Rules of Engagement - Season 5 (2010)

Audrey tries to be intimate with Jeff, but is surprised to discover that she's too late. Meanwhile, Russell asks Timmy to join him on a trip to Miami, but doesn't tell Timmy that he's scared of flying.

Audrey contemplates her career as she plays on Jeff's softball team, Timmy becomes frustrated after his girlfriend cuts him off, and Adam and Jennifer try to come up with an interesting fictional story about how they met.

Audrey goes stir crazy after quitting her job and decides to start a cookie business. Meanwhile, Timmy tries to be one of the guys, and Adam and Jennifer decide to get high after they find some marijuana.

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 and Audrey finally settle on a surrogate. Meanwhile, Russell's mother, Bunny, comes to town.

When Russell's trust fund is cut off by his mother, he gets a taste of how life will be after moving in with Timmy. Meanwhile, Audrey helps Jeff impress his boss in order to get a raise.

Jeff struggles to figure out how to ask his co-workers to donate money for Audrey's 10K charity run after telling them that he doesn't want to participate in their fundraisers anymore. Meanwhile, Russell gets a taste of his own medicine from a recent date.

Timmy tries to teach Russell to budget his money now that his mother has cut him off, Audrey pretends that she's still at her old job to impress an old friend, and Adam tries to get Jennifer to stop cracking her knuckles.

Audrey tries to prove that she's the funny one in her relationship with Jeff at a Christmas party, while Russell tries to have fun at the office Christmas party at Adam and Timmy's expense.

Jeff becomes jealous and fires Audrey's sexy male home Pilates instructor, Timmy and Russell fight for the attention of a hot waitress, and Jennifer is embarrassed when she learns about Adam's cheerleading past.

Audrey causes problems for and can't connect with the new surrogate mother, problems arise when Russell takes his date to a Criss Angel magic show, and Adam tries to prove that he can make repairs around the house.

Audrey's annoying friend Liz creates problems for Audrey and Jeff when she moves in the apartment directly above theirs, while Timmy is surprised when Russell asks for an audition to join his a cappella group.

When Jeff proclaims it's 'Jeff Day', he gets his way until the cleaning lady arrives. Meanwhile, Adam has to figure out why his eye is twitching.

Jeff makes more problems as he he and Audrey make final preparations for Brenda's surrogacy. Meanwhile, Russell and Timmy date women's professional basketball players, and Adam impersonates Jeff to get a shipment of Omaha steaks.

Jeff claims "victory" when he remembers his wedding anniversary and believes that Audrey forgot, while Russell uses Timmy as his translator on a date with a sexy Italian woman.

Audrey and Jeff set up Liz on a blind date with one of Jeff's coworkers, Timmy becomes alarmed when Russell begins flirting online with his sister, and Adam begins working out at a new kind of gym.

Jeff gets a rude awakening when he assumes that the surrogate pregnancy will give him the best of both worlds, and Timmy takes over as planner for Adam and Jennifer's wedding.

An old photo of Jeff in an art gallery encourages Jeff to get back in shape, and encourages Adam to take a photo of himself. Meanwhile, both Russell and Liz feel embarrassment the next day after they sleep together.

Jeff and Audrey panic when they are told they might be having twins. Meanwhile, Russell throws a citizenship party for Timmy to impress a girl.

Jeff is bothered when Audrey gets a raise and buys a new television, Russell is curious when Liz begins dating another man, and Adam and Jennifer fake marriage proposals to get free food.

Russell mistakenly books a spot on a cruise filled with "Red Hat" women, Jeff and Audrey turn to the videotape to settle their latest fight, and Adam and Jennifer accidentally ruin Jeff and Audrey's paint job and couch.