"When Will Ayumu Make His Move?" is a romantic comedy manga centered around the interactions between Ayumu Tanaka, a first-year high school student, and Urushi Yaotome, his senior and the president of the school's shogi club. Ayumu, a skilled shogi player, joins the club under the pretense of wanting to improve his game, but his true motivation is his growing affection for Urushi. However, he imposes a self-imposed rule: he will not confess his feelings until he defeats her in a game of shogi. This premise sets the stage for a series of lighthearted and often humorous exchanges as Ayumu navigates his feelings while striving to achieve his goal.

The narrative unfolds through episodic chapters that highlight the daily lives of the characters, primarily focusing on Ayumu and Urushi. Ayumu is portrayed as earnest and determined, yet often awkward in his attempts to get closer to Urushi. Urushi, on the other hand, is confident and sharp-tongued, frequently teasing Ayumu but also showing subtle signs of her own affection for him. Their dynamic is characterized by playful banter and moments of genuine connection, creating a balance between comedy and romance.

Supporting characters include Rin, Urushi's younger sister, who often provides a contrasting perspective to the main duo, and Takeru, Ayumu's best friend, who occasionally offers advice or comic relief. The shogi club itself serves as a backdrop for many of the story's events, with the game of shogi acting as a metaphor for the characters' emotional strategies and growth.

The manga explores themes of patience, perseverance, and the complexities of young love, all while maintaining a light and accessible tone. The progression of Ayumu and Urushi's relationship is slow and deliberate, with each chapter building on their interactions and deepening their connection. The series avoids heavy drama, instead opting for a slice-of-life approach that emphasizes the charm of everyday moments and the gradual development of its central romance.