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Despite Cheryl's reservations, Jim gets Kyle out of his first day of kindergarten to go see a Cubs game.
Despite Cheryl's reservations, Jim gets Kyle out of his first day of kindergarten to go see a Cubs game.
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S5, EP4 "Charity Begins at Hef's"When Cheryl wins two tickets to visit Hugh Hefner at the Playboy Mansion, she decides to take Dana instead of Jim.
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S5, EP5 "The Race"Jim tries to teach Kyle a lesson about quitting by running a 10k marathon, but he ends up cheating in the race.
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S2, EP11 "The Brother-in-Law"Dana's new boyfriend (guest star Brad Paisley) is an amazing musician who can get Jim the gig of his dreams -- once Andy is out of the way.
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S2, EP12 "Moral Dilemma"Jim takes Cheryl on a romantic weekend with money he knows was mistakenly credited to his card.
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S5, EP3 "The Tale of the Tape: Part 2"Jim fears that Cheryl's romantic expectations will increase as Ryan (Mitch Rouse) showers Dana with gifts, until he learns a secret about a special tape Cheryl may have made.
According to Jim
S5, EP2 "The Tale of the Tape: Part 1"Jim fears that Cheryl's romantic expectations will increase as Ryan (Mitch Rouse) showers Dana with gifts, until he learns a secret about a special tape Cheryl may have made.
According to Jim
S5, EP1 "Foul Ball"Despite Cheryl's reservations, Jim gets Kyle out of his first day of kindergarten to go see a Cubs game.
