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Madonna appalled by ex Sean Penn’s look, sparking online reaction
Global Desk | January 22, 2026 9:19 PM CST

Synopsis

Madonna was reportedly “appalled” after encountering her ex-husband Sean Penn recently, according to Rob Shuter’s Naughty But Nice Substack. The pop star was astonished by Penn’s gray hair and natural aging, which insiders stated compelled her “to confront a reality she prefers to keep tightly controlled.” The actor looks his age, and seeing him without filters,cosmetic procedures, or Hollywood tricks was a shock to Madonna’s system.

Madonna and Sean Penn’s brief but high-profile marriage in the 1980s continues to be a topic of discussion for fans. Recently, the two crossed paths again. The pop star was reportedly “appalled” when she saw her ex-husband recently, Rob Shuter reported in his Naughty But Nice Substack on Monday, January 19.

A Surprising Reunion

“She couldn’t believe it natural aging, gray hair…” a source told Shuter. The icon, 65, actually appears his age, insiders told Shuter, and it’s hit a nerve with the Material Girl, who was wed to him from 1985 to 1989, compelling her “to confront a reality she prefers to keep tightly controlled.”

The Shock of Natural Aging

“Seeing Sean age naturally without filters, fillers, or Hollywood tricks was a shock to her system. She’s not used to that reality,” an insider disclosed of the Frozen singer, who humorously remarked about how “cute” she looked “now that swelling from surgery has gone down” in a 2023 X post.


A Betrayal of Memory

Despite their extended split, Penn’s current look felt like “a betrayal of memory” and a harsh acknowledgment that time continues on, Shuter added.

“This is not Sean as she remembers him,” the source stated. “It’s just not her Sean.”



FAQs:

Q1. Who are Madonna and Sean Penn?
Madonna is a global pop star, while Sean Penn is an Academy Award-winning actor. They were married from 1985 to 1989.

Q2. When were Madonna and Sean Penn married?
The couple tied the knot in 1985. Their marriage lasted until 1989.


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