My Best Friend’s Wedding (1997)

Directed by: P.J. Hogan

Starring: Julia Roberts, Cameron Diaz, Dermot Mulroney, Rupert Everett, and Philip Bosco

Julianne Potter (Julia Roberts) and Michael O’Neil (Dermot Mulroney) are lifelong best friends who made a pact that if they weren’t married by the time they turned 28, they would marry each other.  Julianne always thought that they would end up together.  Just weeks before her 28th birthday, Michael calls her with the news that he is getting married to a much younger woman Kimberly Wallace (Cameron Diaz) in just a few days, and he wants Julianne to be a part of the wedding.  Julianne is in love with Michael, and she is horrified by the thought that he would marry Kimberly.   She then goes on a hilarious, at times wicked, mission to destroy the wedding.  George Downes (Rupert Everett) is a delight as Julianne’s confidante and attempts to discourage her grand scheme.

My Best Friend’s Wedding is an interesting twist on the traditional Roberts' romantic comedy as Julianne is somewhat of an “anti-heroine” and viewers have to wonder whose happily ever after matters the most.