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Pop Queens and Style Kings: Madonna Applauds Harry Styles' Gender-Bending 'Aperture' Look

  • Nishadil
  • January 29, 2026
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  • 2 minutes read
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Pop Queens and Style Kings: Madonna Applauds Harry Styles' Gender-Bending 'Aperture' Look

Madonna Gives Harry Styles Her Stamp of Approval for 'Gender Bending' Fashion

Pop icon Madonna took to Instagram to praise Harry Styles' 'Aperture' photoshoot, celebrating his 'gender bending' style and recognizing his confidence in owning it.

Well, this is the kind of mutual appreciation we absolutely love to see! Pop icon Madonna, never one to shy away from making a statement, recently took to social media to give a massive shout-out to Harry Styles. And let's be honest, when Madonna praises you, it's not just a compliment – it's practically a coronation.

The Queen of Pop spotted a photo of Styles from his now-famous "Aperture" magazine spread, and it clearly resonated deeply with her. She shared the image on her Instagram Story, adding a simple yet powerful caption: "Looks good on you Harry! And you know what? You're owning it!" But she didn't stop there. She followed up with another story, featuring a classic image of herself from her own boundary-pushing days, writing, "A true gender bender!!!" It was a clear, unambiguous passing of the torch, or at least a strong nod of recognition from one revolutionary artist to another.

Styles’ "Aperture" shoot, which first dropped in late 2022, was a masterclass in challenging traditional masculinity. We saw him in a whole array of looks – from delicate ballet slippers to a vibrant feather boa, even a beautiful blue tulle dress. He embraced a soft, almost ethereal aesthetic, all while exuding that undeniable Harry Styles confidence. It wasn't just fashion; it felt like a cultural moment, a playful yet powerful redefinition of what a male pop star can embody.

For Madonna, who has spent her entire illustrious career smashing gender norms, sexual taboos, and societal expectations, seeing Styles step into this space must have felt incredibly familiar. From her iconic cone bras to her unapologetic exploration of sexuality and religion, she paved the way for artists to express themselves authentically, no matter how controversial. So, for her to see a younger artist, a massive global superstar like Harry, confidently navigating similar territory, it's almost like looking into a mirror, seeing that legacy continue to flourish.

It's truly exciting to witness these moments of cross-generational admiration in music. When a legend like Madonna acknowledges the brave artistic choices of an artist like Harry Styles, it not only validates his vision but also underscores the enduring power of pop music to challenge, inspire, and, frankly, just look really, really good doing it.

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