The singer, who as soon as referred to as the actor the love of her life, is claimed to be unaccustomed to that actuality, significantly given her personal efforts to keep up a youthful look over time.
Madonna and Penn had been married from 1985 to 1989 after assembly whereas filming her music video “Materials Woman.” Regardless of their risky union, the 2 have remained loosely in contact over time.
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The Singer Was Surprised By Sean Penn’s Pure Look
With over 4 a long time having handed since Madonna break up from ex, Sean Penn, the 2 have each grown older and at the moment are of their sixties.
Whereas Penn’s latest public appearances have proven him embracing pure getting older by letting his hair go absolutely grey and showing carefree about his rising wrinkles, Madonna has chosen the trail of rewriting the principles of magnificence and defying time itself with what seem like a number of beauty interventions.
Nonetheless, for Madonna, seeing Penn let himself age naturally has come as a shock to her, one she is at the moment nonetheless grappling with
“This isn’t Sean as she remembers him,” a supply mentioned of the singer lately seeing her ex, in keeping with a report. “She could not imagine it — pure getting older, grey hair… It is simply not her Sean.”
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“She’s used to controlling each look, each picture,” the insider added. “Seeing Sean age naturally — with out filters, fillers, or Hollywood tips — was a shock to her system. She’s not used to that actuality.”
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Madonna Is Involved About Sean Penn’s Life-style After Smoking Incident At The Golden Globes

Penn’s pure getting older just isn’t the one factor Madonna seems to be shocked by, as latest stories have revealed that she doesn’t agree along with his way of life.
The 65-year-old actor was seen repeatedly smoking all through the 2026 Golden Globe Awards in Beverly Hills on Sunday, January 11.
Regardless of being approached on three events by occasion employees and requested to place out his cigarette, he allegedly refused to conform and continued the conduct.
Seeing Penn act on this method and stay firmly entrenched in his smoking habits has deeply nervous Madonna.
“It is brutal to look at what Sean is doing to himself proper now. He appears to be in self-destruct mode,” a supply lately instructed Globe. “He acts like he is bulletproof, nevertheless it’s apparent this way of life is taking an enormous toll on him.”
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Madonna Was ‘Genuinely in Love’ With Her Ex-Husband Sean Penn

Madonna’s marriage to Penn lasted simply 4 years after assembly on the set of “Materials Woman” in 1985.
Regardless of all the marriage being fairly tumultuous, the singer was reportedly “genuinely in love” with the actor whereas it lasted, in keeping with Sharon Oreck, who produced the music video.
“She was genuinely in love with him, nevertheless it felt as if the attraction between the 2 of them was fueled by the general public. He was the budding film star, she was the budding rock star, and the general public demanded that they arrive collectively,” the director mentioned in an archival audio featured within the pop goddess documentary “Turning into Madonna.”
“It was like a bomb went off,” Oreck mentioned of the duo’s romance. “America’s dangerous boy and America’s dangerous woman.”
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Sean Penn’s Response To The Iconic Singer’s ‘Love Of My Life’ Comment

Madonna appeared to trace that she nonetheless has affection for Penn when she was seen referring to him because the love of her life in her documentary.
Nonetheless, it seems the actor feels in a different way, as he bluntly responded to the assertion throughout an look on Louis Theroux’s podcast in mid-2025, in keeping with the Daily Mail.
“I bear in mind what she mentioned,” Penn mentioned of the comment when requested by his host if he recalled it from the documentary.
He added, “She’s very candy. Look, she’s been buddy for lots of years.”
The Actor Known as His Marriage To Madonna A ‘Mistake’

He went on to recommend that their marriage was a mistake regardless of the whirlwind relationship that they had.
“It did not take us lengthy to understand that we had mistaken first date for a marriage associate,” the actor mentioned.
Penn added, “It did not take us lengthy to recuperate after we received divorced, perhaps a yr, in a friendship. I’ve plenty of fond recollections of it – it isn’t all jail.”
“However there was plenty of alcohol, and she or he’d be pretty accusing me of that,” he additional famous about his relationship with Madonna.

