Sean Penn and his much younger girlfriend Valeria Nikoff went on a shopping date after the Golden Globes.
The “Mystic River” star, 65, and the actress, 30, were photographed holding hands in Santa Monica, Calif., on Wednesday.
Mr. Nikoff was all smiles as he spoke with Mr. Penn, who appeared to be smoking with his other hand.
The actor wore a white button-up shirt, blue blazer, and black pants for the outing.
As for Nikov, she wore an all-black outfit consisting of a sweater, slacks, and coat.
She accessorized with sunglasses and a shoulder bag.
The pair’s outing comes after Penn attended the 2026 Golden Globe Awards over the weekend and was seen lighting a cigarette.
Penn was caught smoking while sitting next to Leonardo DiCaprio.
Other photos showed multiple cigarettes submerged in a class cup on his table.
Penn was nominated for Best Supporting Actor for his role in the 2025 Paul Thomas Anderson film One Battle After Another.
Other nominees included Benicio del Toro, Jacob Elordi, Adam Sandler, Paul Mescal and Stellan Skarsgård, who won the award.
However, Penn did not attend the ceremony with Nikov.
The Oscar winner and Nikov first became romantically involved in September 2024, when they were spotted locking lips while in Madrid.
Although Penn and Nikoff rarely go out together, they made their red carpet debut at the Marrakech International Film Festival in November of the same year.
He was previously married to Madonna from 1985 to 1989, Robin Wright from 1996 to 2010, and Leila George from 2020 to 2022.
