Kate agrees to help an engaged couple warm their cold feet by setting them up with dates to see what is out there before they go through with their wedding. At first, she sets them up on what she thinks are ^safe^ dates, mistakenly thinking that this will allow her to stay in control of the situation. Unfortunately, Connie and Scott both decide that they want another date, with a real candidate this time, and things quickly spin out of control. After a date with Nick, Connie realizes that something may have been missing from her relationship while Scott's date with a beautiful, but rather superficial model leads him to the conclusion that Connie is definitely the girl for him.

As Kate struggles to repair the damage her intervention has caused in Scott and Connie's relationship, her ex-boyfriend Brian tries to re-kindle their relationship. They give couples therapy a try and in their lessons on listening to each other, Kate gains some insight into her own heart as well as some valuable