Jeff takes Russell's advice and flirts back with a female colleague only to discover that she is open to having an affair with him. Meanwhile, Russell sends Timmy to retrieve his phone from the apartment of a one night stand.
When Jeff and Audrey switch sides of the bed, Jeff accidentally rolls over and clocks Audrey in the face, landing her in the hospital.
Audrey tries to make Jeff feel guilty for not telling her that his friend's bachelor party in Atlantic City was canceled; however, her plan backfires when Jeff discovers that Audrey is also being deceitful.
Audrey is upset when Jeff reveals to her that he doesn't believe she saw her dead grandmother's ghost. Meanwhile, Russell tries to persuade Timmy not to go through with his arranged marriage.
To make Audrey happy, Jeff begrudgingly agrees to see a couple's therapist. Meanwhile, Russell develops a crush on Timmy's fiance.
Unbeknownst to Jeff, Audrey lies to her homely friend Liz that she is on Jeff's list of woman he would sleep with if Audrey wasn't around.
Audrey is surprised by Jeff's sudden interest in her favorite reality show until she discovers the reason. Meanwhile, to Russell's delight, Timmy has second thoughts about his impending arranged marriage.
When Audrey's weekly girls' night out gets cancelled, Jeff seeks out time alone; however, his plans get foiled every step of the way. Meanwhile, Russell discovers that Timmy has a lot of pent up aggression toward him.
Jeff spends the evening trying to avoid learning the score of a N.Y. Rangers game after Audrey forces him to give up his tickets and go to her boss' party instead. Meanwhile, at the game, Russell is mortified when Timmy roots against the home team.
Audrey is over bearing with a potential surrogate mother for her and Jeff. Russell finds Jennifer and Adam's wedding web site and teases them about it.
Audrey and Jeff head to Nebraska for Audrey's twentieth reunion and Audrey is one a mission to show everyone her great life. Timmy invites Russell to his dinner party and Russell spoils everyone's good time.
Audrey's work life is disrupted by a new employee, who files a sexual harassment suit against her. Timmy challenges Jeff to a game of c
Adam and Jennifer plan a secret wedding which is complicated by unplanned events. Adam tells Russell and Timmy he is staging an intervention for Jeff in an attempt to keep the ceremony a secret.