Over 30 Celebrities Who Look Completely Different in Their Photos from the 2000s

Written by: Abdullah
Published:

We thought cherry logos and fuzzy dice were a thing of the past. To celebrate the return of the nineties, let’s take a look at some celebrities who have since changed their style.

Kim Kardashian

Fashion was so bad in the nineties that pretty much everyone looks better today than they did back then. At that time, Kim Kardashian wasnโ€™t wearing Skims but Juicy. In this photo, we see Kimmy in a pink velour Juicy Couture tracksuit, flip-flops, and a white Louis Vuitton handbag. And most notably, her makeup is very different from what it is now.

(Izquierda) Instagram // @millenialarchives | (Derecha) Reddit // u/acid_woo

Ashley Olsen

To be honest, weโ€™re completely obsessed with the Olsen twins. Maybe it’s because they were everywhere in the 90s, and in the 90s, they became the queens of fashion. When the twins started to express their personal style, Ashley was the more classic of the two.

(Left) POPSUGAR // Evan Agostini | (Right) Pinterest // @WhoWhatWear

The twins have retired from acting (who can blame them?), but they remain active in the fashion world. Ashley now has a more grown-up version of her grunge look.”

Ariana Grande

“The twins have retired from acting (who can blame them?), but they remain active in the fashion world. Ashley now has a more grown-up version of her grunge look.”

(Left) Twitter // @firelrd_zuko | (Right) Twitter // @Vilulodoruggi

Ariana Grande has come a long way in terms of style. Now, she often sports a high ponytail along with glamorous dresses and oversized streetwear.”

Mischa Barton

“Here is a true celebrity from the nineties. In fact, actress Mischa Barton was literally named the It girl of 2003. With her role as Marissa Cooper, she was who we all wanted to be. However, since then, she has spoken about the pressure and paparazzi intrusion during that time.

(Left) Pinterest // @buzzfeed | (Right) Reddit // u/PrincessBananas85

In this snapshot from the orange carpet of the nineties, Mischa wears a long gray sequined and pleated top, jeans, and shoes.”

Lindsay Lohan

“Continuing with the nineties It girls, we arrive at Lindsay Lohan. The path of this star is rather tragic. She was a huge child star, found success in the nineties with major teen movies, and then became a sensationalized tabloid spectacle. Like Mischa, Lindsay was hounded by the press, with her every move scrutinized.

(Left) Pinterest // @buzzfeed | (Right) Facebook // Lindsay Lohan”

Naturally a redhead, Lindsay sported some less-than-flattering looks in the nineties. Remember when she went blonde? Now she’s back to her natural red.”

Rihanna

“The good girl gone bad has also had a major style transformation. RiRi is considered one of the style queens: sheโ€™s bold, experimental, and a trendsetter. In the nineties, she was a fresh-faced pop star wearing baby doll tops and cowboy boots.”

(Izquierda) Pinterest // @buzzfeed | (Derecha) Pinterest // @twitter

“Now she’s a true fashion powerhouse with her own brand. Here, the singer and makeup mogul is wearing an oversized striped blazer with a cap and gold chains.”

Gwen Stefani

Some might say that Gwen Stefani has maintained her style over the years. After all, sheโ€™s always worn platinum blonde hair and red lipstick (despite this photo). However, while she hasnโ€™t aged much, Gwen has evolved with the times when it comes to style. Plus, her love life has had a certain sartorial influence.

(Left) Reddit // u/Chef__Goldblum | (Right) HawtCelebs // hawtcelebs.com

In the nineties, Gwen launched her solo album and embraced a skater style. Now, thanks to her fiancรฉ Blake Shelton, she leans more toward country. Just look at those boots.

Tara Reid

Actress Tara Reid is one of those stars who seems to be stuck in the nineties. Back then, she was a star, but tabloids painted her as the ultimate party girl. After a botched plastic surgery, the star has mostly flown under the radar.

(Left) Reddit // u/giinkgoo | (Right) Daily Mail // The Daily Stardust

In this photo, Tara is wearing an array of nineties items. Weโ€™ve got low-rise jeans, dog tags, a sideways trucker hat, a belly chain, and a truly awful layered top. She definitely looks different today.

Katy Perry

In the mid-nineties, Katy Perry burst onto the scene with her hit โ€œI Kissed a Girl.โ€ Before that, she tried to make it as a gospel singer under the name Katy Hudson. Despite her Pentecostal pastor parents’ opinions, she became a massive pop star.

(Left) Reddit // [deleted] | (Right) Instagram // @thombrowne

Back then, Katyโ€™s style was pretty low-key compared to her later looks. No cupcakes or burgers, just yellow stiletto heels, shorts, and a top. Now sheโ€™s a true fashion chameleon.

Paris Hilton

Sheโ€™s the queen of the nineties! Paris Hilton appeared out of nowhere and was suddenly everywhere. With her Juicy tracksuits and tiny dogs, Paris was the It girl of the decade. We donโ€™t care what others say.

