It's Doug's high school football reunion and he boasts about his famous block. But everyone besides him remembers his now handicapped ex-team mate (Pat Finn) making the block. Doug tries to find proof on some old tapes.
Because it's very cold, Arthur gets to sleep in Carrie's office, which is right across Doug and Carrie's bedroom. Doug doesn't like this and can't wait for some warmth so Arthur can get back to his basement.
At a board game evening Doug finds out Carrie cheats. Carrie doesn't come clean about this to Doug which makes Doug a bit edgy, especially since there's another board game evening planned.
Doug and Carrie make new friends and are afraid if their other friends, Deacon and Kelly are moving in on them. Arthur gets a shipment of his old favorite, salty cereal.
Arthur's 75th birthday is coming up and Doug and Carrie decide to throw him a surprise party, but they're in for a rude awakening when two of the invited guests are at each others throats and they can't find Arthur!
Doug and Carrie have dinner with their annoying neighbors and Doug gets involved in a pyramid scheme when Tim starts convincing him on how much of a great idea it is.
When a colleague has gotten flowers (which she initially thought were for her), Carrie is disappointed and Doug tries to show his romantic side. Meanwhile, Arthur has jury duty.
Doug sees someone driving an R.V. and decides he wants to buy one for himself and Carrie's vacation, however Carrie is planning a trip to Paris for their vacation. So in deciding where to go, they flip a coin.
When Doug does the voice of a new co-worker, he feels that Carrie will only listen to him if he does the voice. Doug now wonders if Carrie is still attracted to him.
When Doug's boss sees what a comedian he is, he asks him to "roast" him at his banquet. However, Doug finds that he is not as funny as he first thought. Will Doug be able to "roast" his boss?
Doug is offended that Carrie wants him to lose weight, so he vows to lose thirty pounds. In the process, Doug gives Carrie a remark that she wears too much make up to settle the score.
While Doug's company is in strict negotiations, he decides to buy a brand new SUV. When Carrie finds out, she demands him to take it back. At this time, IPS has gone on strike. Now Doug is out of work.
It is week two of the IPS strike, and Doug still has not gotten a job. To get back on his feet, his sister Stephanie get him a substitute teacher job at her school. However, it is a high school, and the kids are not so nice. Can Doug survive?
Carrie and Kelly decide to have Arthur, Doug, and Deacon spend the whole day together. However, their plan backfires, because the three of them become uncontrollable delinquents.
Doug and Carrie watch Deacon and Kelly's kids while they are out of town. When one of the kids sees them making love in the Palmers' bedroom, they must keep him from telling his parents.
When Arthur goes to Carrie's work he is offered a job there, which really begins to irritate her. Doug competes to be Mr. April for IPS but Deacon is in the way of him getting it.