Sean Penn Looks Unrecognizable With Disheveled Appearance At Malibu Eatery

Sean Penn made a low-key appearance this week at celebrity hotspot Nobu in Malibu, where he was spotted dining with his daughter Dylan Penn.

The “Mystic River” star kept it casual for the evening outing in khaki trousers, a white shirt layered under a dark green jacket, and white sneakers.

But it was Sean Penn’s overall appearance that turned heads.

Article continues below advertisement

Sean Penn’s Rugged Look Turns Heads

Penn was photographed outside looking somewhat untidy. He wore a dark olive-green jacket over a gray t-shirt and slightly wrinkled pants. His hair seemed messy, and he had a light beard, giving him a rugged appearance. He appeared neutral to slightly serious as he gazed to the side.

Dylan, Robin Wright’s daughter with Penn, was spotted wearing a sheer black maxi skirt with a black leather jacket and sneakers. She styled her hair in a chic bun and carried a black Yves Saint Laurent bag to complete her ensemble.

The pair later left together in the same vehicle, with Dylan behind the wheel.

Daily Mail was the first to obtain the photos of Penn.

Article continues below advertisement

A Look Back At Sean Penn’s Love Life

Sean Penn wearing sunglasses
Vinnie Levine / MEGA

Penn shares Dylan and son Hopper with Wright, whom he was married to from 1996 to 2010.

Formerly, he was married to Madonna from 1985 to 1989, and more recently, he was with actress Leila George from 2020 to 2022. Recently, there have been rumors of a romantic involvement between the actor and 30-year-old Valeria Nicov. The two made their first public appearance together last November at the Marrakech International Film Festival.

While Penn appeared relaxed during his Malibu outing, he’s been making headlines for comments about his past work, particularly his portrayal of Harvey Milk in the acclaimed 2008 film “Milk,” which earned him his second Best Actor Oscar.

Article continues below advertisement

Sean Penn Slams Calls For Only LGBTQ+ Actors In LGBTQ+ Roles

Sean Penn at "Black Flies" Red Carpet - The 76th Annual Cannes Film Festival
Daniele Cifalà / MEGA

“Look, I’m totally on board with any industry, every industry, the movie business as well, confronting the problem of what had been minimal diversity,” he said. “There’s nobody of any gender or any race or any alternate lifestyle that I’m not interested in if they have a story in their heart they want to tell.”

Penn pushed back against the notion that only LGBTQ+ actors should portray LGBTQ+ characters, using his “Milk” role as an example:

Article continues below advertisement

“What I know is that the solution is not limiting the casting of Hamlet to Danish princes. And not only is it an attack on imagination that is our bread and butter, but [it] is a demonstration of the unimaginative who would ask it. And I find it culturally offensive and venal and sad that that’s the easy solution for people to have groupthink on and all those defenses. I’ll just pick one movie out of the air when it comes to, you know, more Black actors working. Thank God the fight is in them when you see something like Straight Outta Compton. Great movie, great performances.”

Article continues below advertisement

Sean Penn Reflects On ‘Milk’ Role

Sean Penn at 'Gaslit' New York Premiere
Steven Bergman/AFF-USA.COM / MEGA

Reflecting on his performance as “Milk,” Penn added, “I feel so lucky I got to play Harvey Milk, because guess what, for me as an actor that wasn’t a gay man or a straight man, that was a different personality, and that’s what we’re supposed to be able to do.”

He concluded, “I don’t know the solution. I don’t know where it’ll go, but I would not be allowed to play that role today. That’s certain.”

You May Also Like

Bravo Fans Upset with Ramona Singer for Calling Daniel Penny a ‘Hero’

Many Bravo viewers are used to Ramona Singer being in hot water,…

Zooey Deschanel has been consistently using this crossbody phone case.

Us Weekly has affiliate partnerships. We receive compensation when you click on…

Bindi Irwin unable to attend father Steve Irwin’s event because of surgery

Bindi Irwin missed her late father Steve Irwin’s annual gala in Las…

Tom Cruise Reveals His Sister’s Role in Getting Him Cast in ‘Rain Man’ after She Encouraged Him to Approach Dustin Hoffman at a Restaurant: ‘He Approached Me and Offered to Make a Movie Together on My Way Out’

Were the ‘Tracker’ EPs surprised by the negative reaction to Eric Graise not being Bobby?

Eric Graise‘s lengthy Tracker absence caused a surprising amount of backlash —…

Hailey Bieber Reveals Unseen Baby Photos of Jack for Mother’s Day

Hailey Bieber is celebrating Mother’s Day 2025 by sharing new photos of…

Lexi Love, a star from RuPaul’s Drag Race, seeks help for substance abuse in rehab

RuPaul’s Drag Race star Lexi Love is going to rehab. The 34-year-old…