Jim pays Dana to buy him an anniversary gift for Cheryl but Dana goes over the spending limit and Cheryl finds out that all her anniversary gifts over the past ten years were bought by Dana.
Cheryl's 15 year-old cat Mr. Feeney dies and she wants Jim to bury it in the backyard, but Jim desperately wants to go to the Bears game.
Jim sets Dana up with a guy so perfect that even Cheryl falls for him.
Jim has a run-in with an old friend from his wild and crazy days who is now a cop; Jim sets out to prove he's still the same guy by staying out all night and partying but this has bad consequences for both of them.
When the new DVD player breaks, Jim and Cheryl blame each other for losing the receipt; Jim buys another DVD player while Cheryl writes a new receipt in an attempt to one-up each other.