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Episodes
Kyle's first day of kindergarten becomes his first Cubs game instead, thanks to Jim. Ms. Crawford: Tammy Townsend. Hart: Michael Krepack. Marge: Meredith Cross. Adult Kyle: Robert Belushi.
Part 1 of two. Ryan's never-ending romantic gestures to Dana make Jim look bad by comparison. So he steals Ryan's idea---and his materials. Ryan: Mitch Rouse. Dana: Kimberly Williams-Paisley. Andy: Larry Joe Campbell.
Conclusion. The truth about the tape gets to Jim, who exchanges stories with Cheryl about the night she gave it to him. Cheryl: Courtney Thorne-Smith. Andy: Larry Joe Campbell. Jim: Jim Belushi.
Ryan's never-ending romantic gestures to Dana make Jim look bad by comparison. So he steals one of Ryan's ideas---and his materials. Ryan: Mitch Rouse. Dana: Kimberly Williams-Paisley. Andy: Larry Joe Campbell.
Hugh Hefner has a cameo as Cheryl wins two tickets to visit the Playboy Mansion, but decides to take Dana instead of Jim. Mrs. Poulson: Wylie Small. Security Guard: Anthony Holiday. Cheryl: Courtney Thorne-Smith. Dana: Kimberly Williams-Paisley. Jim: Jim Belushi.
Jim commits to running a 10K race with Dana to show Kyle that men don't quit. But Jim and running aren't really compatible. Jim's solution: cheat. Ms. Crawford: Tammy Townsend. Kyle: Connor Rayburn. Andy: Larry Joe Campbell. Jim: Jim Belushi.
Tales grow progressively taller when Cheryl and Jim compete to tell interesting stories about their respective days. Ryan: Mitch Rouse. Andy: Larry Joe Campbell.
Jim helps Andy meet a woman who turns out to be just crazy enough to fall in love---with Jim.
To prove a point, Cheryl doesn't talk to Jim for three days, and both find it valuable. Sally: Rosalind Chao.
Jim makes Dana's life hell after he learns she's having erotic dreams about him. Ryan: Mitch Rouse. Dana: Kimberly Williams-Paisley.
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