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Adventures in Babysitting, Adventures in Babysitting is a 1987 comedy film written by David Simkins, directed by Chris Columbus, and starring Elisabeth Shue, Bradley Whitford, Maia Brewton, Anthony Rapp, Penelope Ann Miller, Keith Coogan, and a brief cameo by blues singer/guitarist Albert Collins. Although it is set in Oak Park, and Chicago, Illinois, with much of the action taking place in the city itself, the movie was filmed primarily in Toronto.
* Elisabeth Shue as Chris Parker, a high school senior whose boyfriend cancels their date, so she goes to babysit the Andersons. She has an upbeat though very mature personality, taking the responsibility thrust upon her being trapped in Chicago with her charges very seriously. She is compassionate and friendly, though naive when it comes to meeting the “right guy.”
* Penelope Ann Miller as Brenda, Chris’ best friend, terrified while in the bus station. A little neurotic, Brenda runs away from home due to unspecified stress and becomes trapped in the bus station downtown, prompting Chris to come pick her up. She is persistent, edgy and positively, blind without her glasses, which are stolen early on.
* Bradley Whitford as Mike Todwell, Chris’ boyfriend who canceled their anniversary date for another girl. He is obnoxious, chauvinistic, and only after a girl who puts out easily. He is regarded as a jerk and once beat Daryl up under suspicion that he touched his Camaro. His license plate is well-known as reading “SO COOL.”
* Maia Brewton as Sara Anderson, an 8-year-old girl who idolizes Thor. She is the youngest and most impressionable, Brad going to lengths to keep her from being exposed to Daryl’s overtly sexual personality. Sara is best known for wearing her Thor helmet and carrying around a plastic hammer. She is fun-loving and caring and attempts to offer her helmet for payment of a car tire when the mechanic has an uncanny likeness to the famed god Thor.