An accountant, still grappling with the awkwardness of his teenage years, enlists the help of a dating coach, who turns out to be his high school crush. With her guidance, he manages to win over an attractive woman he’s been interested in for a while, only to discover they aren’t a good match. As he continues his dating lessons with his former crush, old emotions resurface. Unaware that she shares his feelings, he hesitates to pursue her, paralyzed by the fear of rejection from the person he truly cares about.