1. Rhianna at a Teen People event, 2005 - Now

imagesource/pintrestThroughout the noughties, Rhianna made a name for herself not only in music, but in movies, fashion and now beauty with her skincare and makeup brand, Fenty pushing her towards billionaire status. She's now expecting her first child with rapper boyfriend Asap Rocky.
2. Ariana Grande at Planet Hollywood, 2008 - Now

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If you grew up watching Nickelodeon, you'll remember Ariana Grande from back in the day before she catapulted into stardom. Ariana has now become one of the most recognisable names in the industry, experiencing numerous highs, but with every high comes some crushing lows.
3. Zac Efron at the WBs All-Star Summer Party, 2004 - Now

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From dreamy heartthrob to leading man, Zac Efron's done pretty well for himself since his High School Musical days. And can I just say, who one earth told him it would be acceptable to wear flip flops on the cat walk...with a pair of jeans?!
4. Anna Kendrick at the Tony Awards, 1998 - Now

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Anna's been grinding since 2003 when she got her big break in musical comedy, Camp when she was just 18. After almost 20 years in the industry, she's become a bit of a household name. She's continued to expand her horizons and gone from strength to strength in the industry, starring alongside some Hollywood legends.
5. Taylor Swift at the CMT Music Awards, 2006 - Now

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Singer and songwriter, Taylor Swift, stepped out into the spotlight 16 years ago, can you believe it? Over the years, she's experienced ups and downs in the industry - butting heads with the likes of Kanye West & Kim Kardashian but one thing we can say about her, is she's never afraid to speak her mind, no matter what the backlash will be.
6. Khloé, Kourtney, Kim, Rob, Bruce, and Kris Jenner at the Cinderella video release, 1995 - Now

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When we first met the Kardashians in 2007, no one, including them knew just how well the show would do. Kris and daughter Kim thought the show was only going to last one season, but 20 seasons later, the family embarked on a new adventure with the debut of their new reality show, "The Kardashians" this year.
7. Jennifer Lawrence at an event, 2007 - Now

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Don't Look Up actress, Jennifer Lawrence has gone from strength to strength and was the highest paid actress in Hollywood for a number of years before deciding to take a well deserved break from acting for two years. She had conquered the world of acting and decided it was time for her to concentrate on herself for a bit.
8. Brad Pitt at a charity event in LA, 1988 - Now

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For over three decades, women and men have fawned over Hollywood actor and hunk, Brad Pitt. The actor has been in the public eye since starring in Thelma and Louise in 1991 and after his bitter custody battle with ex-wife Angelina Jolie, Pitt seems to be back in a great place in his life and career.
9. Blake Lively at the Nickelodeon Kids' Choice Awards, 2005 - Now

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After starring in The Sisterhood of Travelling Pants, Lively landed her breakthrough role in teen series, Gossip Girl, where she played troubled 'It girl', Serena van der Woodsen. She's made headlines throughout the years for dating stars like Penn Badgley and Leonardo Di Caprio, but has settled down and since had children with actor, Ryan Reynolds.
10. Mindy Kaling at the 40-Year-Old Virgin premiere, 2005 - Now

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Mindy Kaling is the definition if "working her way up". It was difficult for her to make her mark in the industry that typically favors white, slim, women, but she did it! She started as a staff writer on "The Office" before going on to create her own material for her hit show "The Mindy Project".
11. George Clooney at an Amnesty International event, 2006 - Now

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Actor and screenwriter, George Clooney has been on our screens since the 80s and has dated his fair share of Hollywood stars throughout the years, before marrying activist and lawyer, Amal Clooney. Unlike many Hollywood stars, George has stayed out of the limelight enough to enjoy his life and now just appears in movies from time to time.
12. Reese Witherspoon at the Man in the Moon premiere, 1991 - Now

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This superstar got her big break in the 90s, starring in films like 'Cruel Intentions' and 'Election'. Throughout her career, she's earned Academy Awards and gone on to produce shows like 'Big Little Lies' and 'Little Fires Everywhere'.
13. Britney Spears at the American Music Awards, 1998 - Now

