Al has always struggled to feel comfortable in her own skin. When her best friend, and roommate, announces that she's moving out, Al's initial reaction is panic. For the first time, she's on her own, and she must figure out what she wants for herself. When she meets Dean, she's immediately drawn to him. He's older, successful, and seems way out of her league. But still, there is an undeniable connection between them. Can Al take control of her life and get the courage to go after what she wants? Dean appears to have his life together. He's the owner of a successful restaurant in Chicago and could date any woman he wants. Although charming, he's a cynic at heart and detests the idea of a committed relationship. But when he meets Al, he just can't seem to stay away from her. Can he face his past demons and fight for something real for the first time in his life?