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When Hilary lands a job that is what she thinks is glamorous she finds out lifes true hardships. Playing her boss, Marissa Redman, is really Queen Latifah which adds glamour to the job. As Marissa's assistant Hilary is forced to get Marissa's coffee, pick her clothes up from the dry cleaners and a lot of meanial jobs. Though Hilary does feel some of these jobs are below her standards she does them for the prestige of the job. Will comes to visit Hilary one day on her job and Marissa finds Will very attractive. She wants him and orders Hilary to make Will available to her or loose her job. Hilary is faced with an adult decision.