10:39 AM EDT 11/26/2014

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Charlize Theron & Sean Penn

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Charlize & Sean! Blake & Ryan! Look Who Attended the Met Gala as Couples

Met Gala 2014: Look Who Walked the Red Carpet as Couples

Originally posted 05/06/2014 01:50PM

Forget staying under the radar. The glamour of the Met Gala lured even the most private couples onto the red carpet Monday night, as they showcased their relationship in über-glitzy fashion.

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Charlize Theron and Sean Penn Are Not Engaged – Yet

Charlize Theron and Sean Penn Are Not Engaged 'Yet,' Says Source

Originally posted 04/14/2014 11:30AM

Sean Penn and Charlize Theron are getting more and more serious about each other, but recent reports that the actor popped the question are false.

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Credit: Jordan Strauss/Invision/AP
Charlize Theron: My Son Said 'Mama Pretty' on Oscar Night

Charlize Theron: My Son Said 'Mama Pretty' on Oscar Night

Originally posted 03/03/2014 09:25AM

Forget the fans, her fellow stars, and the fashion police, both official and otherwise. For Charlize Theron, it was the opinion of just one Oscar-watcher that mattered: Her 2-year-old son, Jackson.

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#TBT Oscars Edition: We Totally Forgot These Red Carpet Style Moments Happened | Academy Awards, Oscars 2006, StyleWatch, Charlize Theron

#TBT Oscars Edition: We Totally Forgot These Red Carpet Style Moments Happened

Originally posted 02/27/2014 07:25PM

You have to see these old-school fashion moments from the Academy Awards

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Charlize Theron and Sean Penn 'Inseparable' on Mexican Vacation | Charlize Theron, Sean Penn

Charlize Theron and Sean Penn 'Inseparable' on Mexican Vacation

Originally posted 02/20/2014 04:05PM

Just a month after their first public appearance together, Sean Penn and Charlize Theron are firmly entrenched in their blissful new couple status.

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Credit: FameFlynet
PHOTO: Charlize Theron & Sean Penn's Mexican Vacation | Charlize Theron, Sean Penn

Charlize Theron & Sean Penn Vacation in Cabo San Lucas, Mexico

Originally posted 02/18/2014 01:45PM

What happens in Cabo, stays in Cabo – unless, of course, you're Charlize Theron and Sean Penn.

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Charlize Theron and Sean Penn Celebrate Valentine's Day with Friends

Sean Penn and Charlize Theron Celebrate an Early Valentine's Day with Friends

Originally posted 02/14/2014 11:45AM

Things are heating up for Charlize Theron and Sean Penn.

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Credit: Frank Micelotta/Getty
Flashback: 'It' Couple Sean Penn and Charlize Theron's Double Oscar Win a Decade Ago | Oscars 2004, Charlize Theron, Sean Penn

Flashback: 'It' Couple Sean Penn and Charlize Theron's Double Oscar Win a Decade Ago

Originally posted 02/13/2014 04:10PM

For most people, finding a picture of you and your boo before you got together means suffering through embarrassing high school dance photos, wild college party snaps or any number of awkwardly posed group shots.

In Hollywood, it means scouring red carpet images.

Charlize Theron and Sean Penn may currently be one of 2014's hottest couples, but 10 years ago they were merely professional acquaintances who just so happened to reach the peak of their careers on the exact same night.

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Sean Penn Goofs Off with Charlize Theron's Son on Grocery Run

Sean Penn Goofs Off with Charlize Theron's Son on Grocery Run

Originally posted 01/23/2014 03:00PM

When mom's not looking, her boys are going to play!

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