Pink Hearts has always been perfectly happy staying out of the spotlight, spending her days designing clothes and living in her own little world. Max Hatter, on the other hand, is everything she isn't-confident, reckless, charming, and always looking for his next bit of trouble. After Max gets himself into serious trouble, Luis offers him a way out: win Pink over. There's just one problem-Pink and Max have never liked each other. What starts as a simple bet quickly becomes complicated when Max's flirting stops feeling like an act, Pink begins seeing a side of him she never knew existed, and neither of them realizes they're slowly falling for the person they were never supposed to want. Because the one thing they never planned for was falling in love.

After the events of Maddox Hatter, peace has finally returned to Wonderland. Hoping to earn back the Queen of Hearts' trust after his betrayal, Maddox offers a political alliance unlike any other-his son, Max, in an arranged marriage to Princess Pink. Though given the choice to refuse, Pink accepts the engagement for the sake of her family and Wonderland, hiding her true feelings behind a smile. Max, on the other hand, wants nothing to do with a future that was chosen for him. Cold and distant, he keeps Pink at arm's length while the two are forced to navigate life together at Auradon Prep. As whispers spread through the halls and the wedding draws closer, Pink leans on her sister and her closest friends, while Max struggles to separate Pink from the decisions their parents made. Somewhere between duty, resentment, and stolen moments, they begin to question whether a love that was never chosen can still become real.