(Left) Instagram // @parishilton | (Right) Instagram // @popsugar

Though Paris Hilton no longer has her baby voice, her style is quite similar. Of course, she fully leans into her persona, embodying all things Paris. And her hair and…

Christina Aguilera

Surely, every kid in the nineties wanted to look like Christina Aguilera after her makeover with โ€œDirrty.โ€ In the 90s, she was a Disney kid turned pop star, like Britney. However, with her new album, Christina became Xtina, debuting wild beauty looks and a love for chaps.

(Left) Pinterest // @buzzfeed | (Right) Instagram // @xtina

Over the years, Christina Aguilera has gone through several style transformations. For instance, she had that burlesque phase after starring in the movie. Now, she looks like the multimillion-dollar star she is.

Avril Lavigne

When we first met Canadian teenager Avril Lavigne, she was presented as the ultimate skater girl. Avril was the rebel of the era. Or at least, thatโ€™s what we were supposed to think.

(Left) Twitter // @2000sthetic | (Right) Facebook // Avril Lavigne Fans

Avril has stayed true to her punk rock vibe over the years, with a few updates. For a while, she leaned into kawaii styles, although she faced some criticism for it. In this shot, sheโ€™s wearing punk pink plaid but with a more modern silhouette.

Britney Spears

Oh, Britney, Britney, Britney. The Princess of Pop was an absolutely huge star in the nineties, with hit after hit. Like other young stars of her generation, Brit was followed, harassed, and scrutinized by the paparazzi. All this led her to suffer a breakdown.

(Left) Pinterest // @kitschygoth | (Right) Facebook // Digi24

Itโ€™s been a while since Britney has looked her best because she was trapped in an abusive conservatorship. She stated that she wasnโ€™t allowed to get her hair or nails done. Now that her father has been removed, weโ€™re seeing more of her carefree style.

Kelly Osbourne

Like Avril Lavigne, Kelly Osbourne had a more rebellious style than other stars of the nineties. As the daughter of rocker Ozzy Osbourne, she grew up with a metallic edge and an attitude to match. Kellyโ€™s outfits during this decade were quite emo: here she wears a bow in her hair with a Care Bears tutu dress.

(Left) Reddit // u/Chef__Goldblum | (Right) Reddit // u/Bo-naana

Fans were pretty surprised when Kelly Osbourne revealed her new look in 2021. Besides losing weight, it seemed the star had undergone some major cosmetic surgery.

Courtney Love

During her twenties, Courtney Love released solo music and acted in several films. She also wrote three manga collections. In the previous decade, she was known as a grunge musician and the wife of Nirvanaโ€™s frontman, Kurt Cobain.

(Left) Pinterest // @thecut | (Right) InStyle // Dave Berett

Weโ€™re quite surprised to see that the wild Courtney Love has transformed into a rather polished lady. Of course, sheโ€™s still a rock star at heart.

Khloรฉ Kardashian

All the Kardashian-Jenner sisters look very different from when they first appeared on our TV screens. The youngest Kardashian, Khloรฉ, has always considered herself the โ€œfatโ€ sister. With her two petite older sisters, itโ€™s no surprise that Khloรฉ, being taller, always felt like she stood out.

(Left) Pinterest // @usweekly | (Right) Pinterest // @margaagrma93

After several โ€œrevenge bodies,โ€ Khloรฉ is now unrecognizable. She has definitely had cosmetic surgery on her face and probably on her famous body too. Plus, her style game has improved.

Drew Barrymore

As a child star, Drew Barrymore has been around long before the nineties. However, when she joined the cast of the Charlieโ€™s Angels reboot, she became a standout girl of the nineties.

(Left) Pinterest // @emilyna | (Right) Facebook // Drew Barrymore, New York

Seriously, even Destinyโ€™s Child referenced that movie and called out the angels by name. Imagine that. Here, a laid-back Drew is wearing bootcut jeans, a khaki bomber jacket, and a slogan tee. Her hair is highlighted blonde and pulled back in a ponytail. Since then, Drew has leveled up.

Beyoncรฉ

Speaking of Destinyโ€™s Child, how could we not talk about Beyoncรฉ? Obviously, sheโ€™s been an icon since birth, but she too was subject to nineties trends. As a girl group member, Beyoncรฉ wore especially shiny and strangely shaped outfits.

(Left) Instagram // @carterfamily_beyonce | (Right) Twitter // @housewivesofslc

Here, sheโ€™s wearing two pieces of fabric held together by ruched strings. Beyoncรฉ clearly still enjoys a bit of sparkle, but her style is much more high-fashion now. The star often wears stunning haute couture looks.

Written by Abdullah

Abdullah Malik is an SEO writer and content reviewer specializing in entertainment and celebrity news with TrendingThat.com. He has written over 2000+ articles and has helped rank numerous websites. An avid follower of media, music, TV, and film, Abdullah combines his passion for entertainment with his expertise in SEO to create engaging, high-ranking content. As a dedicated writer and content reviewer, he is always looking to enhance his skills as a storyteller, journalist, and SEO expert.