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Best Fashion Moments of the Early 2000’s
What were they thinking?! Super low cut jeans, UGG boots, belly shirts and butterfly hair clips oh my! Check out the most memorable and cringeworthy fashion moments of the early 2000’s. Click the NEXT button to start slideshow.
Reality star and socialite Paris Hilton definitely had a signature look going on a decade ago which included a great spray tan, a tiara and anything that showed off her flat tummy.
Not only were Christina Aguilera’s vocals a head-turner, so were her fashion choices in the 2000’s.
Before becoming a fashionista in her own right, Nicole Richie’s fashion game went through a rough patch.
Pop princess Britney Spears was on top of the world in her career, but taking a look at some of her fashion choices has us scratching our head. Who could forget the iconic denim dress!
Pop star turned fashion designer Jessica Simpson made some fashion mistakes in her earlier years, red latex anyone?
Back when Pink’s hair was actually “pink,” she loved to complement her rebellious attitude with her rocker style.
Who could forget the moment Jennifer Lopez walked the red carpet at the Grammy’s in the now infamous green Versace dress!
This good girl, gone bad was in her film heyday in early 2000’s.
The first winner of American Idol Kelly Clarkson fell victim to some of the major fashion fails of the 2000’s including belly shirts and flare jeans.
Singer Gwen Stefani definitely marched to the beat of her own drum when it came to her unique fashion choices.
Ryan Seacrest embraced the uber-popular hair trend, frosted tips!
Juicy Couture was literally everywhere and worn by almost every celeb during the early 2000’s.
With celebrities such as Ashton Kutcher and Justin Timberlake embracing the truck hat trend, you began to see it everywhere!
These super low-cut pants with lace tie-ups were a huge trend in the 2000’s, worn by almost every performer during that era.
From trucker hats to fedoras, hats were a huge trend in the 2000’s.
From Queen Bey to Gwen Stefani, multiple celebs were guilty of sporting the cropped pirate pant trend.
Leather was a major trend in the 2000’s. Why red was the go-to color, we’ll never know.
The handkerchief hemline dress made appearances on numerous red carpets throughout the 2000 decade.
Celebrities began embracing undergarments as fashion staples. Behold, the slip dress trend.
The pashmina was one of the most worn fashion accessories on the red carpet in the 2000’s.
Although the comfort factor was in full effect, the cargo pant trend was a major eye sore.
In 1999, American Pie hit the big screen, sky rocketing Tara Reid’s career in the early 2000’s.
Reality star and makeup guru Kim Kardashian has seriously upgraded her fashion game in the last decade!
Eve was on top of her music career in the 2000’s, unfortunately we can’t say the same for her fashion choices! She’s come along way since her Ruff Ryder days.
Remember when Beyonce and her Destiny Child group members would all dress in matching outfits?!
The matching continues!
And continues…..
Before she became “Black Widow” as part of the mega movie franchise The Avengers, Scarlett Johansson made a few style mistakes.
With the popular series Buffy the Vampire Slayer and films like Cruel Intentions, Sarah Michelle Gellar made a number of red carpet appearances in the early 2000’s.
Former Disney darling Hilary Duff has come a long way since her Lizzie Maguire days!
Reese Witherspoon was one of many actresses who embraced the hair clip trend of that era.
The usual fashion-forward Sex in the City star Sarah Jessica Parker made a few fashion hiccups in the early 2000’s.
Child actress turned movie star Jessica Biel quickly gained a more polished look as she and her fame grew. Check out those tan lines!
Speaking of Jessica Biel, here’s her other half Justin Timberlake, who went through a few fashion phases in the 2000’s.
Justin Timberlake, along with his bandmates of N’SYNC had more than a dozen WTF fashion moments.
Former Disney star Ashley Tisdale went for the layered look and piled on the accessories for her premieres.
I’m just going to leave this one right here….
Mya was one of the biggest recording arts in the 2000’s with her collaboration on Lady Marmalade topping the charts.
Also, a collaborator on Lady Marmalade, rapper Lil’ Kim wore some unforgettable cringe-worthy outfits.
Trying her way in the music game, singer Ashlee Simpson tried a few different looks, and hair colors, before settling on her style.
Alicia Keys had a few “what was she thinking” moments during her rise in fame. Her hit song “Fallin'” debuted in 2001.
With the popularity of the hit series The O.C., came numerous red carpets for lead actress Mischa Barton.
This now fashion maven didn’t always have her style together.
