The story centers on "a womanizer (McConaughey) who attends the wedding of his younger brother and bride. There, he's haunted by several old flames, including the bride's best friend. Douglas will play "Uncle Wayne, a '70s playboy, who was his mentor and he wears Bob Evans shades and guides him (McConaughey) around the ghost world". The cast also includes Jennifer Garner as one of McConaughey's exes, Lacy Chabert (Black Christmas) as the bride, as well as Anne Archer and Emma Stone (Superbad).
Originally, the film was set to star Ben Affleck with Betty Thomas directing. The production hit a snag when Disney shut the film down and Affleck walked away from the film. Maybe Affleck just wasn't looking forward to all the conversations at home on the subject of previous girlfriends. McConaughey then rode in to save the day and now the film is back on. Plus, I have to agree with Waters when he says that, "There's something great about Matthew. He has an aspect of him that he can get away with murder with women. He's the kind of guy where women are apologizing to him when he breaks up with them, because he's so charming". Girlfriends Past will start shooting February 19th in Boston and will hit theaters sometime in 2009.