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At just 16, Britney Spears became one of the most famous people in the world. Girls wanted to be her, and boys wanted to be with her. But with her highs came some very low lows and throughout her career, she endured ridicule, scandals, controversy and private turmoil. Good news is, it finally looks like she's coming through the other side of it.
14. Jessica Biel at a WB party, 1998 - Now

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Let's be honest, fashion in the early-2000s wasn't the best was it, but Jessica Biel somehow managed to make everything look good. After starring in TV drama, 7th Heaven, her career took off and since, has starred alongside some of Hollywood's biggest stars.
15. Beyoncé, (with Kelly Rowland, LeToya Luckett, and LaTavia Roberson) at the Soul Train Music Awards, 1998 - Now

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You don't even have to be obsessed with Beyonce to appreciate her talent and well deserved success. From being a member of Destiny's Child in the late 90s to becoming the world's biggest female entertainer, it's safe to say Beyonce has carved her way into the Hollywood and Musical Hall of Fame.
15. Rupert Grint, Daniel Radcliffe, and Emma Watson, with J.K. Rowling, at the Harry Potter and the Scorcerer's Stone premiere - Now

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This trio basically grew up on set of the Harry Potter films together, starting the first movie as children, and finishing it well into their adulthood. The three of them still have a sibling connection and even thought Rupert and Daniel don't spend much time on their phones, they still manage to stay in touch with Emma regularly which is very sweet!
16. Mary-Kate and Ashley Olsen on the ABC press tour, 1991 - Now

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The twins famously took turns starring in Full House through the late 80s & early 90s before going on to star in their own movies. New York Minute, Our Lips Are Sealed & So Little Time were up there with every teen girls favourite movies.
17. Kerry Washington at an amfAR event, 2001 - Now

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20 years and many award wins later, Kerry Washington has built her career steadily in TV and films like "Save the Last Dance" & "Bad Company". Washington starred alongside Jamie Foxx in "Ray" then reunited in 2012's "Django Unchained".
18. Katy Perry at an LA Fashion Week show, 2003 - Now

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We've watched Katy Perry journey from budding music artist into huge superstar, but her success didn't just happen overnight! Throughout her journey, she has won Billboard Music Awards, American Music Awards, People's Choice Awards, MTV Video Music Awards and Teen Choice Awards as well as being nominated for 13 Grammy Awards.
19. Scarlett Johansson at the Manny and Lo premier, 1996 - Now

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Scarlett began her movie career in the mid 90s and continued to make a name for herself in the 2000s. Her first Marvel appearance was in 2010s in Iron Man 2, but things weren't always easy for Johanssen, She joked that her career has been made out of controversies,
“It can be embarrassing to have the experience of, ‘Wow, I was really off mark there,’” she told the
Gentlewoman in March 2021.
20. Angelina Jolie at the Oscars, 1986 - Now

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For nearly three decades, Angelina Jolie has been dominating the entertainment industry. She won an Oscar in the 90s, before continuing her success in the 2000s through Lara Croft and Mr & Mrs Smith. And now she's single, after her complicated split with Brad Pitt, she's keeping her love life on the down low, away from the media.
21. Emma Stone at a party to celebrate Brandon Davis' jean collection, 2006 - Now

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Arizona native, Emily Stone, has had quite a long history in the spotlight after dropping out of high school to pursue her career in Hollywood. She began by bagging small roles in Medium, Malcolm in the Middle and The Suite Life of Zak & Cody before skyrocketing to fame thanks to roles in Superbad and Easy A.
22. Miley Cyrus at the Disney Channel event, 2006 - Now

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After becoming a household name on Hannah Montana in 2006, Tennessee native blossomed into an A-List movie star and singer. Over the years, she's garnered criticism as she embraced growing up
“I know the public feels invested in my past relationship because they felt like they saw it thru from the beginning,” she wrote in a lengthy Instagram post.
23. Jennifer Aniston at an NBC party, 1990 - Now

