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.
It's Arthurs birthday and to avoid spending time with Arthur, Doug calls himself on his own cell phone and acts like he has to report to work. But when Carrie finds out that Arthur's birthday wish is to spend more time with Doug, she tries to force Doug on having more bonding time by him taking Arthur to St. Louis for the College Baskeball Final Four. While Doug and Arthur are gone, Doug's dad stops by unexpectedly and Carrie is forced to spend some bonding time with him.
When Carrie has to take a trip to Lowes because she is re-doing her office, she asks Holly to come along because Holly has more room in her van. Carrie tells her the reason she wanted her to go is because she thinks that Holly has good taste in stuff, but her and Holly have opposite tastes. Doug tries out a new diner, but the waitress ignores him which causes problems and the waitress then wants to fight Doug. Arthur wants to go on a senior cruise so to get the money he starts to do a little gambling with other senior citizens.
There's a blizzard in Queens so Carrie hurries to buy herself an I-pod, but when the clerk doesn't ring the I-pod correctly, Carrie gets a free I-pod. When her car gets stuck in front of a church, she begins to feel guilty. Doug is out in the storm delivering, but he stays at a nice couple's house until the storm passes. Arthur stays at Holly's while she has a date come over.
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.