Seeking a fresh start with a new job, Quinn Miller, a high school math teacher, finds himself participating in a Homecoming spirit week challenge that pushes him to his limits — in the girliest possible way.

Quinn Miller needs to grow up. Fresh off a divorce and already in his thirties, he knows he needs to settle down somewhere and establish roots. His new job teaching math at Garrison High School feels like the perfect way to make connections and build a lasting career. The only problem? It’s Homecoming season, and Quinn is not the school spirit type.

But Quinn knows if he’s going to get anywhere in life, he needs to embrace change. So why not sign up for one of the newly minted spirit week challenges? You know, something simple. Baking cookies for the bake sale, staying late to decorate the halls… or teaching a full day of class dressed as a girl.