Sean Penn Steps Out for Rare Date With Girlfriend Valeria Nicov

Sean Penn is having one outing after another. Three days after he attended the 2026 Golden Globes , the two-time Oscar winner enjoyed a low-key date in Santa Monica, Calif., with girlfriend Valeria Nicov . During their Jan. 14 excursion, Sean and Valeria-who made their red carpet debut at the Marrakech International Film Festival in November 2024-walked hand-in-hand, with the actor, 65, sporting a navy jacket over a white, long-sleeved button down, gray pants and white sneakers. Meanwhile, the model, 30, donned an all-black outfit, including a peacoat, joggers and tennis shoes. The casual outing was a rare one for the couple, who aren’t often seen together. Indeed, Valeria was not by the Milk actor’s side earlier in the week at the Golden Globes, where he was nominated for Best Performance by a Male Actor in a Supporting Role in any Motion Picture. While he ultimately lost to Stellan Skarsgård , that didn’t keep Sean-who finalized his divorce from Leila George in 2022 after two years of marriage-from having a great time. In fact, he was seen laughing at the jokes that host Nikki Glaser made at his expense. "Everyone in this town is obsessed with looking younger, but Sean Penn is like, 'What if I slowly morph into a sexy leather handbag?'" the comedian quipped, before the camera showed him at his seat laughing and nodding. "It's hot. It's good." Nikki also focused on Sean’s work as a “devoted humanitarian” around the world. "I feel like a lot of actors talk the talk, but Sean Penn will actually go to the places in the world that need help the most and he will do cocaine there," she continued, prompting more chuckles from the One Battle After Another star. "Sean, I did get permission to do that joke from your two best friends Charlie Sheen and El Chapo .” And while Nikki had hilarious zingers and crowd-pleasing moments, she later revealed there were other jokes about Sean that didn’t make the cut from her monologue. “Sean Penn is nominated tonight, I’m assuming for Best Neck Veins,” she read from her list on the Jan. 13 episode of The Howard Stern Show , before adding another. “Sean Penn is here looking like the defiant last tree standing in a rainforest.” Beyond the jokes that made the cut for Nikki’s monologue, there were many moments from the 2026 Golden Globes you might have missed. Keep scrolling to read everything you didn’t see on TV. Leonardo DiCaprio, Owen Cooper Is there any star in Hollywood who has not been excited to meet the Adolescence newcomer, a winner for Best Supporting Male Actor in a TV Series? No, there is not . Teyana Taylor, Ariana Grande Teyana was just a tad more popular than Ariana at the 2026 Golden Globes, toppling the Wicked: For Good star in the Best Supporting Actress in a Motion Picture category with her fierce performance in One Battle After Another . Kylie Jenner, Timothée Chalamet Longtime, first time: Kylie...

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