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The magazine’s story is predicated on a false premise, but Gossip Cop still reached out to a Jolie confidante, who assures us she’s not dating Penn. “Angelina Jolie Secretly Dating Jared Leto Amid Brad Pitt Divorce? We’re told the actress is only “focused on her children and work” at this time. As time has proven, the actress was never in a relationship with either actor. “It wouldn’t surprise anyone if she and Sean showed up in public with her kids in tow,” adds the seemingly phony tipster.“It would kill [Pitt] to see Sean playing daddy to his children. ” Here’s the first problem with the tabloid’s bogus story: . He has been in 16 celebrity relationships averaging approximately 5.1 years each. Given Name: Sean Justin Penn Age: 59 (8/17/1960)Occupation: Entertainment - Actor Most Famous For: his role in Mystic River and Milk "Take it from me, he's well endowed and very good in bed. One of this week’s tabloids claims the actress is hooking up with the actor to get revenge on Brad Pitt for supposedly moving on with Charlize Theron. The magazine alleges that Jolie and Penn got in touch to vent about their respective exes “publicly humiliating them,” and the conversation soon turned flirty.From his stunning ex-wife Robin Wright to bombshells like Scarlett Johansson, the Oscar-winning actor seemingly can’t be without a beautiful woman at all times.To others, it’s not a mystery at all: For reasons that are largely intangible, even the most intelligent, self-possessed women have fallen for classic bad boys at some point, and none are as historically bad as Penn.
Despite having been married twice, the public—and Penn himself, it seems—thought Charlize Theron was the real thing."They kissed between puffs, and acted like no one else was in the room.'' According to Star, Penn and Natalie Portman were caught making out at the Sunset Towers in Los Angeles in 2009.