February 10, 2014...
On Sunday Charlize Theron and Sean Penn took her son Jackson to Underwood Family Farm in Moorpark, and in between going on rides and petting farm animals, the two snuck in a few kisses and couldn't keep their hands off...
February 08, 2014...
A man who accompanies you to the nail salon? Now he's a keeper!
Charlize Theron and her beau, Sean Penn, visited a nail parlor on Friday in West Hollywood. The power couple has been inseparable since they began dating a few...
January 30, 2014...
Not!
Sean Penn arrived at the studio in Santa Monica today, and well... he looks like he woke up on the wrong side of the bed this morning.
Enough said.
January 07, 2014...
He's known for his bad temper, so this was probably for the best!
Sean Penn grabbed dinner at Craig's in West Hollywood last night, and the actor was escorted to his car by three police officers after his meal! We guess...
January 05, 2014...
Either these two have decided that carpooling is the way to go, or they're trying to sneak around town after yet another sexy sleepover! Based on all the evidence that's presented itself over the last week, we're going to...
January 02, 2014...
There have been so many rumors about Sean Penn and Charlize Theron over the years, we don't know what to believe, but we DO know this: On Thursday morning X17 photographers snapped the actor leaving Theron's Los Angeles home just...
November 27, 2013...
Madonna and Sean Penn may have gotten divorced 20 years ago, but that's not stopping the former couple from reuniting for a good cause.
Madonna and her 13-year-old son Rocco have flown to Haiti to contribute to Sean’s J/P Haitian...
November 14, 2013...
Now we know where the real party is at on Wednesday nights!
Sean Penn and Jon Hamm had dinner at Dan Tana's yesterday evening, and the hunks didn't leave until 2:30am! Sean quickly jumped into his waiting car, and Jon,...
October 26, 2013...
Hollywood's leading men went unnoticed at yesterday's Casamigos Halloween party thanks to their masked looks.
Leonardo DiCaprio wore a head to toe black Grim Reaper-esque costume, while Sean Penn only covered his face with a devil's mask. John Stamos also showed...
October 21, 2013...
Legendary tough guy Sean Penn had a rare night out on the town in Beverly Hills on Saturday night. The Oscar winner stepped out at trendy new eatery Hakkasan -- and even crossed path with Paris Hilton while out and...
August 14, 2013...
MrPixx
Even though we don't approve of the cigarette in his hand, we wouldn't kick Sean Penn off of our doorstep!
The 52-year-old actor was snapped at his hotel in Ibiza, Spain on Sunday, and a few moments after these pics were...
December 13, 2012...
Sean Penn's been divorced from ex-wife Robin Wright for almost three years now, but it seems as if time hasn't healed all wounds for the two-time Oscar winner.
"There is no shame in saying that we all want to be loved...
October 29, 2012...
Does this bad boy have a new girl?!
Sean Penn grabbed a bite at Italian eatery Madeo last night, and his date didn't seem to want her picture taken as she hid in the front seat and sped off with...
October 12, 2012...
What a show of support for your former flame!
Sean Penn jetted out of LAX today after taking in his ex-wife Madonna's concert at the Staples Center last night. We wonder if the Fast Times At Ridgemont High actor...
August 26, 2012...
Sean Penn hit the road Saturday, taking a long bike ride through Malibu.
The actor just turned 52 last week but still has a better body than a lot of guys half his age!
And while the actor's kept busy...
July 04, 2012...
Happy 4th of July Sean!
While everyone else is celebrating America's birthday at parties and the like, the two-time Oscar winning actor decided to hit the gym in Malibu to burn some lbs. Love the dedication!
There have been recent reports that...
May 18, 2012...
Sean Penn and Petra Nemcova hit the red carpet in Cannes for Penn's black-tie event to bring awareness to his fundraiser ... Haiti: Carnival in Cannes.
The benefit was created to raise money for the victims of the 2010 earthquake in...
May 18, 2012...
Looks like these two have rekindled their romance!
Not only are Sean Penn and Petra Nemcova hosting a charity event to support Haiti this weekend, but we spotted the two enjoying a very romantic dinner at Tetou restaurant in Cannes, France...
April 09, 2012...
Does Sean Penn have a new girlfriend?!
Not so fast! The I Am Sam star was spotted grocery shopping on Easter Sunday with a beautiful young girl, and at first we assumed the Hollywood bad boy had a new...
January 16, 2012...
Sean Penn was officially made an ambassador at large for Haiti at the Cinema for Peace benefit on Saturday night, which benefited the Oscar winner's J/P Haitian Relief Organization.
The event raised $5 million, and stars like Demi Moore, Melanie...
October 28, 2011...
The almost-31-year-old Ryan Gosling and the 51-year-old Sean Penn are the perfect examples of the rising Hollywood superstar and the classic, iconic film actor -- and they're starring alongside each other in the upcoming Gangster Squad.
We can't wait to see...
October 15, 2011...
Sean Penn certainly knows how to cause a bit of controversy, and we're curious to see how the media and the public will react to his latest interview.
Penn appeared on Piers Morgan Tonight and voiced his support for...
August 29, 2011...
While leaving Giorgio Baldi with new girlfriend Shannon Costello, actor Sean Penn lost his temper with photographers ... spitting at the cameras!
The hot-tempered actor has had a history with paparazzi-involved scuffles. Back in 2009, Penn kicked photographer Jordan Dawes....
