Karen Pomeroy

Everyone was already aware of just how attractive Drew Barrymore was before she took on the role of Karen Pomeroy in the 2001 movie Donnie Darko. However, her portrayal of the teacher helped to attract people to the cult classic and gave the world one of the sexiest ever teachers.


Sarah Madison

Having been voted the sexiest woman in the world and winning numerous other plaudits thanks to her gorgeous looks, it should come as no surprise that Christina Hendricks appears in this article with her character of Sarah Madison from Detachment. The New York based teacher plays a major role in the film and is instrumental in changing the life of the protagonist.

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