At a Christmastime event, Jenna shares an impromptu, unforgettable kiss under the mistletoe with the dashing Cooper Montgomery, a billionaire playboy who recently returned to the city. Although she doesn’t know him, Cooper learns that Jenna works for Cooper’s sister at the designer fashion house founded by their dad. Fearful of getting hurt in another relationship, Jenna vows to resist Cooper’s charms and feigns a romance with her heartbroken next door neighbor. As the two begin spending more time together, Jenna realizes that Cooper’s affection is real, but still worries that he won’t be able to shed his former ways.