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Since the 90s, Jen An has been a household name & America's favourite sweetheart. She skyrocketed to fame after landing the role in Friends and even had a hair cut named after her. She has since starred in dozens of films and series through the years, continuing to cement her place in the Hollywood Hall of Fame.
24. Lindsay Lohan at the Parent Trap premiere, 1998 - Now

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After starting her career out modelling, Lohan went on to play twins Annie James and Hallie Parker in The Parent Trap, which scored her a three film contract with Disney. While she may have enjoyed a lot of success, she also struggled with her mental health but has luckily come out of the other side of it now and has announced her Hollywood comeback.
25. Jennifer Lopez at the Mi Vida Loca premiere, 1994 - Now

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When you think of bronzed and glowy skin, you instantly think of JLo and at 53 years of age, it's safe to say shes probably looking the best she ever has. The singer, actress and businesswoman recently wedded ex-beau and Hollywood star, Ben Affleck.
26. That 70s Show stars Wilmer Valderrama, Topher Grace, Laura Prepon, Danny Masterson, Mila Kunis, and Ashton Kutcher at the Emmys, 1998 - Now

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Ashton and Mila have gone on to marry and start a family together. Val Kilmer carried on his acting career, but kind of fell off the wagon in the noughties, and the rest. Well, they carried on acting with Laura Prepon starring in OITNB and Topher Grace bagging movies like Interstellar and Spider Man 3.
27. Kristen Stewart at the Panic Room premiere, 2002 - Now

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Kristen is one of the most accomplished actresses of this generation with her career cased predominantly in indie movies. This multi talented actress has gone through major public romances and fallouts and arguments with the POTUS just to name a few. This extremely talented star is now one of the highest paid actresses in Hollywood.
28. Zoe Saldana at the Center Stage premiere, 2000 - Now

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Zoe's career has spanned over two decades and she only getting better and better. The mother of three has starred in some of Hollywood's biggest movies and doesn't seem to have aged one bit since first stepping out on the red carpet 22 years ago.
29. Josh Hutcherson at the Hansel and Gretel premiere, 2002 - Now

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Hutcherson's breakthrough role was in 2007 in Bridge to Terabithia which was filmed in New Zealand. Hutcherson said of the filming:
"That was an amazing experience. It doesn't get any prettier than that. There were beaches everywhere and all sorts of forests. We took little road trips everywhere and just had a lot of fun."30. Gwyneth Paltrow at the Prince of Tides premier, 1991 - Now

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Oscar winner, Gwyneth Paltrow made quite an impression in Hollywood as a young actress. She started her career of with a bang and has continued to catch eyes through her diverse career, taking on TV, fashion and business as well.
31. Alicia Keys At The Grammys 2002 - Now

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Alicia Keys' first appearance at the music awards shown was back in 2022, when she was nominated for Record of the Year. She also won a fair few awards, including Song of the Year and Best New Artist. In more recent years, she returned to the show to be the host!
32. John Legend At The Grammys 2005 - Now

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John Legend attended the Grammys in 2005 for the first time due to his nomination for quite a lot of categories, including Best New Artist and Song of the Year. Now, almost 20 years later, he's returned a much bigger star, and in 2020 sang a tribute to Nipsey Hussle.
33. Shania Twain At The Grammys 1996 - Now

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Shania Twain rocked up to the 1996 Grammys to grab the win for Best Country Album. And if that don't impress you much, she returned in 2020 to be a guest performer as well as a presenter. You know you've done something right if they want you to present, too.
34. Chrissy Teigen At The Grammys 2008 - Now

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John Legend's famous other half first attended the Grammys in 2008 for that reason - she was in attendance with John in support of his music nominations. In more recent years, she's back - and once again because she's with her husband, John!
35. Bon Iver At The Grammys 2012 - Now

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At their first Grammys appearance in 2012, Bon Iver were nominated for Best New Artist amongst other categories, like Record of the Year. They returned in 2020 for a Record of the Year nomination once again, alongside Album of the Year.
36. Gwen Stefani At The Grammys 1997 - Now

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Gwen Stefani always had a very distinct style, and when she rocked up to the 1997 Grammys, the situation was no different when her band was nominated for Best Rock Album. These days, she's still performing at the awards ceremony, but she looks quite different!
37. The Jonas Brothers At The Grammys 2009 - Now

