Mr. Headmistress (1998)

Genres - Children's/Family, Comedy  |   Sub-Genres - Family-Oriented Comedy  |   Run Time - 120 min.  |   Countries - United States   |   MPAA Rating - NR
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Harland Williams stars in this comedy as a confidence man who is trying to outrun the bill collectors. Posing as a woman, he gets a job as the headmistress at an exclusive private girl's school, but now he has a whole new set of problems -- namely, fooling everyone into thinking he's a woman for the next several months, and dealing with Harriet Magnum (Katey Sagal), the no-nonsense assistant headmistress known around the school as "Dirty Harriet."

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Keywords

con-artist, cross-dressing, headmistress, private-school