Singer Rihanna has her own unique sense of style, and soon found her way, but not until after a few styling fails along the way including belly chains and showing her underwear.
With the hit reality series Laguna Beach debuting in the early 2000’s, came an onset of California girls and fashion. You decide if it was a hit or miss.
The reality front woman of Laguna Beach is now a fashion designer and television personality.
It was tough for the Olsen twins to escape the limelight during the 90’s and 2000’s with their popularity with television shows, movies and clothing line.
Portrayed as the girl next door, Mandy Moore has some choice fashion moments in the early 2000s. Bring on the plaid and fringe!
During the era of the micro-mini skirts and belly shirts, singer Fergie pulled off this look time and time again.
Grab an oversized tie and a pair of chucks if you want to dress like singer Avril Lavigne in the early 2000’s.
Maybe they were planning on going skydiving after the show? Seriously, what’s the reason behind the goggles?
Let’s take a trip down Wisteria Lane. This former Desperate Housewives star loved a great crop top, or sometimes no top, when she appeared for events.
Actress Rachel Bilson has seriously stepped up her fashion since her days on The O.C.
Prior to becoming a Hollywood A-lister, Anne Hathaway made some style slip-ups.
Leather, leather, and more leather. In 2000, 4 of the 5 Spice Girls reunited to make their 3rd and final album entitled “Forever.”
Actress Natalie Portman was already a Hollywood veteran by the time she hit the early 2000’s, first hitting the big screen in 1994 at the age of 11 in the movie The Professional.
Even Cameron Diaz was guilty of making some fashion flops.
Who could forget Lara Flynn Boyle’s ensemble worn during the 2003 Golden Globe Awards.
A look back to singer Björk’s infamous swan dress for the 2001 Oscar’s red carpet. What was she thinking?
Paris Hilton
Reality star and socialite Paris Hilton definitely had a signature look going on a decade ago which included a great spray tan, a tiara and anything that showed off her flat tummy.
Christina Aguilera
Not only were Christina Aguilera’s vocals a head-turner, so were her fashion choices in the 2000’s.
Nicole Richie
Before becoming a fashionista in her own right, Nicole Richie’s fashion game went through a rough patch.
Britney Spears
Pop princess Britney Spears was on top of the world in her career, but taking a look at some of her fashion choices has us scratching our head. Who could forget the iconic denim dress!
Jessica Simpson
Pop star turned fashion designer Jessica Simpson made some fashion mistakes in her earlier years, red latex anyone?
Pink
Back when Pink’s hair was actually “pink,” she loved to complement her rebellious attitude with her rocker style.
Jennifer Lopez
Who could forget the moment Jennifer Lopez walked the red carpet at the Grammy’s in the now infamous green Versace dress!
Lindsay Lohan
This good girl, gone bad was in her film heyday in early 2000’s.
Kelly Clarkson
The first winner of American Idol Kelly Clarkson fell victim to some of the major fashion fails of the 2000’s including belly shirts and flare jeans.
Gwen Stefani
Singer Gwen Stefani definitely marched to the beat of her own drum when it came to her unique fashion choices.
Ryan Seacrest
Ryan Seacrest embraced the uber-popular hair trend, frosted tips!
Velour Jumpsuit
Juicy Couture was literally everywhere and worn by almost every celeb during the early 2000’s.
The Trucker Hat
With celebrities such as Ashton Kutcher and Justin Timberlake embracing the truck hat trend, you began to see it everywhere!
Low-Rise Lace Up Pants
These super low-cut pants with lace tie-ups were a huge trend in the 2000’s, worn by almost every performer during that era.
The Fedora
From trucker hats to fedoras, hats were a huge trend in the 2000’s.
Cropped Pirate Pants
From Queen Bey to Gwen Stefani, multiple celebs were guilty of sporting the cropped pirate pant trend.
Red Leather
Leather was a major trend in the 2000’s. Why red was the go-to color, we’ll never know.
The Handkerchief Hemline Dress
The handkerchief hemline dress made appearances on numerous red carpets throughout the 2000 decade.
Slip Dress
Celebrities began embracing undergarments as fashion staples. Behold, the slip dress trend.
The Pashmina
The pashmina was one of the most worn fashion accessories on the red carpet in the 2000’s.
Cargo Pants
Although the comfort factor was in full effect, the cargo pant trend was a major eye sore.
Tara Reid
In 1999, American Pie hit the big screen, sky rocketing Tara Reid’s career in the early 2000’s.
