Emmy is a fierce, determined registered nurse, living in Dallas, Texas, who loves her friends that have become family, but has closed herself off from dating. She's been focused on getting her mom through cancer and chemotherapy, not her love life. But when Holden confesses to the friend group, minus Emmy, that he has feelings for her, they are determined to get her to let down her guard. There's just one problem: Holden has been Emmy's nemesis for five years. She loathes his cocky attitude, his smart-ass remarks, and that god-forsaken smile. She won't forgive him for the things he's said in the past, but he's determined to get her to change her mind. When Holden and Emmy's friends devise a plan to get them to match at the annual Halloween party, they're convinced it will help get Emmy to see a different side of Holden. The only problem? Emmy has no idea. "Will they or won't they" will be the question everyone is asking, especially once everyone sees Emmy opening up to Holden. These rivals to lovers are in for their own ride, but will it end in love?