Sean Penn Gossip

Sean Penn gossip, latest news, photos, and video.

Family time with Charlize & Sean

January 23, 2014 16:48:22 Posted at January 23, 2014 16:48:22
Lainey Posted by Lainey
Photos:
FameFlynet, INF

Can we play Photo Assumption with this shot of Sean Penn and Charlize Theron’s son Jackson at the grocery store this week? I wish we could get a look at the boy’s face. But his shoulders, to me, are side-eyeing the sh-t out of his mom’s boyfriend. This is why Photo Assumption isn’t an exact science. Full Story

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Charlize: Sean’s co-host?

January 13, 2014 20:38:48 Posted at January 13, 2014 20:38:48
Lainey Posted by Lainey
Photos:
Joe Scarnici/ Kevin Mazur/ Getty

Sean Penn hosted a fundraiser for Haiti on Saturday night, major stars in attendance, including Charlize Theron, his…girlfriend? Can we call her his girlfriend now? There were photographers all over the place. And she sat next to him, and they were ok with the pictures, and it was almost like they were co-hosts, partners. Full Story

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A movie but not dinner

January 7, 2014 22:13:18 Posted at January 7, 2014 22:13:18
Lainey Posted by Lainey
Photos:
VLNY / VLUV/ Splash, Keystone

Charlize Theron and Sean Penn. They've seen each other every day this year. Last night they went to the movies. Not sure what they saw. But God I'd love to sit behind those two, both Oscar winners (and I think in the same year too) looking up at Leonardo DiCaprio on the screen. Wouldn't you want to hear their thoughts? Anyway, a trip to Hawaii, NYE, sleepovers at home, then a movie date -- has this changed your assessment as to whether or not it's a casual hookup or a relationship? Wait. Full Story

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Charlize & Sean: Sunsets & Sleepovers

January 3, 2014 17:25:59 Posted at January 3, 2014 17:25:59
Lainey Posted by Lainey
Photos:
Dmac /Goodwin /FAMEFLYNET PICTURES, Sharky /Splash News

I posted about Charlize Theron and Sean Penn spending New Year’s together in Hawaii the other day – click here for a refresher. They’ve known each other for years. There was reason to hope that it was a friends-only holiday. But now even PEOPLE Full Story

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Charlize’s NYE with Sean Penn

December 31, 2013 15:56:33 Posted at December 31, 2013 15:56:33
Lainey Posted by Lainey
Photos:
AKM-GSI / Splash News

Check out Charlize Theron on the beach in Hawaii. I had no idea her hair was so curly. Did you? Some believe that Charlize is staying with Sean Penn while on holiday. He has a beach house there. But there’s been no suggestion that the two are dealing with each other romantically. Apparently it’s a friends-only situation because the two have known each other for years. Full Story

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Exit Brahim, re-enter Sean?

December 11, 2013 18:32:25 Posted at December 11, 2013 18:32:25
Lainey Posted by Lainey
Photos:
Dimitrios Kambouris/ Getty

Madonna’s publicist has confirmed to Gossip Cop that she and Brahim Zaibat, now 25, are over. They’ve not spent a lot of time together in the last few months. And she’s been spending more and more time with Sean Penn, most recently in Haiti when she joined him with her children for fundraising efforts. Full Story

Sean & Rocco

November 27, 2013 17:04:55 Posted at November 27, 2013 17:04:55
Lainey Posted by Lainey

Madonna is in Haiti with Sean Penn to support his J/P Haiti Relief efforts. There are, so far, no official photos from the trip but … Rocco Ritchie, 13, is on Instagram. And he posted a shot of him with his mother visiting a hospital. Full Story

When Movie Stars present to Movie Stars

November 11, 2013 17:18:47 Posted at November 11, 2013 17:18:47
Lainey Posted by Lainey
Photos:
Christopher Polk/BAFTA LA/ Joe Scarnici/Kevork Djansezian/BAFTA/ Kevin Winter/ Getty

If George Clooney is the classic Movie Star, male, what does that make Julia Roberts? This is something we CANNOT fight about. I know you wouldn’t fight me on this – the fact that she is a proper Movie Star, one of the biggest, and, always, one of the best. Best can be annoying. Best can make you roll your eyes. Full Story

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Madonna’s men

September 26, 2013 14:19:15 Posted at September 26, 2013 14:19:15
Lainey Posted by Lainey
Photos:
Splash

Madonna was at a screening for Steven Klein’s secretprojectrevolution in New York the other night and she sang and dropped some performance art and I haven’t had a chance to watch the video yet because it’s 17 minutes long but we have other things to talk about anyway. All The Madge’s Men were there. Full Story

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