Sean Penn and his much younger girlfriend, Valeria Nicov, turned heads with a rare and affectionate public outing, holding hands during a casual stroll in Santa Monica, California, just days after the glitzy 2026 Golden Globes ceremony.
The 65-year-old Oscar-winning actor first ignited romance rumors with the 30-year-old actress and model in September 2024, when paparazzi captured them cozying up during a luxurious European vacation in Madrid, Spain. The couple, separated by a 35-year age gap, has since maintained a notably low profile, rarely appearing together in public and dodging the Hollywood spotlight. This hand-holding sighting marks their first major joint appearance in months, fueling fan speculation about the stability and future of their high-profile romance.
Penn grabbed viral attention at the 83rd Annual Golden Globes on January 11, 2026, held at the iconic Beverly Hilton Hotel in Beverly Hills. Seated among A-listers like Leonardo DiCaprio and Kate Hudson, the “Mystic River” star was photographed casually smoking indoors—a bold move that sparked immediate memes and debates across social media. Host Nikki Glaser amplified the night’s electric energy with her sharp jabs, including a playful roast of DiCaprio’s well-known preference for dating younger women, underscoring the event’s star-studded, buzzworthy atmosphere.
Eyewitnesses described the Santa Monica pair as effortlessly stylish—Penn in relaxed jeans and a jacket, Nicov in chic layers—exuding chemistry as they linked arms and smiled amid the coastal breeze. Fans and tabloids alike are abuzz, with many praising the duo’s unapologetic PDA while others revisit Penn’s storied dating history, from ex-wives Madonna and Robin Wright to past flings. This outing not only reignites interest in their couple dynamic but also ties into broader conversations about age-gap relationships in Tinseltown.