30 Most Memorable Hair Moments in the History of Fashion

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4. Diana Ross’s Lustrous Curls in the Rain

It is still hard to get over the bold glamour of Diana Ross’s iconic performance in Central Park in 1983, when it was pouring cats and dogs, and Diana was crooning soulfully with her voluminously long curls sashaying in the wind. To this day, many celebrities, including Rihanna, attempt to mimic Diana’s lustrously soft and long curls.

Diana Ross Long, Voluminous Curls
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5. Madonna’s Ever-Changing Hair Trends

Madonna was the ultimate diva and trendsetter back in the 80s, and she always embraced the wildest and boldest of transformations, such as massive bangs, side ponytails, bold scrunchies and grudge-style teased roots. Her hair transformation continue to inspire us after all these years.

Madonna Teased Look
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6. Sinead O’Connor’s Iconic “Nothing Compares 2 U” Music Video

Sinned O’Conner’s most incredible music video, Nothing Compares 2 U, is remembered for a great many reasons, but the fashion radar simply cannot get over her gorgeous visage with her signature short haircut, crooning into the camera. Later in an interview with Oprah, Sinead admitted that she had decided to shave her head to anger record executives who had ‘advised’ her to wear longer hair in order to “look prettier”.

Sinead O'Connor Look Prettier
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7. Halle Berry’s Pixie Cut

Halle Berry’s iconic hair transformations have inspired the fashion radar throughout the 90s and the years that followed, and she has emerged as the official poster girl for the pixie hair statement. Her shaggy and short cropped hair cut is a cult favorite, much like her iconic Catwoman ensemble.

Halle Berry Pixie Cut
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8. Jennifer Anniston and the Iconic “Rachel” haircut

For her role as Rachel on Friends, celebrity hairstylist Chris McMillan gave Jennifer a gorgeous face-framing layered haircut, and in a few days, it proved to be the most iconic hair inspiration in popular culture. Even though Jennifer admitted that she hated that haircut, it is one of the most iconic hair statements of the 90s.

Jennifer Aniston "The Rachel" Cut
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