A Brief History of Celebrities Attempting to Be “Alt”

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Is it possible to be anti-establishment and also a celebrity? No, probably not, and yet that never seems to have stopped A-listers from trying. Exhibit A: Ivanka Trump, who, much to everyone’s surprise, reminisced on her “punk phase”—aka (briefly) dying her hair blue and listening to Nirvana—in her memoir in 2017. You might be rolling your eyes, but this is the only exception in which we’ll give a Trump a free pass: Everyone from Hilary Duff to Skrillex—or, as non-posers know him, From First to Last’s Sonny Moore—have besmirched the titles that fall under the “alternative” umbrella, from goth to emo to punk rock. In honor of the latest throwback from Christina Hendricks, potentially the only real—albeit former—celebrity alt we have, take a look back at some of the most memorable celebrities to, however briefly, cross over to the dark side.


Kanye West and Lorde became the stuff of meme legend when they attended Christian Dior’s Fall/Winter 2015 show in Paris, where they easily could have been mistaken for sulky teens. (If sulky teens could afford Vetements, that is.)


Ashlee Simpson quickly set herself apart from her much blonder older sister, Jessica Simpson, by dying her hair jet black and wearing a color palette to match.


“I was really into Nirvana. My wardrobe consisted of ripped corduroy jeans and flannel shirts. One day after school, I dyed my hair blue,” Ivanka Trump wrote in her 2017 memoir, in which she dropped the bombshell that she, too, enjoyed a “punk phase” at one point or another during her youth. Alas, the photographic evidence is slim, save for this black lace dress and choker that she, perhaps in a fit of teen angst, wore to celebrate her father’s 50th birthday.


A year after the dawn of the Twilight era, Kristen Stewart attended the 2009 Teen Choice Awards wearing a dress adorned with fake bullets, designed by—wait for it—Rock and Republic. She also appears to have gone to lengths to style her hair as messily as possible.


Before he became known as Skrillex, Sonny Moore was already an internet heartthrob, thanks to his long-haired, eyeliner-heavy tenure as singer of the screamo band From First to Last.


Hilary Duff rang in the new year of 2007 with a return to her darker roots, which she first exercised in 2005, during her controversial relationship with Good Charlotte’s Joel Madden.


Evan Rachel Wood, pictured here with Mickey Rourke, attended the 2008 Venice Film Festival with new streaks of red in hair, which was memorably jet black throughout the duration of her relationship with one Marilyn Manson.


The word “goth” gets thrown around a lot when it comes to the early days of Angelina Jolie. And while Jolie was never goth goth, she did make a spate of red carpet appearances such as this one at the 2001 premiere of Lara Croft: Tomb Raider, where she wore all black, with tattoos to match.


Jared Leto has bleached both his hair and eyebrows numerous times for his acting career. He’s also done the exact opposite for his side project, 30 Seconds to Mars.


Taylor Momsen left Gossip Girl in the dust by fully leaning into her dark side, which was best exhibited onstage during performances with her band, the Pretty Reckless.


Take it from 2012-era Paris Jackson: “ROCK STARS NEVER SLEEP.”


When she wasn’t onstage at the Teen Choice Awards, or on-screen alongside Joe Jonas in Camp Rock 2, Demi Lovato spent part of 2010 stepping out in ensembles like leather jackets and ripped tights.


They might now be living the lifestyles of the rich and the famous, but before they married the likes of Cameron Diaz and Nicole Richie, Benji and Joel Madden stuck to wearing eyeliner and playing with their band, Good Charlotte.


Satan bless Christina Hendricks, the only true celebrity former alt we have. While now renowned as a redhead, the actress used to dye her hair black, red, and purple, and has proudly spoken out about doing so on several occasions in the years since. “My parents would say, ‘You’re just alienating everyone. You’ll never make any friends looking like that.’ And I would say, ‘I don’t want those people to be my friends. I’m never going to be friends with the people who beat up a kid while everyone is cheering them on. I hate them,'” she told the Guardian in 2014.