When Tyler’s father kicks him out of the family business telling him his days of freewheeling fun are over and he will not get his job back until he finds a serious woman to settle down with, Tyler's experiment with a dating app turns into way more than he bargained for. Caroline went from the plainest most invisible girl in her high school to a tattooed and pierced art star who was anything but plain. After her career crashes and burns, along with her marriage, she retreats to a small town, done with art, done with men, done with love—or so she thinks.