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

After meeting up with college friends who are no longer into partying, Jeff and Audrey set out to prove that even with a baby on the way, they can still have fun. Meanwhile, Timmy tricks Russell into accompanying him to a nursing home.

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 makes an effort to change his unhealthy eating habits after he accidentally eats Jen and Adam’s “special” cupcake and lands in the hospital. Meanwhile, Russell forces Timmy to be his wingman when his date brings her mother on their night out.

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.

When Jen discovers that the guys are not planning a surprise bachelor party for Adam as he expects, she forces them to do one for him. Meanwhile, Jen paints a mural for Audrey and Jeff’s nursery that turns out to be rather graphic.

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 cancelled; however, her plan backfires when Jeff discovers that Audrey is also being deceitful.

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 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.

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 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.

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 tries to prove to Audrey that Heidi, a college friend, never had feelings for him; his plan goes awry, however, when she hits on him during a visit. Meanwhile, Timmy quits when he discovers Russell has embedded a pet tracking device in him.

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.

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.

Jeff tells Adam his secret for keeping track of Audrey's mistakes and how he uses that list to keep Audrey from getting too upset with him when he makes mistakes. Russell hoping to get a girl sends a nasty e-mail to Timmy's love interest.

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.

Jeff and Audrey are invited to dinner with Jennifer and Adam, but tell a lie so they can attend a better bash that evening. Russell also attends the same party and manages to offend former NFL great, Jerry Rice.

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