Carrie is sad because she has no friends to hang out with her. Doug decides to introduce Carrie to a woman who just moved into the neighborhood. Carrie spends a lot of time with her new friend which makes Doug jealous.
When Doug and Carrie go on vacation to celebrate their anniversary, they decide to take their friends Deacon and Kelly which turns out to be a big mistake.
Doug doesn't want friends of Carrie to stay for the Thanksgiving weekend and convinces Spence he should get a place of his own and that he can stay with Doug and Carrie until he has found one.
Doug's bowling team bowls just for fun and is financially supported by the local ale house, but now they threaten to no longer support them if they continue to be on a constant losing streak.
The Christmas season is upon Doug and Carrie and they decide they should invest in stock, but they soon feel the joys and stresses of it. Arthur wants to decorate the house with more Christmas items.
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.