25 Trendiest 2000s Fashion Looks to Dress Like A Millenium Pro

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Influenced by the decades of Hip-Hop, Grunge, and Rock fashion styles infused with Emo vibes and Y2K style logomania, the 2000s fashion has a distinguishable look.

Driven by reality show stars and music celebs like Paris Hilton, Britney Spears, Lindsey Lohan, and the Olsen twins, the 2000s has some of the most outrageous looks that continue to inspire fashion designers and fashionistas alike.

In this article, I’ll introduce you to the 25 trendiest garments, footwear, and accessories of the 2000s fashion era that you can shop for and create your authentic outfits and looks right now.




1. Pocketless Low-Rise Jeans

2000s fashion Pocketless Low-Rise Jeans
Paris Hilton & Ryan Starr wearing pocketless low-rise jeans

The pocketless jeans trend was when low-rise jeans were the decade’s must-have denim style.

Without pockets, you could achieve the illusion of a butt lift and draw even more attention to your derriere.

Leather Patch Low Rise Jeans Low Rise Medium Wash Capri

Moreover, with flip phones being one of the 2000s’ most significant fashion accessories, pocketless jeans were ideal for showcasing your smartphone.

Would you dare to style it like Christina Milian with a visible white thong on the show?

2. Juicy Couture Tracksuits

2000s Fashion Juicy Couture Tracksuits
Britney Spears & Paris Hilton in Juicy Couture Tracksuits.

If you’re an athleisure fan, you should thank the early Juicy Couture tracksuits for making today’s athleisure clothing successful.

With their Juicy Couture tracksuits and oversized Louis Vuitton bags, Paris Hilton and Kim Kardashian stand out as two of the most representative celebrities of the 2000s fashion.

Shape Dusty Blue Velour Skinny Sweatpants Shape Dusty Pink Velour Skinny Sweatpants

The style was so iconic that the pair were commissioned to recreate it for a recent SKIMS shapewear campaign.

And now, with 2000s fashion looks back in vogue, Juicy Couture is also returning as a fashion and pop culture icon.




3. Wedge Mules & Platform Sandals

Wedge Mules & Platform Sandals
Wedge mules & platform sandals

In the 2000s, most footwear was designed to add an extra few inches to one’s height.

Designer brands like Christian Louboutin and Yves Saint Laurent had us falling head over heels for wedges and platforms.

Neon Pink Round Toe Wedge Sliders Women Black Wedge Slide Sandals, Fashionable Toe Post Sandals For Daily

Wedge mules and platform sandals, in that characteristic 2000s look, are ideal if you want to ‘tower over’ your friends.

Above all, as the 2000s platform sandals can be used from spring to late into autumn, wear them for extra height and a lovely summer chic look.

4. Colored Skinny Jeans

Skinny Jeans In Bright Colors
Rihanna in bright yellow skinny jeans

With denim being the staple of that era, it is no surprise that skinny jeans became available in every color under the sun.

Whether you were a True Religion, Diesel, or Sevens fan in the 2000s, you must have owned at least one pair of brightly colored skinny jeans.

Plain High Waist Medium Stretch Denim Pants, Slash Pocket Street Style Multiple Color Choices Skinny Jeans, Women's Denim Jeans & Clothing  Model is wearing: S(4) Fit: True to size Height: 5'7"Bust: 33.5 inchWaist: 25.2 inchHips: 41 inch 2,050 reviews 4.8 All reviews are from verified purchases Item reviews (570) Provider reviews (2,050) Small 2 % True to size 92 % Large 6 % JerseyGirl69 JerseyGirl69 in on Jan 1, 2024 Purchased 3 times My 4th pair from this seller. The sepia is a gorgeous pumpkin or rust like color. Great for fall, but I'll wear them all year long!!! Comfortable and stretchy. I bought sepia, dark violet, and blue. I'm waiting for the dark red ones to arrive!!! I really like them a lot!!! See more Elizabeth Torres Elizabeth Torres in on Dec 8, 2023 Love the pants , I bought them for me as a Christmas gift 🎁 can wait to try them on , Thanx TEMU , You Guys are The BEST !!! ♥️💯♥️ See more BAIZI BAIZI 4.8 573 Followers 13K+ Sold 34 Items Details Save Report this item Material: Cotton Blend Composition: 60% Cotton,37% Polyester,3% Elastane See more plain high waist medium stretch denim pants slash pocket street style multiple color choices skinny jeans womens denim jeans clothing details 0plain high waist medium stretch denim pants slash pocket street style multiple color choices skinny jeans womens denim jeans clothing details 0 plain high waist medium stretch denim pants slash pocket street style multiple color choices skinny jeans womens denim jeans clothing details 1plain high waist medium stretch denim pants slash pocket street style multiple color choices skinny jeans womens denim jeans clothing details 1 plain high waist medium stretch denim pants slash pocket street 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stretch denim pants slash pocket street style multiple color choices skinny jeans womens denim jeans clothing details 54plain high waist medium stretch denim pants slash pocket street style multiple color choices skinny jeans womens denim jeans clothing details 54 Plain High Waist Medium Stretch Denim Pants, Slash Pocket Street Style Multiple Color Choices Skinny Jeans, Women's Denim Jeans & Clothing yellow

