Adventures in Babysitting (also known as A Night on the Town in certain countries) is a 1987 American teen comedy film written by David Simkins and directed by Chris Columbus in his directorial debut. It stars Elisabeth Shue, Keith Coogan, Anthony Rapp, and Maia Brewton, and features cameos by blues singer/guitarist Albert Collins and singer-songwriter Southside Johnny Lyon.

Plot

After her boyfriend Mike Todwell cancels their anniversary date, 17-year-old Chris Parker invites her friend Brenda over to her Oak Park, Illinois house to cheer her up, but is convinced by her mother to babysit their neighbors' daughter, eight-year-old Sara Anderson, while the parents attend a party in downtown Chicago. After receiving a frantic call from Brenda, who ran away to a downtown bus station, Chris plans to pick her up, but is coerced by Sara, Sara's 15-year-old brother Brad, and Brad's friend Daryl Coopersmith to take them with her. On the freeway, their station wagon suffers a flat tire and they are picked up by a tow truck driver, "Handsome" John Pruitt, who offers to pay for the tire when Chris realizes that she left her purse at the Andersons'. En route, Pruitt receives a call from his boss Dawson with evidence that his wife is cheating on him. Pruitt rushes to his house to confront the infidelity; the car of Chris's mother is damaged when he accidentally shoots out the windshield while trying to kill his wife's lover. Chris and the kids hide in the adulterer's Cadillac, which car thief Joe Gipp then steals.