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J.B. has an older secret rich mistress, of whom he depends on money and emotional support. When Romy gets a role on a soap opera, she loses it to a woman who slept with the director, so she gets really depressed. Sarah's singing at the bar captivates Tony, a patron who has "connections" in the record industry, giving Sarah high hopes for her big break, but he's interested in more than that, so she gets Maguire to pretend to be her boyfriend.
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Time Of Your Life (1999) - 1x04 - The Time She Got Mobbed