Why Did Sean Penn Breakup With Ex-GF, Olga Korotyayeva Before Dating 35-Years-Younger Valeria Nicov?

One Battle After Another star, Sean Penn has taken the internet by storm due to his latest public appearance. Love might have knocked on his door in his 60s once again after three failed marriages and several high-profile breakups. California is currently witnessing Sean's new romance with his young belle, Valeria Nicov. The couple got together a few months after Sean Penn's breakup with his ex-girlfriend, Olga Korotyayeva. The actor initially planned not to see anyone seriously again after his breakup with Olga, but Valeria might have changed his mind. Here's what we know about Olga and Sean's relationship and the reason for their breakup.

Who is Sean Penn's ex-girlfriend, Olga Korotyayeva?

Olga Korotyayeva is a Kazakh-born actress known for her film roles and her high-profile personal life. She was born on April 3, 1980, and is currently 45 years old, which makes her 20 years younger than her ex-boyfriend, Sean Penn (65). Olga has appeared in several films and television series, primarily in European productions. According to her IMDb profile, her notable credits include French action film, Blast (2021), Animals in War (2025), Banking District (2017), and Le bonheur (2013).

When did Sean Penn and Olga Korotyayeva's dating buzz start?

Sean Penn and Olga Korotyayeva were first romantically linked in May 2023 when they were seen together leaving a restaurant in Malibu, California, during Memorial Day weekend. The next month, they were in full PDA mode during a vacation in Rome, Italy, when they were photographed while embracing and kissing. The pair continued their public appearances in Europe, including Saint-Tropez, and were later seen holding hands in Times Square, New York City. Sean and Olga were frequently photographed together throughout the summer and fall of 2023, including outings in Malibu with friends like Rande Gerber.

When and why did Sean Penn and Olga Korotyayeva break up?

Sean Penn and Olga Korotyayeva broke up in early 2024, ending a relationship that lasted approximately five months. On June 2024, Sean confirmed he was single during an interview with The New York Times, stating he was "thrilled every day" to be on his own and felt "free". While neither Sean nor Olga ever released a formal statement regarding their split, his subsequent comments suggested a desire to avoid any relationship drama. The official reason for their split was also not reported, as the ex-couple maintained privacy and each other's respect.

Although Olga and Sean remained tight-lipped about exactly what happened, his interview comments and their heated argument in public towards the end of their relationship suggested that the couple's viewpoints were no longer aligned. During the same interview with The New York Times, Sean Penn said he would be very careful when entering into a relationship next time. He did not want to be hurt in love or get his heart broken anymore. The actor wanted to be "free" even if he was seeing someone and stated:

"I'm just free. If I'm going to be in a relationship, I'm still going to be free, or I'm not going to be in it, and I'm not going to be hurting. I don't sense I'll have my heart broken by romance again."

Why is Sean Penn's latest relationship with Valeria Nicov generating buzz online?

Sean Penn's relationship with Valeria Nicov, a 30-year-old Moldovan actress and model, is generating buzz primarily due to their significant 34-year age gap. Some fans admired their chemistry, while others criticised their age gap. Unlike Sean's previous high-profile marriages to Madonna and Robin Wright, this relationship has been relatively private. Their occasional red-carpet appearances, such as at the 2025 Cannes Film Festival and the Marrakech International Film Festival, often draw attention because sightings of them together are rare. The couple's latest public appearance was on January 15, 2026, when they were spotted holding hands while shopping in Santa Monica, California.

What are your thoughts on Sean Penn's previous and recent relationships with Olga Korotyayeva and Valeria Nicov, respectively? Let us know.

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