Rosie (Michelle Pfeiffer), is a 40-year-old divorced mother who works as a scriptwriter and producer for a TV show You Go Girl. Rosie is insecure about her age, and uses cosmetics to maintain her appearance. She has a very close relationship with her thirteen-year-old daughter, Izzie (Saoirse Ronan), which becomes even closer when she learns that she has fallen for a boy in her class named Dylan (Rory Copus). Despite her ex-husband's urging that she start dating again, she has no man in her life. To the dismay of Rosie and David (David Mitchell), her British co-writer, her boss, Marty (Fred Willard) decides that the show may no longer cover controversial subjects, so Rosie decides to cast a new character for the show. She is taken by Adam (Paul Rudd), a bright and charming young man from one of her auditions, and decides to cast him as a new, nerdy character to fall for the character played by her arrogant and self-centered lead actress, Brianna (Stacey Dash). Adam's character is well received by test audiences, and Rosie persuades Marty to give him a chance.
As she continues to offer Izzie advice on Dylan, Rosie becomes smitten by Adam, who suggests they go out to a club together. When he comes to pick her up, Adam bonds with Izzie immediately, helping her complete a mission on a video game she was playing, in order to impress Dylan. While there, Rosie lies about her age and says that she's 36, while Adam says that he is 32. Rosie is nervous about the age difference, but when he goes onto the dance floor at the nightclub, she realizes he is as free spirited as her, and joins him. The two kiss in Adam's car, during which Rosie admits that she's actually 40, only to be startled when Adam reveals that he's actually 29. Adam assures her that he doesn't care about their age difference at all, and the two continue their relationship. Nevertheless, Rosie's insecurity over her age begins to come out, egged on by her internal conversations with Mother Nature (Tracey Ullman), and she confesses to Adam that she is not sure that their relationship is going to work, to his confusion. Meanwhile, their relationship draws the jealousy of Rosie's secretary, Jeannie (Sarah Alexander), who begins to sabotage them by stealing Adam's gifts to Rosie, and then by stealing Adam's phone, taking a photograph of Brianna in a compromising position with it, and then putting it in Rosie's handbag, which does not succeed. Rosie continues to be nervous when she hears a recording of Adam flirting with Brianna (he had been encouraged to in order to keep her calm and the center of attention). Things become worse when Izzie has a failed double date with Dylan, and she starts to become insecure about her own appearance, something that concerns Rosie.
When Adam is first shown on television, he is an instant hit, and he starts to become famous from it. This leads to Rosie becoming even more insecure, and worrying that Adam will take advantage of his fame and start looking at younger women. Her situation worsens further when her show is unexpectedly cancelled. Shortly after, Adam is given a role in an upcoming sitcom, and she is shocked to discover a speeding ticket sent to Adam showing him in a car with Brianna. Already in a foul mood, Rosie is forced to berate Izzie when, during a chance encounter with her friend, Henry Winkler, he reveals that Izzie and her friend had prank-called a number of celebrities in her phone book. She confronts Adam with the photograph of him with Brianna, and he is shocked, having never been in a car with her before. Rosie angrily breaks up with him. Despite this, Adam makes numerous attempts to reconcile with her, including refusing to film the new sitcom he has been offered to take part in until she is named a co-producer. Meanwhile, Rosie is looking through a bloopers reel of her old show, when she realizes that it was filmed at the time that the speeding ticket claimed Adam had been driving with Brianna, and deduces that the only person who could have sent it was Jeannie. She proceeds to confront Jeannie when Marty calls her to his office to offer her a job on Adam's sitcom, and hits her in the face, reducing her to tears. She then reconciles with Adam. Later, at a school talent show, she sees Izzie has finally succeeded in winning Dylan over, and watches as the two kiss. Mother Nature reminds her that, in growing older, she is making way for a girl like Izzie to replace her.Michelle Pfeiffer as Rosie Hanson
Paul Rudd as Adam Pearl
Saoirse Ronan as Izzie Mensforth
Tracey Ullman as Mother Nature
Jon Lovitz as Nathan Mensforth
Sarah Alexander as Jeannie
Fred Willard as Marty Watkin
Stacey Dash as Brianna Minx
Yasmin Paige as Melanie
O. T. Fagbenle as Sean
Twink Caplan as Sissy
Henry Winkler as himself
Rory Copus as Dylan
A number of British comedy actors have roles in the film, including David Mitchell, Mackenzie Crook, Steve Pemberton, Olivia Colman, Phil Cornwell and Sarah Alexander, as well as Irish comedy actors Graham Norton and Ed Byrne.
Heckerling's inspiration for I Could Never Be Your Woman came from her own personal life as a single mother raising a young daughter during the making of the Clueless TV show. According to Missy Schwartz in an Entertainment Weekly article on the film, "Every day, she felt increasingly ambivalent about working in an industry that promotes unrealistic standards of beauty for young girls and considers women over 40 to be prehistoric beasts."
Heckerling sent her script for Woman to Paramount Pictures, but the studio was unnerved into backing a film about an older female protagonist. The script eventually went into the hands of independent producer Philippe Martinez of Bauer Martinez Entertainment, and the film was picked up with a $25 million budget.
Principal photography began on August 2005 and ended later in the year. Although many scenes were shot in California, others were shot in London, England to take advantage of tax incentives. In order to cut production costs even further, Martinez suggested to Michelle Pfieffer to take a reduced salary ($1 million, plus 15% of the gross).
Bauer Martinez signed a deal with Metro-Goldwyn-Mayer to distribute the film theatrically, and The Weinstein Company for DVD and non-pay TV distribution rights. MGM, however, backed out upon learning about Pfieffer's share in the film's revenue. After Bauer Martinez failed to find a theatrical distributor, it ended up going straight to video.
Review aggregation website Rotten Tomatoes gives the film a score of 64% based on reviews from 11, with an average rating of 5.7/10.