The singer, who as soon as known as the actor the love of her life, is alleged to be unaccustomed to that actuality, notably 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 unstable union, the 2 have remained loosely in contact over time.
Article continues under commercial
The Singer Was Surprised By Sean Penn’s Pure Look
With over 4 many years having handed since Madonna cut up from ex, Sean Penn, the 2 have each grown older and are actually of their sixties.
Whereas Penn’s current public appearances have proven him embracing pure growing older by letting his hair go totally grey and showing carefree about his rising wrinkles, Madonna has chosen the trail of rewriting the foundations of magnificence and defying time itself with what look like a number of beauty interventions.
Nevertheless, for Madonna, seeing Penn let himself age naturally has come as a shock to her, one she is presently nonetheless grappling with
“This isn’t Sean as she remembers him,” a supply stated of the singer just lately seeing her ex, in keeping with a report. “She could not consider it — pure growing older, grey hair… It is simply not her Sean.”
Article continues under commercial
“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.”
Article continues under commercial
Madonna Is Involved About Sean Penn’s Way of life After Smoking Incident At The Golden Globes

Penn’s pure growing older will not be the one factor Madonna seems to be shocked by, as current reviews have revealed that she doesn’t agree along with his life-style.
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 fearful 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 just lately instructed Globe. “He acts like he is bulletproof, however it’s apparent this life-style is taking an enormous toll on him.”
Article continues under commercial
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 the whole 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, however 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 stated in an archival audio featured within the pop goddess documentary “Changing into Madonna.”
“It was like a bomb went off,” Oreck stated of the duo’s romance. “America’s unhealthy boy and America’s unhealthy woman.”
Article continues under commercial
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.
Nevertheless, it seems the actor feels otherwise, as he bluntly responded to the assertion throughout an look on Louis Theroux’s podcast in mid-2025, in keeping with the Every day Mail.
“I bear in mind what she stated,” Penn stated 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 a superb buddy for lots of years.”
The Actor Referred to as His Marriage To Madonna A ‘Mistake’

He went on to counsel that their marriage was a mistake regardless of the whirlwind relationship they’d.
“It did not take us lengthy to understand that we had mistaken a superb first date for a marriage accomplice,” the actor stated.
Penn added, “It did not take us lengthy to get better after we acquired divorced, possibly a 12 months, in a friendship. I’ve loads of fond recollections of it – it isn’t all jail.”
“However there was loads of alcohol, and he or she’d be pretty accusing me of that,” he additional famous about his relationship with Madonna.



