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.

Alex returns from a bachelor party and makes a drunken marriage proposal to Whitney. She laughs it off, but when she finds out that he broke her one rule about strip clubs -- no going into the Champagne room - she sets out to find Britnee, the dancer who lured him in. The confrontation takes a turn and Alex once again takes a knee. Meanwhile, Lily and Neal continue to figure out their new friendship and Mark begins to realize that he has feelings for Roxanne.