigate their budding romantic relationship. The narrative primarily focuses on their attempts to become more intimate, often leading to humorous misunderstandings and situations. The series is structured around episodic vignettes, each highlighting a different scenario where the characters attempt to deepen their connection, often with mixed results.

The young man is portrayed as somewhat inexperienced and nervous, frequently overthinking his actions and words, which leads to comedic tension. The young woman, on the other hand, is more confident and straightforward, though she occasionally misinterprets the young man's intentions. Their dynamic is central to the series, with their contrasting personalities driving much of the humor.

The plot progresses through a series of lighthearted and sometimes risqué encounters, as the characters explore their feelings for each other. The tone is consistently comedic, with a focus on situational humor and the characters' reactions to each other. The series does not delve deeply into dramatic or emotional territory, instead maintaining a playful and light-hearted atmosphere throughout.

Supporting characters occasionally appear to add variety to the scenarios, but the focus remains firmly on the central pair. The brevity of each episode ensures a fast-paced narrative, with each installment delivering a self-contained story that contributes to the overall progression of the characters' relationship. The series is characterized by its straightforward approach to romantic comedy, relying on the chemistry between the main characters and the humor derived from their interactions.