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At 64, Sean Penn has found himself at the center of attention for more than just his notable film career. The Oscar-winning actor has stirred the pot with his latest romance, as his new girlfriend, Valeria Nicov, is a mere 30 years old, making her three years younger than Penn’s own daughter, Dylan, who is 33. Penn’s pals have playfully dubbed him a “wrinkled prune” as they witness the significant age disparity in this relationship.

Insiders close to the actor describe how Penn’s looks contrast sharply with his new partner’s youthful appearance. The actor, often portrayed as grizzled and gray, is said to be embracing the company of someone much younger to project an image of vitality and desirability. However, friends and observers have had their share of skepticism, rolling their eyes at the dynamics of this May-December romance.

Reports indicate that this new coupling, which surfaced back in September following Penn’s divorce from actress Leila George, has drawn mixed reactions. Penn’s penchant for dating younger women seems to have become a running theme, raising eyebrows and sparking discussion among those around him. One insider commented on his controlling nature, suggesting that dating a younger woman helps him maintain a dominant position in the relationship.

Psychologist Dr. Carole Lieberman shed light on phenomena like this, suggesting that while some relationships between older men and younger women can be built on genuine affection, many are influenced by unhealthy motivations. She posits that men in these situations often use younger partners to validate their youth and attractiveness.

As Sean navigates this new chapter in his life, it’s clear that his choice in partners is leading to speculation and conversation about his motives, reminding everyone that age is just a number but societal perceptions can still cast a long shadow.