Few fashion trends united the menswear and womenswear in 2000s fashion more than the brightly colored skinny jeans, but designers focused more on jewel-tone colors instead of pastel colors.




5. Baguette Shoulder Bags

Lindsay Lohan & Carrie Bradshaw wearing baguette shoulder bags in 2000s fashion
Lindsay Lohan & Carrie Bradshaw wearing baguette shoulder bags in the 00s

The 2000s baguette shoulder bags were the perfect size for a lip gloss, mirror, keys, and flip phone.

The 2000s fashion years are also the origin of logomania in designer handbags, as no outfit was complete without a logo bag on your arm.

Jade Baguette Bag Marge Sherwood Metallic Belted Hobo Bag

The baguette shoulder bag rose in popularity as a mini-bag style with an entry-level designer price tag.

While shoulder bags like Louis Vuitton’s Pochette were a celebrity must-have, brands like Coach and Dooney & Bourke became famous for launching baguette bags at far more attainable price points.

6. Baby T-shirts and Tank Tops

2000s Fashion Baby T-shirts & Tank Tops
Beyonce & Christina Aguilera wearing baby t-shirts & tank tops

One stylistic aspect that united most 2000s hip-hop fashion looks was the figure-hugging silhouettes.

As athleisure wear became one of the prominent 2000s fashion trends, it’s no surprise that these closet staples appeared everywhere, from the red carpet to coming-of-age movies.

Jersey Butterfly Graphic Crop Tee Cider X Bratz Striped Graphic Baby Tee

Often seen in the Friends TV series or worn by the 2000s Disney stars like Alyson Michalka, Ashley Tisdale, and Hilary Duff, baby t-shirts and tank tops were also excellent for showing off your fresh spray tan and midriff.

Those who wanted to showcase a more modest look would wear baby t-shirts under their tank tops.




7. True Religion Bootcut Jeans

2000s Fashion: True Religion Bootcut Jeans
Jessica Alba & Jessica Simpson wearing ‘True Religion’ bootcut jeans in the 2000s

True Religion was one of the biggest clothing brands of that decade, often regarded as an icon of the 2000s fashion.

The classic True Religion bootcut jeans became popular in the 2000s to the point where the trousers were considered a status symbol, along with Juicy Couture’s velour tracksuits.

Low-Rise Flare Jean Bootcut Jean - Go Tinted

Wore by Destiny’s Child, Jessica Simpson, and Kanye West, True Religion’s horseshoe stitching acted as a ‘coolest people club’ membership card anywhere you went.

8. Capris Pants

2000s Fashion 2000s Capris Pants
Christina Aguilera & Jennifer Lopez wearing capris pants

Leighton Meester got her ‘big break’ in the 2000s by playing Gossip Girl’s Blair Waldorf.

Nowadays, while Blair’s looks are all over Pinterest boards, not many people know that Leighton is a 2000s fashion icon and influencer in her own right.

Cropped Black Cargo Trouser Pant Sage Low-Rise Cropped Cargo Trouser Pant

Leighton’s love for capris pants and crop tops with wedge heels inspired red-carpet celebrities such as Fergie, Alicia Keys, Rihanna, and Jennifer Lopez.




9. Peep-Toe Pumps and Ripped Jeans

2000s Fashion: Peep-Toe Pumps With Ripped Jeans
Lindsay Lohan in peep-toe pumps ripped Jeans, and a vest over a white shirt

There’s no faster way to step back into 2008 than a pair of peep-toe pumps.

Heeled pumps. Thin heel. Pointed toe. Slingback shoes with block heel and metallic finish. Pointed toe.

One of the most unforgettable looks of 2000s fashion, Christian Louboutin’s peep-toe pumps with ripped jeans made it to the history books.

Baggy Boyfriend Jean - Extra Distressed 90’s ripped Jeans

Eventually, the peep-toe pumps with ripped jeans became a signature look that made it to hip-hop fashion on and off the red carpet.

