When Jeff and Audrey switch sides of the bed, Jeff accidentally rolls over and clocks Audrey in the face, landing her in the hospital.

When Jeff can't get out of the lease for a retail space he rented for Audrey's fleeting cookie business, he and Adam invent a new game involving the heads of mannequins. Meanwhile, Russell and Timmy go on a double date.

Jeff listens to Russell about a co-worker and finds himself in trouble. Timmy is sent to get Russell's phone from the apartment of his most recent conquest.

Audrey tries to make Jeff feel guilty for not telling her that his friend's bachelor party in Atlantic City was cancelled; however, her plan backfires when Jeff discovers that Audrey is also being deceitful.

A new employee with an axe to grind against Audrey files a sexual harassment claim against her. Meanwhile, after being teased for playing cricket, Timmy challenges Jeff to a game to prove the sport is not for wimps.

Adam and Jennifer plan a secret wedding; however, a series of unfortunate events puts their plan in jeopardy. Meanwhile, to keep Russell and Timmy from finding out about the ceremony, Adam tells them he is staging an intervention for Jeff, on the fourth season finale of RULES OF ENGAGEMEN.

Brenda goes into labor on Jennifer and Adam's wedding day. Meanwhile, Russell and Timmy make an attempt at reconciliation and Audrey surprises Jeff.

Brenda gets Jeff and Audrey to help cater an event at Columbia University. Audrey tries to impress the attendees, but it's Jeff's bartending skills that wow the crowd. Meanwhile, Russell enthusiastically embraces Timmy's Bollywood culture.

Audrey is scared by Jeff's constant reminiscing about each t-shirt's significance. After a little while, she starts to wonder if his best times in life may have come before her.

When the gang decides to take a trip to Vermont to check out the fall foliage, they find themselves wishing they had never left home. Meanwhile, Russell has renewed faith in his marriage to Liz.

Audrey discovers that Russell is really a closet Broadway-musical fan, and uses this knowledge to her advantage by blackmailing him for tickets. Meanwhile, Adam and Jennifer decide to take dancing lessons.

After Jennifer hosts a party, Jeff wonders if he and Audrey are missing out on something in their personal life.

Jeff and Audrey have trouble spending time apart after their plans don't work out. Russell finds out that Timmy is harboring some ill feelings toward him.

Jeff really can't stand not knowing the score of the NY Rangers game and has to try hard to get the game off his mind while at a party for Audrey's boss. Russell is mad at Timmy because he doesn't root for the home team.

When Audrey thinks her maid needs help getting money to fix her limp, she asks her neighbors to help contribute, only to find out she misunderstood what the maid needed the money for.

Jeff's snoring has gotten out of hands. Audrey, who isn't able to sleep anymore, decides that she and Jeff should sleep in separate bedrooms. While this could seems like a bad situation for some, other like Jeff see the good side of it. Jeff takes advantage of his new found freedom by staying up too late and living like a college student.

When Timmy gets tired of Russell's demands and Audrey gets fed up with her terrible assistant, the two work together to find a solution. Meanwhile, Jeff's supersition gets the best of him as he tries to recreate the exact conditions of the Giants' win.

After being harrassed for falling asleep during a movie, Jeff tries to prove to Audrey that he's still young by inviting her to his softball game.

Jeff and Audrey join Adam and Jen's healthy cooking class, but it turns into a competition after Jen insults Audrey's cooking. Meanwhile, Timmy is freaked out by his resemblance to Russell's new girlfriend, Radha.

When it's time to plan a party for Jeff's birthday, everyone gets involved. But Audrey is spending a little too much time on planning the party, which makes Jeff unhappy. Alhough Jeff won't reveal what he usually gets in the annual birthday deal, Adam brings up the subject with Jennifer and is then worried when Jennifer not only agrees to give him a birthday deal, but announces she wants to get one in return. Meanwhile, Russell is obsessed with trying to figure out what Jeff's birthday present really is.

Russell tries another approach to get the girl. Will using his apartment for a photo shoot seal the deal? Also Adam and Jennifer have a wedding date picked.

Jeff learns a fact about a friend he just met at the gym and Russell has doubts about the family history of a new girlfriend.

Frustrated over the attention a pregnant co-worker is getting, Audrey pretends she too is pregnant in order to get special treatment.

Jeff doesn't get any dinner after someone else eats it before Jeff does now he has to keep quiet about it.

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.