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22 Episodes 2001 - 2002
Episode 1
Wed, Oct 3, 200122 mins
Cheryl can't leave Ruby alone on her first week at kindergarten. Jim says it's because she's a woman and decides to take her himself, but he also can't leave her behind. Jim not only can't leave Ruby alone he ends up changing schools for her which causes fighting between him and Cheryl.

Episode 2
Wed, Oct 10, 200122 mins
Jim and Cheryl find their romantic getaway to the Bahamas set to work out perfectly, with Dana babysitting the kids. However, at the last minute, Dana is not able to babysit. In the meantime, Andy becomes a little too obsessed with making the perfect tree house for Grace and Ruby.

Episode 3
Wed, Oct 17, 200122 mins
Cheryl's 15 year-old cat Mr. Feeney dies and she wants Jim to bury it on the backyard, but Jim wants to go to the Bears game with Dana and Andy. He sticks the cat in the garage freezer, planning on burying it after the game, but Cheryl finds out before he comes home.

Episode 4
Wed, Oct 24, 200121 mins
On Jim and Cheryl's 10th Anniversary, Jim pays Dana to buy him an anniversary gift to give to Cheryl. Dana buys a beautiful and touching charm bracelet and Cheryl finds out that Dana bought the bracelet when Jim can't tell her the meaning of the charms that are on the bracelet. She also finds out that all her anniversary gifts over the past ten years were bought by Dana.

Episode 5
Wed, Oct 31, 200120 mins
On Halloween, Cheryl has forbidden Gracie to go trick-or-treating. However, not wanting his daughter to miss out on the fun of the halloween spirit, Jim sneaks her out anyway. Andy becomes convinced that he's being stalked by an ex-girlfriend.

Episode 6
Wed, Nov 7, 200122 mins
Cheryl finds herself falling for a guy that Jim has setup for Dana.

Episode 7
Wed, Nov 14, 200120 mins
Jim and Cheryl find themselves wondering if they've set too many rules for their household when they find themselves arguing over whether to put a TV in the girls' room, making Jim promise Cheryl not to ride his motorcycle, and Ruby then tells Jim that Cheryl has been smoking again.

Episode 8
Wed, Nov 21, 200122 mins
Cheryl is left alone to cook Thanksgiving dinner while Jim and Andy go bowling for a charity event. Worse, Jim invited friends to Thanksgiving dinner without telling Cheryl and while Jim is still bowling.

Episode 9
Wed, Nov 28, 200122 mins
Andy has a new girlfriend and Cheryl wants Jim to treat her nicely because not only is she Andy's first girlfriend since Carrie, but also Ruby's piano teacher. During dinner, Alicia tells Jim she's a vegetarian and not only that, but also a Packers fan - a big insult to Jim. Alicia and Andy break up and get back together, but she keeps turning down invitations to have dinner at Jim and Cheryl's. The reason? She doesn't like being around Cheryl. Jim rubs it in her face until Cheryl confronts Alicia, who reveals it's only because she thinks Cheryl's too perfect.

Episode 10
Wed, Dec 12, 200122 mins
Cheryl's mother is coming to visit them for Christmas and wants to stay at their house. Jim and Cheryl prefer that she stayed at a hotel but don't know how to bring it up without insulting Maggie. After Jim tells Maggie that Cheryl wants her in a hotel, Maggie gives her grandma's pearl necklace to Dana.

Episode 11
Wed, Jan 16, 200221 mins
Cheryl leaves Jim in charge of their kids and some friends who were playing with them during a Bears game. The next day, the mom of one of the friends calls Cheryl to report that her daughter came home repeating a swear word she heard from Jim.

Episode 12
Wed, Jan 23, 200221 mins
Jim and Cheryl agree to let Ruby model for a print ad as a one-time thing, but when the photographer calls her a natural, Jim gets Ruby an agent.

Episode 13
Wed, Jan 30, 200222 mins
Cheryl decides to go behind Jim's back and loan Andy $1,000 for a down payment on a new condo but finds the money is missing.

Episode 14
Wed, Feb 13, 200222 mins
Cheryl does something uncharacteristic for her - she gives Jim a sexy portrait of herself for Valentine's Day. When she finds out Jim shares the picture with all his friends, she is mortified.

Episode 15
Wed, Feb 27, 200222 mins
Cheryl returns home from the gym, and tells Jim she had a great time playing racquetball. She asks Jim to play racquetball with her but he declines. She tells him he is just afraid he will lose, and then the game becomes a challenge.

Episode 16
Wed, Mar 6, 200221 mins
Jim gets hurt after jumping on a pogo stick and goes to the doctor. There, he finds out he has high blood pressure and has to start taking pills everyday. Cheryl tries to reduce the stress for Jim.

Episode 17
Wed, Mar 13, 200220 mins
Andy helps Dana with taxes. Dana watches Jim & Cheryl's children while they go on a date. Jim finds a parking place, but before he can park, someone else takes it. Jim is angry and keeps talking about the spot while they eat dinner.

Episode 18
Wed, Mar 20, 200220 mins
Andy & Kyle share the same birthday. Dana gives Kyle a large custom painted mural for his bedroom, and plans to pay for everyone's dinner out. She comments she makes more money than Jim. Now Jim has to prove he can buy everything too.

Episode 19
Wed, Apr 24, 200222 mins
Jim wants to exchange a broken DVD player within the warranty period but cannot find the receipt. He blames Cheryl for losing it, but she says it is not her responsibility to keep track of all his items.

Episode 20
Wed, May 1, 200221 mins
Jim runs into Danny, a friend he has not seen in years. Danny is still single and accuses Jim of being a settled married man. Jim sets out to prove Danny wrong by both of them partying at bars all night like they used to do.

Episode 21
Wed, May 8, 200222 mins
Cheryl has a day of errands and time with her friends. Jim has to watch the children, but when he has a chance to have the kids go to a friend's home, he readily drops the kids off. When Cheryl returns, he forgets where the kids are at.

Episode 22
Wed, May 15, 200221 mins
Cheryl plans a surprise party for Jim but he'd rather go bowling.
