
Disheveled: Sean Penn Spotted Smoking Outside LA Hotspot During Dinner With Daughter Dylan
April 12, 2025: Sean Penn, 64, turned heads once again—this time not for his political views, but for his scruffy, off-duty look. The two-time Oscar winner was seen taking a smoke break outside the celeb-favorite Nobu restaurant in Malibu on Wednesday night. Dressed casually in a stained olive jacket, T-shirt, and khakis, Penn’s disheveled style raised eyebrows as paparazzi snapped him mid-puff.
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He wasn’t alone. The “Mystic River” star was joined by his daughter Dylan Penn, 33, who opted for a chic leather jacket and sheer maxi skirt paired with Vans. The father-daughter duo later drove off together, offering a rare public glimpse into their close bond.
Sean Penn shares Dylan and son Hopper Jack Penn, 31, with ex-wife Robin Wright, whom he was married to from 1996 to 2010. The actor’s romantic history includes previous marriages to Madonna and Leila George, and most recently, a red carpet appearance with actress Valeria Nicov in late 2024.
Despite his laid-back demeanor during family dinners, Penn continues to be a polarizing public figure. In December, he delivered a fiery critique of the Academy Awards while smoking during a press conference, calling the Oscars “cowardly” and praising bold cinema like The Florida Project and The Apprentice—a 2024 biopic on Donald Trump.
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Known for speaking his mind and staying true to his convictions, Sean Penn remains one of Hollywood’s most outspoken figures. Whether at political summits, red carpets, or late-night dinners with family, he stays unapologetically himself—beard, cigarette, and all.
Tags: Sean Penn, Dylan Penn, celebrity sightings, Nobu Malibu, Sean Penn daughter, Sean Penn smoking, Robin Wright, Sean Penn Valeria Nicov, Sean Penn Oscars rant, celebrity families, Hollywood nightlife
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