Madonna doesn’t hold back her disdain for her famous failed marriages

Over the past four decades, Madonna has grabbed as many headlines for her outspokenness as she has for her extensive catalog of music. At times, that outspokenness has landed the “Material Girl” singer in hot water. You know, like the time she said she was contemplating “blow up the White House,” per Reuters, or when she shared her controversial opinions on COVID-19, according to The Guardian. Despite all the possible consequences, the singer-songwriter has always maintained her penchant for being an open book.

Take the star’s latest YouTube video, titled “Finally Enough Talk: 50 Questions With Madonna,” for example. Over the course of nearly seven minutes, the famous singer quickly answers a slew of piquant questions as she strolls through her mansion. And while the video is chock-full of interesting tidbits, it’s her revelations about their marriages that have set social media on fire.

For the record, Madonna has been married twice in her life. The first was with actor Sean Penn, to whom she was married from 1985 to 1989. Decades later, Madonna remarried. This time her groom was director and producer Guy Ritchie. The marriage lasted from 2000 to 2008. And while a lot of time has passed since both relationships fizzled out — and each party has enjoyed relationships with other people — Madonna still has pretty strong opinions about her previous marriages.

That’s probably why Madonna regrets her marriages

During Madonna’s video, the interviewer asks, “What decision did you make that, looking back, maybe wasn’t the best decision?” The “Vogue” singer immediately replied, “Get married,” before adding, “Both times!” And while she was in While the video didn’t elaborate on why she feels this way, previous interviews provide plenty of clues.

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For example, Madonna met Sean Penn on the set of her Material Girl video. Within six months they were married. And while things were great for a time, sources close to the couple have revealed in the past that jealousy and allegations of abuse on Penn’s part led to the end of the marriage, according to The Seattle Times. Despite the many ups and downs Madonna went through with Penn, they are good friends today. In addition to working on charity projects together and supporting Penn’s 2015 tour of Madonna, the actress also admitted she still loves her. “Ah, I love my first wife very much,” Penn said (via Entertainment Tonight) when Stephen Colbert asked him to compare Madonna to Britney Spears. “There is no [comparison] … you don’t compare these things.”

On the other hand, Madonna and Ritchie’s marriage fell apart long before the public took notice, according to People. During the play, a source with alleged information about a famous couple listed some of the things that led to their downfall, including distance, outside friendships, and differing religious beliefs. Unlike Penn, the Daily Mail reports, Madonna doesn’t appear to be close to Ritchie, with whom she has two children.