When Doug and Carrie notice that their really good friends Deacon and Kelly are spending time with a new couple, Doug and Carrie do whatever they can do to find new friends.
Carrie discovers a romantic line Doug once said when they were dating comes from a film where the main character said it to a monkey. Meanwhile, Danny falls for Holly and thinks she feels the same way about him.
When Doug delivers a package to his old high school, Doug reminisces about the time when he went there and played football, which makes him act very childish.
Deacon finds a new friend and Spence convinces Doug that the reason his has been spending time with him is that he is black; Carrie's mani/pedicurist 'cancels' her.
Carrie gets Doug to take Arthur on a recently won game tickets and trip to St. Louis after they make a deal that he never has to do anything with him any more.
Carrie gets Holly to go with her to Lowe's secretly because of her large van. A masculine waitress at a restaurant frightens Doug. Arthur and George pull a casino party to earn some extra cash which ends up backfiring.
During a snow storm: Carrie gets an iPod for free after a cashier is busy talking on the phone and accidentally does not scan it, but Carrie's guilty conscience gets the best of her.
When Doug finds out that he can earn a free Plasma screen TV at a timeshare ski resort, he tricks Carrie into going. But they both find out it will be difficult in getting that TV when the sales people enter the picture.