Throughout Hollywood history, there have been many instances of celebrities not getting along and trading dissent. But, as this (one-sided) feud shows, when a comedian is involved, insults can get quite creative. Chelsea manager shared some choice words for Angelina Jolie over the years, and because she combines her jabs with her comedy, she has been more expressive and prolific than many stars tend to be. The celebrity has poked fun at Jolie during stand-up routines, on talk shows, and on his own show.
Read on to see what Handler said about Jolie. To say she “looks like a demon” is just the tip of the iceberg.
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In 2010, Handler made headlines for what she had to say about Jolie at a stand-up show in New Jersey.
“She’s a house wrecker,” Handler said, according to the New York Daily News. “She can save as many babies from as many countries as she wants. [but] I don’t know [expletive] can you believe… She gives interviews, ‘I don’t have many female friends.’ Because you are a [expletive] [expletive]That’s why.”
Handler continued, referring to Jolie’s then nine-year-old son, Maddox“He’s probably so pissed off. He probably thought he hit the jackpot [after being] Safe [by] a top actress who is going to take him from Third World Cambodia, only to find out that she is going to take him to everyone else [expletive] third world countries in the universe. He’s probably like, ‘[Expletive]when are we going to get to Malibu?”
Shortly after, Handler wrote on Twitter“I’ve made fun of Angelina Jolie for years. Period.”

In an interview with Katie Couric for Charm Shortly after the stand-up show, Handler was asked what she said about the actor in her set. “Yeah, I’m not a fan,” Handler replied of Jolie. “She just doesn’t strike me as a sincere woman. She looks like a woman you would really want to avoid.”
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It didn’t stop there. In 2013, during an appearance on Watch what’s happening liveHandler spoke about his friendship with Jennifer Aniston speaking of Pretty. Aniston was, of course, married to brad pitt before Jolie began a relationship with the actor.
“She looks like a demon,” Handler said on the talk show. “It has nothing to do with Jennifer. As a woman, I know that when someone crosses the room, it’s a bad girl. I just don’t like Angelina Jolie. I think she doesn’t is just not a girl. I like girls.”

Handler also expressed his contempt for Jolie on his own talk show. During a 2016 episode, Handler opened up about Jolie and Pitt’s split, which had just been announced.
“There are rumors that part of the problem was that Brad drank and smoked too much weed. I wonder why he would need to self-medicate,” she said, as reported by Refinery29 . “Maybe because he could have spent the last 12 years at Lake Como hanging out with George Clooney and Matt Damon, instead of being stuck in a house with 85 children speaking 15 different languages. Oh, yeah, because he married a [expletive] crazy, that’s why.”

In 2019, Handler made another appearance on Watch what’s happening live and expressed regret for being so hard on Jolie.
“I’m upset that I was so upset with Angelina Jolie,” Handler said. “I realize she’s probably trying to do her best too. Obviously I’m not going to hang out with her, but I get it now. I have more sympathy and empathy for people who are like, her is really a mother and a wife and whatever she is, I’m not sure. But good luck to her.
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