In this 1987 comedy directed by James Foley, a straight-laced lawyer finds his life turned upside down when he is tasked with escorting a quirky, recently paroled woman. Starring Madonna and Griffin Dunne, the film follows their chaotic and humorous journey as they navigate a series of misadventures. While the movie did not receive any major awards, it remains a notable entry in Madonna’s filmography. For those interested, it can be viewed on Soap2day for free.