02:12 PM EDT 08/30/2015

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Sean Penn

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Ben Foster and Robin Wright Call Off Engagement (Again), Says Source

Ben Foster and Robin Wright Call Off Engagement (Again), Says Source

Originally posted 08/29/2015 09:35AM

Robin Wright and her fiancé Ben Foster have ended their engagement, a source has confirmed to PEOPLE.

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Credit: Jon Kopaloff/FilmMagic; Inset: Thomas Niedermueller/Getty
Dylan Penn: Dad Sean Doing 'Great' Post-Breakup with Charlize Theron

Dylan Penn: Dad Sean Doing 'Great' Post-Breakup with Charlize Theron

Originally posted 08/28/2015 05:35PM

Onward and upward.

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Credit: Getty
Madonna Shares Sexy Flashback Friday Photo Featuring Ex-Husband Sean Penn

Madonna Shares Sexy Flashback Friday Photo Featuring Ex-Husband Sean Penn

Originally posted 08/15/2015 12:30AM

Apparently Madonna takes flashback Friday seriously.

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Credit: Bauer-Griffin
Charlize Theron & Sean Penn Awkwardly Reunite for Film Reshoots in South Africa Following Split

Charlize Theron & Sean Penn Awkwardly Reunite for Film Reshoots in South Africa Following Split

Originally posted 07/30/2015 12:15PM

More than six weeks after their relationship ended, Charlize Theron and Sean Penn reunited this week in South Africa to wrap up some unfinished business – reshoots on their film The Last Face.

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Credit: Jeff Kravitz/Filmmagic; Charley Gallay/Getty
Minka Kelly Shoots Down Sean Penn Dating Rumors

Minka Kelly Shoots Down Sean Penn Dating Rumors

Originally posted 07/15/2015 07:10PM

Well, that settles that.

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Courtney Love Credits Her 'Male Doppelgänger' Sean Penn with Inspiring Her to Get Back into Acting

Courtney Love Credits Her 'Male Doppelgänger' Sean Penn with Inspiring Her to Get Back into Acting

Originally posted 07/14/2015 08:00AM

When it comes to her "Celebrity Skin," Courtney Love is looking forward to aging gracefully.

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Credit: Jeff Kravitz/Filmmagic; Charley Gallay/Getty
Minka Kelly Rings In Her Birthday with Sean Penn

Minka Kelly Rings In Her Birthday with Sean Penn

Originally posted 06/30/2015 03:40PM

Just one week after splitting with Charlize Theron, Sean Penn was spotted dining with Minka Kelly at the upscale eatery French Laundry in Napa, California, on June 23.

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Credit: Jason LaVeris/FilmMagic
Charlize Theron and Sean Penn Split

Charlize Theron and Sean Penn Split

Originally posted 06/17/2015 04:40PM

After starting a romance in 2013, Charlize Theron and Sean Penn have split, an insider confirms to PEOPLE.

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Credit: Dominique Charriau/Wireimage
Cannes-Deux Couple! Sean Penn and Charlize Theron Are the Hottest Duo in the French Riviera

Cannes-Deux Couple! Sean Penn and Charlize Theron Are the Hottest Duo in the French Riviera

Originally posted 05/14/2015 02:45PM

All the details on the actress's Mad Max premiere gown – and her handsome date!

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Credit: Dimitrios Kambouris/Getty
Charlize Theron Calls Sean Penn the 'Love of My Life'

Charlize Theron Calls Sean Penn the 'Love of My Life'

Originally posted 05/06/2015 09:45PM

Just a few months after Sean Penn referred to Charlize Theron as "the love of my life", she has said the same of him – in the context of the challenges they faced making a movie together.

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