The devil (James Lipton) comes to collect on a deal Jim made with him back when Jim was courting Cheryl.

A chance meeting in the supermarket lets Jim in on Cheryl's secret: though she says the doctor told her to stay in bed, her doctor actually wants her to be active.

Andy is sure Emily is going to break up with him, since all his former girlfriends left him after six weeks of dating; Dana hypnotizes Andy to find out the cause of his breakups.

Pregnant Cheryl wants to have a game night and play a game that she never loses, but Dana knows she cheats.

After years of dating, Andy meets the perfect girl and worries that she will break up with him; Jim offers to take Andy's girlfriend's daughter to a concert with Ruby and Gracie.

Jim institutes a tribunal system to stop the children from bickering, and it works well for solving the children's problems but backfires when he and Andy have an argument.

Jim uses Andy's gift certificate just before Andy remembers he has it and invites Jim to help him use it.

Jim tries to convince Cheryl that it was her idea to turn the basement into a media room instead of a room for Gracie and Ruby, blaming her forgetfulness on pregnancy.

With Cheryl on bed rest, Jim hosts Gracie's doll-themed party, turning the girly tea party into a wild squirt-gun fight.

While Cheryl is still in Florida, Jim donates all of the kids' old furniture and clothes to charity to clear the garage for a cigar lounge; Cheryl calls Jim with a special announcement.