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Sex and Death 101

Sex and Death 101 is a 2007 black comedy science fiction film written and directed by Daniel Waters, released in the United States on April 4, 2008. The film marks the reunion of writer/director Daniel Waters and Winona Ryder, who previously worked on the 1989 film Heathers, written by Waters.

Plot

Roderick Blank is a successful young businessman with a great job as an executive for a high-end fast food restaurant chain and a beautiful fiancée. On the day of his bachelor party, he is emailed a list of all the women he has slept with. Strangely, while the list has 101 names, his fiancée is only number 29. He assumes the list is a prank, courtesy of his best friends Zack and Lester, until he meets number 30, Carlotta Valdez, the stripper at his bachelor party.