Sean Penn: A Prison Escape, The Night Stalker, and Madonna’s True Blue Bad Boy


Episode Artwork
1.0x
0% played 00:00 00:00
Mar 17 2025 38 mins   115

In the summer of 1985, Sean Penn’s marriage to preeminent material girl Madonna was an epochal moment for ‘80s-era Hollywood. The bad boy from Bad Boys and the boy-toy pop superstar blissfully brought together the worlds of movies and music on a Malibu bluff overlooking the Pacific. But their subsequent attempt to make a movie together was anything but blissful. A wild film shoot in China would lead to even wilder things, like the time Sean dangled a photographer upside-down from a ninth-story balcony. Or the time he escaped a prison in Macau and had to have a pardon from the government negotiated by a former member of the Beatles. Or the time he spent in an American prison, where he found himself passing notes with a fellow inmate down the hall…one who happened to be one of the most notorious serial killers in history.

To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy

Learn more about your ad choices. Visit https://podcastchoices.com/adchoices