The Babysitters (2008)

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Sixteen-year-old Shirley Lyner (Katherine Waterston) is an honor student working as a babysitter and saving for college. She's developed a crush on Michael Beltran (John Leguizamo), the father of two of her babysitting regulars. One night on the way home, Michael and Shirley kiss, and he pays her a little something extra. They continue their affair, using the nights Shirley baby-sits to cover for their time together. Soon Shirley finds herself becoming a high school Heidi Fleiss, taking a percentage every time one of her friends baby-sits for the married men. But it's only a matter of time before Shirley starts to lose control of her operation and her tightly wound world begins to unravel.