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 not an 'old married guy' by staying out all night and partying. Unfortunately, this has bad consequences for both of them...

Cheryl and Jim try to play matchmaker to a cop and his female partner, and Jim and Cheryl's memory of how they met doesn't mesh with the recollections Andy and Dana have, on a special one-hour episode.

Cheryl and Jim try to play matchmaker to a cop and his female partner , and Jim and Cheryl's memory of how they met doesn't mesh with the recollections Andy and Dana have, on a special one-hour episode.

Cheryl forbids Jim from throwing his cop friend Danny a bachelor party with beer and strippers. She fears that Danny will show up at his own wedding with a hangover – as Jim did at their wedding. Jim and his buddies decide to take Danny for a swim in bitter-cold Lake Michigan – forcing a hospital visit for Danny. The wedding morning, Danny stays in bed, moaning and groaning, and Cheryl frets, but the doctor assures everyone there's nothing wrong with him. Jim realizes Danny just has cold feet, so he tries to convince him to go through with his wedding to Laraine, a fellow cop.

When Jim chokes on a shrimp puff, he dies and arrives at Heaven's gate. With Jim on trial to prove his selfless acts on earth, best friend Andy is summoned to heaven to defend him. As Jim attempts to prove his good works to God, his sister-in-law, Dana, represents the Devil, arguing that Jim's selfishness should mean a certain trip to hell.