Jennifer Aniston's best hairstyles from over the years (and the one she regrets!) (2024)

Jennifer Aniston's hair deserves an Instagram account of its own. With a few exceptions, no star has served up as much dreamy hair inspiration as the former Friends star.

Of course, no sentence about iconic hairstyles would be complete without mentioning The Rachel. You'd be hard-pressed to find any other hairstyle from the last 25 years that remains an enduring pop culture reference and a symbol of the 90s. Those choppy layers, that gravity-defying bounce, those delicious caramel highlights, Jennifer Aniston’s cult 90s cut became era-defining statement, even picking up a loyal fan following that included Tyra Banks, Christina Aguilera and Meg Ryan (all of whom headed to their hairdressers for their own rendition of the style).

That iconic hairstyle, however, is a far cry from the layered brown hair she sported at the film premiere of Leprachaun in 1993. In a video with Allure, which is going viral on Instagram today, Jennifer talks about being a fan of the curtain bang. "I love a curtain bang," she said. "I'm a big supporter of them, and I have them." Then suddenly a picture of a young Jen from the premiere pops up on screen and the star immediately remarks, “Oh dear.” It turns out that Jennifer did her own hair and makeup for the occasion, including cutting her own curtain bangs, something she appears to regret now.

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It's not the only hairstyle she has mixed feelings about. Even the infamous Rachel wasn't the fairytale cut everyone assumed it was. "How do I say this? I think it was the ugliest haircut I've ever seen," Jennifer confided in a separate interview with Allure. "I love Chris [McMillan]," she noted, but "he's the bane of my existence at the same time because he started that damn Rachel, which was not my best look." The problem, she said, was that she had no idea how to style it. "It only lasted for about six months because it just was hard to do. I loved it, but I couldn’t style it on my own."

Jennifer Aniston's best hairstyles from over the years (and the one she regrets!) (2024)
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