Jessie Montgomery (Ally Sheedy) is a spoiled rich girl in her mid 20’s whose hard partying lifestyle and lack of self-respect as well as a lack of respect for others is starting to wear thin on her wealthy philanthropist father Charles (Tom Skerritt) and her boyfriend Brent (Jason Beghe) who breaks up with her due to her immature and self destructive behavior.
When Jessie is arrested for drunk driving and drug possession, she finally pushes Charles beyond his limits. He is frustrated and disappointed. While in the company of Woodrow (Theodore Wilson), he says the one thing he thought he’d never say….he wishes he’d never had a daughter. In pops Stella Winston (Beverly D’Angelo), a fairy godmother that was assigned to the Montgomery family. To keep Jessie from being erased, Stella casts a spell so that Charles to no longer have a daughter. She bails Jessie out of jail.
When she goes home, her father doesn’t recognize her and claims that he has no daughter. Stella appears and tells her that she’s getting what she deserves. She tells Jessie to find a employment. Jessie who has never worked a day in her life is forced to find work as a maid for an eccentric rich couple called the Starkeys (Valerie Perrine and Dick Shawn) who got rich after winning the lottery some years back.
Through her experiences with the other people in the mansion consisting of former singer-turned-cook Audrey (Merry Clayton), Hispanic servant Maria (Begoña Plaza), and chauffeur Nick (Michael Ontkean), Jessie learns the true meaning of love, friendship, hard work, and self-respect. When she chooses the happiness of her new friends over her own, she is rewarded with having her old life more or less returned to her.
Maid to Order is a 1987 American comedy/fantasy film starring Ally Sheedy, Beverly D’Angelo, Michael Ontkean, Valerie Perrine, Dick Shawn, Tom Skerritt, and Merry Clayton. This film is an unusual variation on the Cinderella formula: the fairy godmother is not the means to a better life for the heroine but rather the nemesis. Stella is Jessie’s primary obstacle to achieving her wish of regaining her old spoiled Beverly Hills lifestyle.
Maid to Order (1987)
Directed by: Amy Holden Jones
Starring: Ally Sheedy, Beverly D’Angelo, Michael Ontkean, Valerie Perrine, Dick Shawn, Tom Skerritt, Merry Clayton, Begonya Plaza, Rain Phoenix, Kimberly Beck
Screenplay by: Amy Holden Jones, Perry Howze
Production Design by: Jeffrey Townsend
Cinematography by: Shelly Johnson
Film Editing by: Jean Jellinek Jones, Sidney Wolinsky
Costume Design by: Lisa Jensen
Set Decoration by: Anne H. Ahrens
Music by: Georges Delerue
Distributed by: The Vista Organization
Release Date: July 10, 1987