Sean Penn, 65, Steps Out with 30-Year-Old Girlfriend Post-Golden Globes
Sean Penn, the acclaimed actor, was recently spotted enjoying a shopping date with his girlfriend, Valeria Nicov, in Santa Monica, California. The couple, who have been dating since 2024, were photographed holding hands post the 2026 Golden Globes.
Details of the Outing
During their outing, Penn, 65, donned a white button-up shirt, a blue blazer, and black pants. Nicov, who is 30 years old, opted for a chic all-black ensemble that included a sweater, slacks, and a coat. She accessorized her look with sunglasses and a shoulder purse.
Golden Globes Recap
This outing followed Penn’s attendance at the 2026 Golden Globes, where he was nominated for Best Supporting Actor for his role in the film “One Battle After Another,” directed by Paul Thomas Anderson. Other nominees included notable actors like Benicio del Toro and Adam Sandler. The award ultimately went to Stellan Skarsgård.
At the ceremony, Penn shared a table with Leonardo DiCaprio, and he was seen enjoying a cigarette, with multiple butts visible in a glass cup on their table. His appearance created quite a stir, as he continued to engage socially despite his smoking habit.
Relationship Timeline
- First Linked: September 2024
- Location of First Public Appearance: Madrid
- Red Carpet Debut: Marrakech International Film Festival, November 2024
Penn and Nicov’s relationship has been relatively private, with few public appearances together. Their first sighting as a couple was in Madrid, where they were seen sharing a kiss. Since then, they made their red carpet debut at the Marrakech International Film Festival.
Penn’s Previous Marriages
Sean Penn has a history of high-profile relationships. He was married to pop icon Madonna from 1985 to 1989, followed by actress Robin Wright from 1996 to 2010, and most recently, Leila George from 2020 to 2022.
As their relationship continues, fans are intrigued by this unexpected pairing between the Oscar-winning actor and his significantly younger girlfriend, Valeria Nicov.
