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According to Jim: The Tale of the Tape: Part One / Season: 5 / Episode: 2 (2005)
September 27, 2005
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.