The Most Scandalous Love Affairs Ever

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Shared July 12, 2019

In every Hollywood era, there's no shortage of headline-making romances. From Humphrey Bogart and Lauren Bacall's legendary passion, to the birth of Brangelina on the set of an action flick, these are the most scandalous love affairs in entertainment history.

1988's Dangerous Liaisons may have been the film that forever typecast John Malkovich as a conniving villain, and during production, there were some real-life parallels going on behind the scenes. While Malkovich's character was trying to seduce Michelle Pfeiffer's character, the two actors began an affair that would cause the end of Malkovich's marriage to Glenne Headly. After their split, Headly apparently called Malkovich, quote, "the root of all evil."

Although Malkovich and Pfeiffer's affair ended shortly after it started, it was a miracle it even began, according to Malkovich. As he later told Rolling Stone,

"It's hard to believe Michelle Pfeiffer ever said hello to me. Not that she's not memorable, God knows. But I sort of blocked it out. What I'm trying to say is, when I think of the other person, I don't think of me as involved with them. They're uncorrupted by me. As if they were never troubled by my existence."

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Michelle Pfeiffer and John Malkovich | 0:16
Angelina Jolie and Billy Bob Thornton | 1:09
Meg Ryan and Russell Crowe | 2:04
Billy Crudup and Claire Danes | 3:01
Brad Pitt and Angelina Jolie | 3:43
LeAnn Rimes and Eddie Cibrian | 4:44
Ali MacGraw and Steve McQueen | 5:35
Richard Burton and Elizabeth Taylor | 6:30
Humphrey Bogart and Lauren Bacall | 7:38
Ingrid Bergman and Roberto Rossellini | 8:38
Frank Sinatra and Ava Gardner | 9:44