Leila Reid, a local bookstore owner, promised her dying grandpa she’d marry and have kids. It all falls apart when her husband, Eric, cheats on her on their wedding day. In desperation to fulfill her promise, she sleeps with a callboy named Mark, unaware that he's actually Matthew Callaway, a billionaire hotel conglomerate, Eric’s long-term friend…and her business nemesis. Throughout the day, they clash as adversaries, but at night, they find solace in each other's arms. As Leila navigates loss and hardships in life, her feelings for Mark and Matthew grow complicated. When his double identity is finally revealed, Mark/Matthew is faced with the greatest challenge of his life: make Leila Reid fall in love with him, twice.