When confronted by a mugger Whitney's reaction surprises both she and Alex. After Lily and Neal call off their wedding, Lily enlists her also newly single friend Roxanne to help keep her busy. Meanwhile, Mark tries to be a good friend by letting Neal stay at his place and encourages him to open up about his feelings.

When Whitney finds a box of stuff from Alex's old girlfriend in the basement, she confronts Alex about it. Not satisfied with his answers she turns to Mark and gets more information than she bargained for. Meanwhile, trying to be the perfect roommate for Roxanne, Lily only seems to make things worse. Later, Neal enlists Whitney's help to stage a post break-up run in with Lily hoping to make things less awkward.

The group realizes that they haven't heard from Neal in a while so Whitney and Alex decide to make a surprise visit to his apartment and find him on what appears to be a date. Trying to be supportive, Whitney has the gang over for dinner, giving Neal the perfect opportunity to break the news to Lily in person.