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Back in 2009, The Jonas Brothers were nominated for Best New Artist - but these days we know they're more than well established! That's why in recent years they've been nominated for Best Pop Duo/Group Performance - and they've certainly had a glow up.
38. Camila Cabello At The Grammys 2017 - Now

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When Camila Cabello turned up at the 2017 Grammys, it wasn't because she was picking up an award nomination this time round, but because she was a guest star. She's accomplished a lot in her music career since, which saw her being nominated at the 2020 show with now-ex Shawn Mendes.
39. James Blake At The Grammys 2014 - Now

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James Blake has definitely had a glow up since his first appearance at The Grammys in 2014, looking a little more suave these days. Back then, he was nominated for Best New Artist, while later for Best Alternative Music Album.
40. Cage the Elephant At The Grammys 2015 - Now

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At their very first Grammys appearance in 2015, band Cage the Elephant were not only nominated, but won the award for Best Alternative Music Album. With a shift in genre in recent years apparently, they've since been nominated for Best Rock Album.
41. Tyler the Creator At The Grammys 2018 - Now

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Tyler the Creator was nominated for Best Rap Album, the reason he showed up to the 2018 Grammys! And in this recent appearance at the awards show, he's been nominated again for - you guessed it - Best Rap Album!
42. Shawn Mendes At The Grammys 2018 - Now

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For his first Grammys appearance in 2018, singer Shawn Mendes was a performer in the awards ceremony. In more recent years, he was there after being nominated for Best Pop Duo/Group Performance alongside ex-girlfriend Camila Cabello!
43. Lana Del Rey At The Grammys 2018 - Now

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Despite Lana Del Rey's first appearance at The Grammys being 2018, she was actually nominated back in 2014, but didn't attend the show. Her 2018 turnout saw her nominated for Best Pop Vocal Album. These days she's come even further and been nominated for both Song and Album of the Year.
44. Bebe Rexha At The Grammys 2018 - Now

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Just like Del Rey, Bebe Rexha's first Grammys attendance was 2018 - but she was actually a guest of the show, and not a nominee. In her recent appearances, she's been a guest and a presenter, too - so doesn't look like she's got any award nominations (yet)!
45. DJ Khaled At The Grammys 2012 - Now

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DJ Khaled is a name we're all familiar with, because it's shouted at us for most of his songs, and back in 2012 when he first appeared at the Grammys, he was nominated for Best Rap/Sung Collaboration with Rick Ross. In recent years, he's been nominated as well as being a performer, notably for the tribute to Nipsey Hussle.
46. Blake Shelton At The Grammys 2008 - Now

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American singer, and these days The Voice judge, Blake Shelton first attended the Grammys in 2008 when he was a guest of the show. He had Miranda Lambert on his arm, whereas in recent years it's now-wife Gwen Stefani he attended with - as well as performing with her.
47. Vampire Weekend At The Grammys 2011 - Now

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Band Vampire Weekend were nominated at The Grammys in 2011 for Best Alternative Music Album. In recent years, they've also been nominated for Best Rock Song and Album of the Year, as well as bagging the win for Best Alternative Music Album.
48. Dua Lipa At The Grammys 2019 - Now

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Dua Lipa's first appearance at the Grammys was quite recently, which you may be surprised about seeing as it feels like she's dominated the pop scene for an age. She won Best New Artist and Best Dance Recording in 2019, and more recently, she's also been a presenter at the awards.
49. Zendaya At The Oscars 2015 - Now

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Zendaya is an actress who has only gone from strength to strength - and her red carpet outfits (as well as her Met Gala outfits) have only gone from strength to strength too. She first appeared at the Oscars in 2015, and she's still attending in recent years.
50. Jake Gyllenhaal At The Oscars 2005 - Now

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10 years before Zendaya graced the red carpet for the first time, actor Jake Gyllenhaal was doing the rounds, here with his sister and fellow actor Maggie Gyllenhaal. Jake's acting career has only gone up and up, which is why he's still attending the red carpet in 2022!