Cheryl's gynecologist (played by Mitch Rouse) forbids her from having sex with Jim until the time is right to get pregnant, and Jim eats crow in order to win a huge account from a blowhard potential client (Tom Arnold).

To make Cheryl feel desirable, Jim fakes a jealous rage in a restaurant and tries to teach Dana's date to do the same, but the lesson backfires when Dana fears her new beau is paranoid and possessive.

Cheryl cooks dinner for Dana and her boyfriend and lets him believe that Dana actually did the cooking.

When Cheryl offers Dana the use of her wedding gown, Jim and Andy try to cover up the fact that the dress was destroyed in a fiery sports celebration years ago.

Jim and Cheryl adjust the clocks to get the kids to bed earlier so they can have more quality time together.

Cheryl and Dana think they have cause to worry when Dana's fianc - wants to race fast cars and Jim wants to take up skydiving.

On Dana's wedding day, Jim accidentally knocks the family's favorite reverend unconscious with the car door, so he has to scramble to find a replacement preacher at the last minute, on the Season Finale.

Jim worries that Cheryl's romantic expectations will increase when his new brother-in-law, Ryan, showers Dana with flowers and gifts. But then Jim learns that a special blues tape Cheryl supposedly made for him when they were dating, and that made him fall in love with her, was actually made for her by an old boyfriend

Cheryl, upset that Jim thinks her daily anecdotes are boring, steals Dana's story about meeting Oprah. Jim, now determined to out-do Cheryl, makes up a story about his construction office catching fire. But when Cheryl take the kids to see the damage, Jim and Andy, who are scrambling to make it look authentic, end up setting a real fire.

Jim tries to blackmail Dana when he finds out she’s having erotic dreams about him.

When Cheryl and Dana's mother, Maggie, visits for the holidays, Jim and Cheryl compete with Ryan and Dana for her affection

Cheryl and Jim get into a disagreement about Erik Estrada, and Jim tries to prove that the incident that occurred ten years ago was not wrong.

Cheryl believes she's attending a tasteful lingerie party, but is shocked to learn the hostess is selling sex toys and Cheryl buys one, but won't tell Jim.

Cheryl gives her best to assure herself a spot on the Church Committee, and in order to get that, she forbids Jim to do his annual "Green Man" routine on St. Patrick's day. However, her plans are ruined when she gets arrested.

When Andy stars playing chess with Ryan on a regular basis, Jim is convinced that he is losing his best friend.

When a proud and happy Ryan announces that Dana is pregnant, Jim warns him of Dana's upcoming hormone swings, and ends up dreaming that he is pregnant.

Jim ends up on a talk show after claiming that men shouldn't let women feminize them, and then goes to Dana's co-ed baby shower to prove his point.

Andy, Ryan and Jim are stunned when they find out that Dana and Cheryl recently appeared in a Chicks Gone Wild video.

When Dana gets into premature labor, and Ryan isn't able to come and deliver the baby because he is delivering a celebrity's baby, Jim has to be the one to deliver Dana's baby.

When Cheryl and Dana allow Jim and Ryan to take care of the kids and baby Tanner while they are out, things get out of control. Jim takes everyone to the museum and everything goes great until the Tyrannosaurus Rex display ends up destroyed.

Jim's bad softball game advice to Kyle turns to be Jim's worst nightmare when an Ghost of Andy visits him to show him the Adult Kyle's life as a loser.

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.