June 03, 2011...
One of Hollywood's sexiest pairs has sadly ended their months-long relationship.
Scarlett Johansson and Sean Penn are officially over, according to PEOPLE.
After Penn was seen hanging out with several sexy chicks in Cannes during the film fest (ScarJo was...
June 01, 2011...
Sean Penn is doing his best to keep up with much younger girlfriend Scarlett Johansson, and if daily jogs keep his body tight, keep on running!
Penn, 50, is enjoying accolades for his recent film Tree of Life ... co-starring Brad...
May 21, 2011...
Sean Penn's new drama This Must Be the Place brought out not only the film's star-studded cast, but a host of other celebs in Cannes who couldn't wait to see these masters at work.
Sean Penn plays a retired rock star...
May 21, 2011...
Sean Penn's new drama This Must Be the Place brought out not only the film's star-studded cast, but a host of other celebs in Cannes who couldn't wait to see these masters at work.
Sean Penn plays a retired rock star...
May 02, 2011...
Sean Penn, one of Hollywood's original bad boys, caused problems at the annual White House Correspondents Dinner over the weekend, the New York Post reports.
Penn supposedly raised eyebrows when he refused to put his hand over his heart for "The...
April 21, 2011...
It’s a triad of man meat all in one movie: Sean Penn, Ryan Gosling and Josh Brolin are in talks to star in a new gangster pic, according to Variety.
The Gangster Squad follows the Los Angeles Police Department’s fight to...
April 18, 2011...
Sean Penn is showing off an edgy, rock-star style in a clip from his upcoming movie This Must Be The Place.
Penn, whose character resembles The Cure's Robert Smith, is playing an aging rocker who leaves Dublin for the United States....
April 17, 2011...
Sean Penn broke out the ol' paddleboard Saturday to take a spin around the beach near his Malibu home. Perhaps girlfriend Scarlett Johansson stayed home, for fear of further pregnancy rumors if she were to be seen in a...
April 11, 2011...
Seems Sean Penn's son Hopper has his dad's famously rebellious attitude, as was evident this afternoon when he welcome photographers snapping photos of the pair at a Beverly Hills office building by screaming at them.
And then he did THIS ...
Stay...
March 20, 2011...
Like it or not, Scarlett Johansson is most definitely involved with Oscar-winning actor Sean Penn - and here's the photographic proof!
The hot and heavy twosome dined out at Cecconi's in West Hollywood on Saturday night and, in the car on...
March 04, 2011...
Things are heating up between the 50-year-old Oscar winner and the recently divorced 26-year-old starlet!
After being spotted playing footsie during a lunch earlier this week, Sean and Scarlett had a romantic dinner date at LA's Chateau Marmont, where the couple...
February 11, 2011...
After getting into an argument with a female airport employee and balking at going through the security line, Sean Penn was taken aside at TSA officials today before jetting out of LAX. While being patted down, the Oscar-winning actor...
February 10, 2011...
Scarlett Johansson has only been single for a couple weeks, but the 26-year-old beauty is now "smitten" with Sean Penn, according to Us Magazine.
Johannson, who split from hunky Ryan Reynolds, reportedly met the 50-year-old actor while she was staying at...
February 06, 2011...
It's already pretty much a foregone conclusion that Black Swan will be an Oscar-winning film after this year's Academy Awards are over, so why not celebrate a little early? That's what Orlando Bloom and Sean Penn (to name a few)...
January 05, 2011...
Sean Penn took a break from his busy schedule to enjoy dinner with friends at Katsuya in Hollywood, but we couldn't help but notice the 50-year-old actor's multi-colored 'do. Did his bottle of brown hair dye run out early?
Despite...
December 16, 2010...
Brad Pitt is branching out into tear-jerker territory as the stern father of sons in the upcoming drama The Tree of Life also starring Sean Penn.
The movie is divided into two time periods with Pitt playing a dad in the...
September 07, 2010...
Wyclef photo courtesy his blog
The celebrity feud between former Haiti presidential hopeful Wyclef Jean and Sean Penn is heating up after Penn fired back at Jean for accusing him of "sniffing cocaine" while lending a hand to earthquake relief in...
September 06, 2010...
Wyclef photo courtesy his blog
After Sean Penn and former Fugees bandmate Praswell criticized Wyclef Jean's bid to run for president of Haiti, the MC is firing back in a big way.
"I got a message for Sean Penn: Maybe he ain't...
August 08, 2010...
Yesterday we spotted Sean Penn taking a smoke break with a lovely young lady while dining at Versailles Cuban Restaurant, and keep in mind, this was just two days after his divorce from Robin Wright was finalized! Hey, props...
August 06, 2010...
And check out that bruise on Hopper Jack's nose!
Sean Penn took his son (who turns 17 today) to a surf competition in Huntington Beach yesterday, and we couldn't help but notice that Hopper's nose was bruised in the fall....
July 31, 2010...
Last night we caught Sean Penn leaving the Chateau Marmont in Hollywood with a pal, and the notoriously cranky Oscar winner played nice with photogs as he walked to his car. Since Sean was ordered to undergo 300 hours...
July 29, 2010...
Yeah, I imagine that this is about as happy with life Sean Penn ever gets! Here he is shopping at an LA mall the other day - yeah, even Sean goes shopping sometimes.
The actor has a couple films coming...