The sixth season opens with a newly svelte Doug and a surprisingly jealous Carrie, who just can't hide her disdain when people constantly compliment her hubby on his weight loss. Doug decides to suprise her by taking her to an old holiday spot of theirs.
Doug surprises Carrie with a romantic weekend away at a resort. Doug and Carrie try to get over an argument they've been having, but only make things worse. Deacon finds Spence and Danny in bed together. Arthur decides he is in an emergency situation.
When Arthur handily beats Doug in several games of ping-pong, Doug decides to test his skills on Carrie, but is humiliated when he loses once again. In a desperate attempt to keep his ego intact, he asks Arthur to train him so that he can beat his wife.
Endless complications make Doug and Carrie quickly regret their decision to renew their wedding vows. In the midst of the wedding planning Arthur is praying that his wedding present, aged Port wine, will go unused when he discovers the value of the fine wine on E-bay.
When the partners of Carrie's law firm notice Doug's softball skills, they ask him to pretend that he's a lawyer in order to play on their company team. Carrie worries that Doug won't be able to pull off being a lawyer, but he is so convincing, an opposing firm offers him a job.
Carrie fears that her new gynecologist will drop her as a patient after she recommends Danny do some landscaping for him and Danny overcharges the doctor for the work.
Carrie hears that her law firm is laying off people and worries about her job, though her resigning boss is only worried about getting an omelette bar goodbye party. Meanwhile, Doug is in hot water with Deacon when he loses the koosh ball Deacon received from his son as a gift.
It's Thanksgiving in the Heffernan household and while Carrie cooks dinner for ten people, Doug lets a stranger into the house to use the phone. He is convinced the stranger is a nice guy but Carrie is not so trusting.
With Doug on her back over her lack of motivation in finding a new job, Carrie enlists the help of Arthur and opens up her own company making decorative cell phone covers, then forces her friends to come to a showing.
Doug finds it unbearable working with Carrie when she takes a temporary job at his company during the holidays. Arthur tries to get various friends to pose for a Christmas card picture with him.
In flashbacks, Doug and Carrie recall buying their house almost 10 years earlier and how it was mainly Carrie's decision because Doug preferred a different place.
Arthur wins $2,500 at a bingo game, and agrees to share some of his winnings with Doug and Carrie. Unfortunately, Arthur feels that he should decide how they will spend their portion.
After countless times of babysitting Deacon and Kelly's children, Doug and Carrie feel that Deacon and Kelly should return the favor and babysit Arthur every once in a while.
Though she quickly realizes why Doug dumped her so long ago, Carrie stays friends with his former girlfriend to take advantage of her employee discount at Saks Fifth Avenue.
When Arthur tries to sell Spence his adjoining burial plot, he winds up selling it to Spence's mother, Veronica. Doug is assigned a new delivery route and is freaked out by a man at one of his daily stops who always answers the door wearing nothing but a towel around his waist.
Carrie asks Deacon and Kelly to accompany her and Doug to Florida for their visit with the in-laws so that they'll be forced to stay at a hotel instead of with Doug's parents, prompting a guilt-trip from Janet.
Doug must heal the breach between father and daughter when Arthur ruins Carrie's job interview at a prestigious real-estate development firm by making a nuisance of himself in the company's lobby.
Doug sabotages Carrie's attempts to start hanging out with her co-workers by scaring them off with several crude techniques. Meanwhile, Spence and Danny realize that women like men who take care of the elderly and start using Arthur as bait.
What starts out as a valiant effort to win back the heart of Spence's ex-girlfriend, Denise, quickly goes south as Danny gets a sudden case of lockjaw and the group spends all the money they took out as cash advances from their credit cards.
A bedridden Carrie gets Doug to team with Arthur for a shuffleboard tournament, but his skills aren't to Arthur's liking. Meanwhile, Carrie pretends to continue being sick so that Holly will continue to cook for her.
After Holly gets kicked out of her apartment, Arthur insists that she stay with him in the basement until she finds a new place, making Doug realize the benefits of having two women in his life.
