Upon reading the script for the first time, Rosanna Arquette expressed her desire to play the part of Susan. She was surprised to discover the producers actually wanted her to play the lead part of Roberta.
One of the iconic jackets that Madonna and Rosanna Arquette wore in the film was sold at a Hollywood auction in November, 2014 for approximately $225,000. One of the earrings worn by them fetched $34,000.
Diane Keaton was briefly considered for the part of Roberta, while Goldie Hawn was considered for the part of Susan. A combination of Orion Pictures wanting to keep the budget under $5 million and director Susan Seidelman wanting to work with newcomers ultimately led to the casting of Rosanna Arquette and Madonna.
The second-hand clothing store that Susan and Roberta go to was called "Love Saves the Day," located in the East Village in New York City. In 2009, due to tripling rent costs, the store shut its doors for good.
Ellen Barkin wanted the part of Susan and was the studio's first choice. The modest budget and director Susan Seidelman's insistence eventually benefited newcomer Madonna, who was ultimately given the part.
The identical triplets dressed in the same outfit outside the publishing house where Madonna places a personal ad were real triplets not originally in the script. Director Susan Seidelman noticed them walking down the street while setting up the shot and wanted them in the scene, as they captured the film's theme of doubling.
In October 2007 a musical version of the movie was staged in London's Novello Theatre featuring Emma Williams as Susan and Kelly Price as Roberta. Written and conceived by American actor Peter Michael Marino, the musical was directed by Angus Jackson, choreographed by Andy Blankenbuehler featuring Blondie classics such as, "One Way or Another," "Heart of Glass," "Atomic," "Dreaming," "The Tide is High," "Hanging On the Telephone," "Picture This," "Rapture," etc.