Kim Kardashian
Reality star and makeup guru Kim Kardashian has seriously upgraded her fashion game in the last decade!
Eve
Eve was on top of her music career in the 2000’s, unfortunately we can’t say the same for her fashion choices! She’s come along way since her Ruff Ryder days.
Beyonce
Remember when Beyonce and her Destiny Child group members would all dress in matching outfits?!
Destiny’s Child
The matching continues!
Destiny’s Child
And continues…..
Scarlett Johansson
Before she became “Black Widow” as part of the mega movie franchise The Avengers, Scarlett Johansson made a few style mistakes.
Sarah Michelle Gellar
With the popular series Buffy the Vampire Slayer and films like Cruel Intentions, Sarah Michelle Gellar made a number of red carpet appearances in the early 2000’s.
Hilary Duff
Former Disney darling Hilary Duff has come a long way since her Lizzie Maguire days!
Reese Witherspoon
Reese Witherspoon was one of many actresses who embraced the hair clip trend of that era.
Sarah Jessica Parker
The usual fashion-forward Sex in the City star Sarah Jessica Parker made a few fashion hiccups in the early 2000’s.
Jessica Biel
Child actress turned movie star Jessica Biel quickly gained a more polished look as she and her fame grew. Check out those tan lines!
Justin Timberlake
Speaking of Jessica Biel, here’s her other half Justin Timberlake, who went through a few fashion phases in the 2000’s.
N’SYNC
Justin Timberlake, along with his bandmates of N’SYNC had more than a dozen WTF fashion moments.
Ashley Tisdale
Former Disney star Ashley Tisdale went for the layered look and piled on the accessories for her premieres.
N’SYNC
I’m just going to leave this one right here….
Mya
Mya was one of the biggest recording arts in the 2000’s with her collaboration on Lady Marmalade topping the charts.
Lil’ Kim
Also, a collaborator on Lady Marmalade, rapper Lil’ Kim wore some unforgettable cringe-worthy outfits.
Ashlee Simpson
Trying her way in the music game, singer Ashlee Simpson tried a few different looks, and hair colors, before settling on her style.
Alicia Keys
Alicia Keys had a few “what was she thinking” moments during her rise in fame. Her hit song “Fallin'” debuted in 2001.
Mischa Barton
With the popularity of the hit series The O.C., came numerous red carpets for lead actress Mischa Barton.
Blake Lively
This now fashion maven didn’t always have her style together.
Rihanna
Singer Rihanna has her own unique sense of style, and soon found her way, but not until after a few styling fails along the way including belly chains and showing her underwear.
Kristin Cavallari
With the hit reality series Laguna Beach debuting in the early 2000’s, came an onset of California girls and fashion. You decide if it was a hit or miss.
Lauren Conrad
The reality front woman of Laguna Beach is now a fashion designer and television personality.
Mary-Kate and Ashley Olsen
It was tough for the Olsen twins to escape the limelight during the 90’s and 2000’s with their popularity with television shows, movies and clothing line.
Mandy Moore
Portrayed as the girl next door, Mandy Moore has some choice fashion moments in the early 2000s. Bring on the plaid and fringe!
Fergie
During the era of the micro-mini skirts and belly shirts, singer Fergie pulled off this look time and time again.
Avril Lavigne
Grab an oversized tie and a pair of chucks if you want to dress like singer Avril Lavigne in the early 2000’s.
Backstreet Boys
Maybe they were planning on going skydiving after the show? Seriously, what’s the reason behind the goggles?
Eva Longoria
Let’s take a trip down Wisteria Lane. This former Desperate Housewives star loved a great crop top, or sometimes no top, when she appeared for events.
Rachel Bilson
Actress Rachel Bilson has seriously stepped up her fashion since her days on The O.C.
Anne Hathaway
Prior to becoming a Hollywood A-lister, Anne Hathaway made some style slip-ups.
The Spice Girls
Leather, leather, and more leather. In 2000, 4 of the 5 Spice Girls reunited to make their 3rd and final album entitled “Forever.”
Natalie Portman
Actress Natalie Portman was already a Hollywood veteran by the time she hit the early 2000’s, first hitting the big screen in 1994 at the age of 11 in the movie The Professional.
Cameron Diaz
Even Cameron Diaz was guilty of making some fashion flops.
Lara Flynn Boyle
Who could forget Lara Flynn Boyle’s ensemble worn during the 2003 Golden Globe Awards.
Björk
A look back to singer Björk’s infamous swan dress for the 2001 Oscar’s red carpet. What was she thinking?
