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Sean Penn Latest News, Photos, and Videos

Sean Penn Supports Laird Hamilton at 'Take Every Wave' Premiere

Sean Penn gives a thumbs up while posing for a photo with his buddy Laird Hamilton at the premiere of the surfer’s movie Take Every Wave on Wednesday (September 27) at the ArcLight in Hollywood.

Some of the other stars in attendance at the event included Chelsea Handler, Minnie Driver, and Laird‘s wife Gabrielle Reece.

Take Every Wave “traces Hamilton‘s remarkable journey, from his rebellious childhood in Hawaii to his fearless first forays into surfing to his relentless pursuit of ever-bigger waves, a quest that ultimately led him to conquer what’s been called ‘the heaviest wave ever ridden.’”

The film hits theaters and VOD this weekend!

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Sean Penn Suits Up for a Day Out in New York City

Sean Penn makes a rare appearance while stepping out on Tuesday morning (August 22) in New York City.

The 57-year-old Oscar-winning actor was spotted looking handsome in a suit as he headed to an early morning business meeting.

PHOTOS: Check out the latest pics of Sean Penn

Later that day, Sean tried to ditch photographers as he was escorted by a few security guards as he felt his hotel.

Late last moth, Sean stepped out to support pal Leonardo DiCaprio at his foundation event in St. Tropez.

15+ pictures inside of Sean Penn out in NYC…

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Leonardo DiCaprio is Supported by Kate Winslet, Madonna, & More at His Foundation Gala

Leonardo DiCaprio is joined by tons of his famous friends as he hosts the 4th Annual Leonardo DiCaprio Foundation Gala on Wednesday (July 26) at Domaine Bertaud Belieu in St. Tropez, France.

The 42-year-old Oscar-winning actor was joined at the event by longtime friends Kate Winslet, Sean Penn, Tobey Maguire, and many more.

CHECK OUT: Leonardo DiCaprio, Kate Winslet, & Billy Zane Have a ‘Titanic’ Reunion at Charity Gala!

Leo and his foundation hosted the event to support protecting the earth and all of its inhabitants through projects that build climate resiliency, protect vulnerable wildlife from extinction, and restore balance to threatened ecosystems and communities.

During the event, Madonna and Lenny Kravitz took to the stage to perform for the guests.

FYI: Madonna is wearing Stephen Webster jewelry.

25+ pictures inside of the stars at the event…

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Leonardo DiCaprio Hangs Out Shirtless With Orlando Bloom, Tobey Maguire, & More at Fourth of July Party

Leonardo DiCaprio brought the heat this Fourth of July!

The 42-year-old actor was spotted partying shirtless at an oceanfront property on Wednesday (July 5) in Malibu, Calif.

PHOTOS: Check out the latest pics of Leonardo DiCaprio

He was joined by pals Orlando Bloom, Tobey Maguire, Kevin Connolly, Scott Eastwood, Adrien Brody, Sean Penn, and more.

Scott also stripped off his shirt while wearing a pink towel wrapped around his waist. Head to our gallery to see all the pics!

On Monday, Leo rocked an all-blue ensemble while attending another party at a beachside location in Malibu.

ICYMI, Leo, Orlando, and Tobey were also spotted spending some time in NYC together last month.

10+ pictures inside of Leonardo DiCaprio, Orlando Bloom, Tobey Maguire, and more at the party… More Here! »

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Sean Penn Reportedly Avoids Delta Airlines Confrontation

Sean Penn kept it cool during a recent airline experience!

According to E! News, the 56-year-old actor was on board a flight recently when two passengers tried to confront him.

Sean had reportedly placed his bags in an overhead compartment while seated in the economy class cabin but some other passengers wanted him to move them.

When the passengers got aggressive, thankfully members of the flight crew were nearby to diffuse the situation.

Thanks to Sean‘s calm attitude about the situation, he even got bumped to first class!

It looks like everything worked out for Sean!