Sean Penn and Charlize Theron,15-Year Age Difference

Sugar Daddy Sean Penn and Charlize Theron

Sugar Daddy Sean Penn and Charlize TheronSean Penn, 53, is no stranger to high-profile romances. The 50-year-old Oscar-winner was once upon a time engaged to pop queen Madonna. The celebrity cou­ple tied the knot in 1985 and their mar­riage was wrought with vio­lence, mostly due to Penn’s wild tem­per. In 1986, he attacked musi­cian David Wolin­ski for hit­ting on his famous wife in a night­club, for which he was charged $1,000 and slammed with a year-long pro­ba­tion period.

Then, after spend­ing a month in jail for assault­ing a man try­ing to snap a pic­ture of him, Sean Penn was charged with felony domes­tic assault against Madonna. The celebrity cou­ple finally ended their mar­riage and their divorce was final­ized in 1989.

Shortly after his divorce, Sean Penn started dat­ing actress Robin Wright. After hav­ing two kids together, the celebrity cou­ple tied the knot in April 1996, but their mar­riage was tumul­tuous, to say the least. They filed for divorce in Decem­ber 2007, but then requested it to be dis­missed, as they had seem­ingly worked out their dif­fer­ences. Less than a year later, Penn filed for a legal sep­a­ra­tion, but then with­drew it the next month. In August 2009, the celebrity cou­ple filed for another divorce, and this time, it would be final.

After the demise of his sec­ond mar­riage, Sean Penn was linked to a num­ber of much younger women, includ­ing 29-year-old model Jes­sica White, 29-year-old A-list actress Scar­lett Johans­son, 27-year-old pro­ducer Shan­non Costello, and 26-year-old Span­ish model and actress Calu Rivero. But none of these May-December rela­tion­ships seemed to be quite as seri­ous as his lat­est one: 38-year-old Oscar-winning actress Char­l­ize Theron.

The celebrity cou­ple was first rumored to be dat­ing back in 2010, because they were seen spend­ing a lot of time together. The rumors were even­tu­ally dis­missed, but they resur­faced when Penn and Theron rang in 2014 together in Hawaii. After return­ing to L.A., they spent the next few days together. Although nei­ther of them con­firmed directly that they were dat­ing, the celebrity cou­ple made it pretty clear they were an item when they showed up together at one of Penn’s char­ity galas.

The celebrity cou­ple has since been insep­a­ra­ble. Penn has been seen spend­ing qual­ity time with Theron’s two-year-old adopted son. Rumor has it their May-December rela­tion­ship is get­ting so seri­ous that they’re actu­ally con­sid­er­ing marriage.

What do you think: Do Sean Penn and Char­l­ize Theron make a good couple?

Photo Credit: Jaguar PS / Shutterstock.com (Sean Penn), Fea­ture­flash / Shutterstock.com (Char­l­ize Theron)

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