Sean Penn ‘pursuing’ Demi Moore after realizing he’s done with younger women

Hollywood veteran Sean Penn is rumored to be pursuing actress Demi Moore after the pair were spotted flirting at the AARP Movies for Grownups Awards in Beverly Hills. Sources say Penn, 64, has admired Moore, 62, for years and is now considering dating someone closer to his own age after a string of high-profile relationships with younger women.

Sparks Fly at AARP Awards

Penn, known for his intense performances in films like Mystic River, was reportedly captivated by Moore during the star-studded event. Insiders revealed that the actor was “flirting up a storm” with The Substance star, despite his ongoing relationship with Valeria Nicov, a 30-year-old Moldovan actress.

An insider shared that Penn has always admired Moore, describing her as one of the most beautiful and interesting people he has ever met. “He’s at that point in his life where dating someone in his age range is attractive, and Demi’s hot – let’s face it,” the source said. “His pals are relieved that he’s finally growing up.”

The flirtatious interaction comes years after the two starred together in the 1989 comedy We’re No Angels. At the time, Moore was married to Bruce Willis, while Penn was navigating his tumultuous marriage to Madonna and entering a long-term relationship with Robin Wright.

Sean Penn’s Dating History

Since his divorce from Wright in 2010, Penn has been romantically linked to several younger women, including actress Leila George, 32, whom he married in 2020 before their split in 2022. More recently, he has been dating Nicov.

In 2022, Penn hinted that he was content with his bachelor lifestyle, stating, “If I’m going to be in a relationship, I’m still going to be free.” However, friends believe his mindset may be changing, especially if Moore shows interest.

“If Demi would give him any indication that she’s interested in being his girl, he would be the happiest fella,” the insider revealed.

Demi Moore’s Romantic Status

Moore, who was last linked to Serbian hairstylist Masha Mandzuka, has been single for some time. Her past marriages to Bruce Willis and Ashton Kutcher were highly publicized, and she has since focused on her career and family.

With both Penn and Moore navigating the single life, sources speculate that a romantic connection could be on the horizon. Friends close to Penn believe that dating someone closer to his age could mark a mature turning point for the actor.

Whether Moore will reciprocate his feelings remains uncertain, but fans are eager to see if this Hollywood pairing will develop into something more.