Ask anyone in Hollywood about Angelia Jolie and they will tell you that she’s one of the nicest people they know and she’s a pleasure to work with. That’s true.
However, ask any of her ex-husbands and they will tell you she’s terribly insecure and obsesses about details. That’s also true.
Pitt and Jolie met on the set of “Mr. and Mrs. Smith” where they play the titular couple. At the time, Pitt was married to Jennifer Aniston, who is not the nicest person in Hollywood (not that she’s mean, she just has a regular personality) and although a competent actress isn’t in Jolie’s ballpark when it comes to skill.
Let’s face it. Jolie is beautiful (top 10%), talented (top 10%) and generally selfless.
But the first red flag is that she doesn’t have a relationship with her father (other Hollywood actresses in this category – Christina Ricci and Lindsay Lohan). Not that Jon Voight is a piece of cake to get along with (he’s not) but it’s not a good sign.
As such, it’s not clear what Jolie sees in a partner. She does tend to fall hard and fast. Her relationships have been with A-level men who already had a reputation as actors in Hollywood. She’s been in a lot of intense relationships, starting with a live-in boyfriend when she was 14. Mom agreed, dad was absent. Red flag two.
In 1996, she married Jonny Lee Miller, who she met while filming “Hackers” in 1995. It lasted a year and by all accounts the parting was amicable.
Here next relationship was with model Jenny Shimizu, which lasted even though Jolie was seeing other people.
In 2000, she married Billy Bob Thornton, who she had also met on a movie set. That broke up in 2003 and, by all accounts, Jolie took the blame for the failure of the relationship.
So, a woman who falls hard and fast, is quick to commit, but yet rarely blames her partner for any issues in the relationship. That’s a red flag too.
And, to be fair, Jolie and Pitt were together for a dozen years before the relationship totally imploded.
So let’s talk about another couple.
Canadian comedian Tom Green and Hollywood royalty Drew Barrymore. Green talks about his relationship with Barrymore in one of his books. He recalls when he was being cast for “Charlie’s Angels” Barrymore was very forward with him, being very affectionate (not inappropriately though) and openly hoping he would join the cast. He thought it quite odd that a woman of Barrymore’s caliber would be that interested in him, but he ran with it and found the same issues Pitt eventually saw in Jolie – she was extremely extroverted, desperate for attention and affection, very insecure about relationships, and it eventually drove them apart.

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