In this coming-of-age story, 18-year-old Montgomery navigates the complexities of teenage romance armed with a step-by-step guide from his older sibling on how to charm someone into asking them on a date. Montgomery sets his sights on Aaron Zhao, a popular and charismatic classmate whom he perceives as out of his league. As Montgomery follows the steps outlined in the guide, he learns valuable lessons about authenticity, self-acceptance, and the importance of genuine connections. Through a series of humorous and awkward encounters, Montgomery discovers that true charm comes from being himself rather than adhering to a formula. The story culminates in a heartfelt moment where Montgomery must decide whether to stick to the plan or embrace his true feelings.