Nathaniel, a 22-year-old college student, has found himself head over heels for Katie, the shy senior in high school who happens to be his best friend Thomas's little sister. Though he's known Katie for years, Nathaniel only recently realized his feelings for her, and he's been struggling with how to handle them ever since. He's worried about potentially damaging his friendship with Thomas, but he can't help feeling drawn to Katie's sweet nature and infectious smile. Nathaniel is determined to find a way to express his feelings to Katie without causing any drama or hurt feelings, and he's hopeful that his love for her will be reciprocated.