01:32 AM EDT 08/25/2014

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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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Credit: Brian To/WENN
Robin Wright Calls Divorce from Sean Penn 'Devastating,' But New Love Heals All

Robin Wright Calls Divorce from Sean Penn 'Devastating,' But New Love Heals All

Originally posted 02/13/2014 10:15AM

Robin Wright, who has found new love with actor Ben Foster, looks back at her relationship with Sean Penn and says they stayed together too long – for the sake of their children.

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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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Credit: Courtesy of Kendall Jenner; Kevin Mazur/Getty (2)
A Bootylicious Selfie Photobomb, Sean Penn's PDA-Filled Gala & More from the Weekend

What You Missed Over The Weekend

UpdatePosted 01/13/2014 06:30AM

A Bootylicious Selfie Photobomb, Sean Penn's PDA-Filled Gala & More from Golden Globes Weekend

Originally posted 01/12/2014 08:00PM

All that glittered this weekend were the Golden Globes Awards, which took over Hollywood Sunday night.

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Dylan Penn Steps Out with Steve McQueen's Grandson

Dylan Penn Steps Out with Steve McQueen's Grandson

Originally posted 01/12/2014 04:00PM

Love is in the air!

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Credit: Joe Scarnici/Getty
What Did Anderson Cooper Bid $1.4 Million On? His Boyfriend Sure Is Shocked!

What Did Anderson Cooper Bid $1.4 Million On? His Boyfriend Sure Is Shocked!

Originally posted 01/12/2014 01:55PM

Going once, going twice ... sold to Anderson Cooper – for $1.4 million!

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Credit: Kevin Mazur/Getty
Sean Penn and Charlize Theron Are 'All Over Each Other' During a Night Out

Sean Penn and Charlize Theron Are 'All Over Each Other' During a Night Out

Originally posted 01/12/2014 12:50PM

Sure, a few drinks may have helped Sean Penn get through his Help Haiti Home gala – but having Charlize Theron by his side didn't hurt either!

The actress joined the list of some of Hollywood's most prominent stars to attend Penn's third annual fundraiser event at the Montage Hotel on Saturday night. And, unlike some of her peers, there was no need to voice her support – the couple let their hands (and lips!) do all the talking.

"[He] had his hands all over Charlize," an eyewitness tells PEOPLE. "During the event they were all over each other – it was on!"

Credit: Kevin Mazur/Getty
The Stars Align – in a Big Way! – for Sean Penn's Help Haiti Home Gala

Sean Penn's Help Haiti Home Gala Brings Out the Stars – & $6 Million in Donations

Originally posted 01/12/2014 09:50AM

Anderson Cooper promised his peers they would be wowed by Sean Penn's third annual Help Haiti Home gala – and the journalist didn't disappoint.

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Credit: Jeff Kravitz/FilmMagic
Kyra Sedgwick Waiting for Miss Golden Globe Daughter Sosie 'To Freak Out' | Golden Globes, Kevin Bacon, Kyra Sedgwick

Kyra Sedgwick Waiting for Miss Golden Globe Daughter Sosie 'To Freak Out'

Originally posted 01/12/2014 07:45AM

Proud parents of 2014 Miss Golden Globe, Sosie Bacon, Kevin Bacon and Kyra Sedgwick, did double duty Saturday night: seeing to a good cause, the Third Annual Sean Penn & Friends Help Haiti Home (A Gala for Haitian Relief), and seeing that their 21-year-old daughter was ready for Globes duty on Sunday night.

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