15 Celebrities Who Won TikTok's Viral "Teenage Dirtbag" Challenge

Paris Hilton was made for the TikTok "Teenage Dirtbag" trend, and she knew it too. "This trend when you were one of the most iconic y2k teens," American socialite Hilton wrote in a video as she gazed sultrily at the camera. Cue a montage of pictures with her sister Nicky Hilton Rothschild, best friend Britney Spears, and Nicole Richie, her costar from the iconic television series "The Simple Life". That's hot!

"So sorry to everyone else but I win this trend #Sliving" (a term created by Hilton that is a blend of slaying and living your best life), the hotel heiress added in the caption. Her followers agreed, with one person commenting: "You won this. I remember wanting to literally be you", while another wrote: "The OG influencer, we owe it all to you my queen."

Christina Aguilera gave Paris Hilton a run for her money as she dubbed herself the "OG #teenagedirtbag baby" in her TikTok video. The "Genie In A Bottle" singer served a massive case of nostalgia as she shared several sexy photoshoot snaps from her legendary 2000s Dirrty era, where she sported long platinum blonde hair with black streaks and a fiercely unapologetic attitude to match. She was, and still is, iconic - and her fans couldn't agree more. "THE TREND IS OFFICIALLY OVER. QUEEEEEN. ICON. WINNER," a fan wrote.

Madonna fuelled further competition between the celebrities claiming to be the original "Teenage Dirtbag". The legendary singer shared throwback photos from before she became famous with her hit songs such as "Material Girl" and "Like a Prayer" in the eighties and pictures from when she became a bonafide global star.

Victoria Beckham may be a world-famous fashion designer now, but she reminded everyone how much of an iconic fashionista she has been since the beginning. The former Spice Girl did it for the Brits as she shared her "Teenage Dirtbag" TikTok video. She sported a giant perm in one throwback photo, an off-duty sports chic look in another, while a close-up snap of Posh showed her sporting overlined lips, which were a major trend in the nineties (and now making a comeback thanks to the Y2K fashion resurgence).

Former Disney Channel star Demi Lovato had their "Teenage Dirtbag" years in the spotlight, where, as well as acting, they kickstarted a career in the music industry. The "Camp Rock" star shared several images of them rocking out on stage while sporting dark smudged makeup, worn out band tees, and the famous Myspace-inspired side-sweep fringe. Lovato's emo-goth phase was relatable to their TikTok followers, with one commenting: "Thank you for understanding the assignment."

Lil Nas X proved that you can still have fun with the "Teenage Dirtbag" trend, despite not sharing actual snaps from your teenage years. The "Montero (Call Me By Your Name)" singer, who is known for light-heartedly trolling his fans online, hilariously posted paparazzi photos of himself from when he was leaving the VMAs afterparty in 2021 when he was 22 years old.

Lady Gaga "had to" hop on board the viral TikTok trend, and the results did not disappoint. The "Born This Way" singer, whose real name is Stefani Joanne Angelina Germanotta, shared images of herself sporting brunette locks while dressed in colourful leggings and embellished leotards before she became one of the most recognisable stars in the world. Shortly after those snaps, she transformed into the iconic Lady Gaga. Gaga's dedicated fanbase, aka her Little Monsters, couldn't be more proud of how far she has come, and even Wheatus were thrilled with her video. "SOS. Lady Gaga shattered us into a million pieces. We will never recover from this. Who knew there was such a thing as too much happy?" they gushed in the comments.

Charli XCX, whose real name is Charlotte Emma Aitchison, was also another star who spent her "Teenage Dirtbag" years working hard in the music business. But she proved that you should work hard and play even harder, which is evident from her snaps in which she partied like a rockstar. "Sorry I sort of win the dirtbag thing," the "Boom Clap" singer cheekily wrote in her clip, to which a fan responded: "Babe you created tumblr core."

Ashley Graham is stunning and has always been a beauty and fashion icon, as evident in her TikTok video. The body-positivity model, who has worked with fashion brands such as Levis, Michael Kors, and Dolce and Gabbana, shared throwback snaps of herself partying like a rockstar while still effortlessly managing to pose for the cameras. "Gorgeous then and now #goals," a fan commented, while another added: "So you've been perf forever." She's a natural!

Joe Jonas was every teen girl's crush in the noughties, and he reminded us why with a series of nostalgic photos from his days in the band The Jonas Brothers and from when he starred in Disney's "Camp Rock". He also threw in a picture of his older brother Kevin Jonas with the famous heavy side-swept fringe for good measure.

Lindsay Lohan was one of the most iconic child stars in the world, thanks to "The Parent Trap", before jumping to iconic teen movies such as "Mean Girls" and "Freaky Friday". And Lohan reflected on her best red carpet looks during her teen years for the TikTok trend, and the nostalgia certainly kicked in. However, fans expected Lohan to share photos from her wild child era/partying as they felt it best embodied the "Teenage Dirtbag" trend. "Okay now we wanna see some of the real teenage dirt bag photos. We know you lived a wild life in your younger years! You've always been one of my favs," one wrote. Another fan wrote in defence: "I love that she chose her most innocent teenage dirtbag photos. It's probly how she wants to remember herself & why not cherish that?"

Think Alicia Silverstone was "Clueless" when she took on this TikTok trend? Ugh! As if! Silverstone certainly set the bar high for this TikTok trend as she shared many throwback photoshoot snaps from her early career in the nineties, which even had Lady Gaga declaring: "This has to be my favorite."

Jennifer Garner really understood the assignment. Before she got her big break with the television series "Alias" and the movie "13 Going on 30", and before she wed and divorced Ben Affleck, Garner was just an average everyday high school teenager. The actress shared several images of herself from her many extra-curricular activities, such as band practice, ballet, and drama club. Her hard work paid off because she's now one of the most recognisable names in Hollywood.

Kerry Washington was also keen on showing her TikTok followers her average everyday high school life before she hit the big time with the show "Scandal" and Quentin Tarantino's film "Django Unchained". Cue sweet pictures of her with her high school friends, at prom with her date, and posing for yearbook photos. Little did Washington know she would soon be swapping at-home snaps for glamorous Hollywood photoshoots.

Let's face it, every teen in the early noughties wanted to be Jojo. So you can imagine her "Teenage Dirtbag" video would be iconic. "You know I had to do it," the singer said before sharing pictures of her doing plenty of promos, attending events, and being on magazine covers following the release of her iconic song "Leave (Get Out)" when she was only 13 years old! "I don't think you understand I was o b s e s s e d," a fan wrote.