The most daring revenge dresses of all time: From Princess Diana to Lily Allen

By David Hernandez 02/05/2026

Back in 1994, Princess Diana made history when she stepped out at the Serpentine Gallery, just after it was publicly revealed that her former husband, King Charles, had been unfaithful to her. She marked the occasion, the best way she knew how – with a killer fashion moment.

The dress in question was a daring black velvet off-the-shoulder creation by fashion designer Christina Stambolian, which the royal paired with sheer tights, a decadent triple pearl choker and a pair of killer stilettos.  

Little did Diana know then that moment alone would not only secure her place in fashion and cultural history but would empower generations of women to come. 

Since then, A-listers alike have taken a leaf out of Diana's book when heartbreak hits, proving that a misbehaving partner is no reason to hide in the shaddows.

 

 

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