10. Wide Stud Belts With Double (Or Triple!) Grommet

2000s Fashion: Ryan Starr and Ali Larter wearing wide stud belts with double and triple grommet - Ali Larter and Ryan Starr wearing metal buckle belts in 2000s Fashion
Ryan Starr and Ali Larter wearing wide stud belts with double and triple grommets – Ali Larter and Ryan Starr wearing metal buckle belts in the 2000s

There’s no better match to a pair of low-rise jeans than the wide stud belt.

Another 2000s fashion invention, the wide stud belt with double grommet, conferred the wearer with a rockstar chic twist.

Black Faux Leather Grommet Belt Grey Distressed Grommet Belt

Nowadays, nothing screams “2000s celebrity” more than styling your colored skinny jeans with a triple grommet studded belt.




11. Dresses Over Jeans

Zoey Saldana & Rachel Bilson wearing a dress over jeans in 2000s fashion
Zoey Saldana & Rachel Bilson wearing a dress over jeans in the 2000s

One 2000s fashion trend that continues to influence streetwear style is wearing dresses over jeans, inspired by the same era’s ‘dresses over leggings’ looks.

Summer Women's Backless Round Neck Tie Back Bow Knot Contrasting Color Ruffle Hem A-Line Dress, Casual Beach Holiday Vest Print Sundress Women's Gold Foil Polka Dot Flying Sleeve Dress

Popularized by younger celebrities like Kelly Clarkson, dresses over jeans became a 2000s fashion trend, allowing stars to look dressy without being too formal.

High-Waisted Cowboy Jean Mid-Rise Straight Jean

Also, the dresses over jeans 2000s style signaled the start of first looks that began to blur gender lines with a rebellious feel.

12. Trucker Hats

2000s Fashion Trucker Hats
Justin Timberlake & Ashton Kutcher wearing 2000s trucker hats

As another 2000s fashion look, we can thank Paris Hilton for leaving behind; trucker hats were quickly adopted by hip hop fashion lovers, appealing to all, women, men, and genderless.

Unisex Letter Embroidered Fashion Trucker Hat, For Summer Men Letter & Whale Embroidered Baseball Cap

Ed Hardy and Von Dutch launched some of the most popular 2000s trucker hats, fast becoming ‘going out’ staple for all.

Trucker hats were considered one of the chicest accessories of the 2000s and, in their simplicity, worked wonders with t-shirts, jeans, or mini skirts.




13. Belts with Names

Gwen Stefani & Mariah Carey wearing name belts in 2000s fashion
Gwen Stefani & Mariah Carey wearing name belts

One of the most unique 2000s fashion looks was Carrie Bradshaw’s iconic name necklace.

Played by Sarah Jessica Parker, Caroline Bradshaw, the fictional character in HBO’s Sex and the City franchise, wore a necklace named “Carrie” everywhere.

Mirror Mania Adjustable Belt Buckle Laser Personalized Custom Bling Rhinestone Any Name or Favorite Word Women Women's Accessories Unique, Dazzling and Stunning Belt Buckles

Emotionally attached, Sarah Jessica Parker wore the “Carrie” necklace for years, like a thread line through the series.

However, it wasn’t just necklaces that people branded names on, but belts, in a trend that took monogramming to the next level.

Made famous by Mariah Carey, the most popular 2000s belts had a large silver buckle with Swarovski crystals if you wanted to channel your inner A-lister.

14. Baggy Jeans in Hip-Hop Style

2000s Fashion Style Baggy Jeans
Jay-Z & Rihanna wearing hip-hop-style baggy jeans in the 2000s

While skinny jeans are synonymous with the 2000s fashion decade, baggy jeans were the signature style in rap music, worn by hip-hoppers and rappers everywhere.

True Religion Jessie Low-Rise Jean - Sensation Diesel D-Sire Cargo Jean

While you could argue that the American comedian and actor Pete Davidson is working hard to bring back this trend, baggy jeans were the go-to look of the 2000s most famous rappers.

Some of the best looks were sported by Jay Z, Kanye West, and LL Cool J., who styled baggy jeans with oversized jerseys and Air Jordan sneakers.




15. Oversized Hip-Hop Accessories

2000s Fashion Flashy Hip Hop Accessories
Missy Elliott & Nelly wearing flashy hip-hop accessories

We can’t talk about 2000s fashion without spotlighting those days’ unique hip-hop accessories.

In the 2000s, fashion started to discover the power of status symbols, and designer brands began battling it out to be featured in the latest Black Eyed Peas or 50 Cent music videos.

Personalized Drop Shape Alphabet Pendant With Rhinestone Detailing And Lettering (Selfpaid) