Sixteen-year-old Josie Geller, a brainy popular girl with a secret (no kisses!), lands a summer internship at the Chicago Sun-Times. Mentored by the cool editor, Samantha, Josie dives into journalism while desperately seeking her first kiss before summer ends. Through hilarious misadventures, Josie befriends the charming musician Gus and the cynical reporter Guy. As the "kiss deadline" nears, Josie must overcome her fears to find love (and maybe break a news story) before summer fades.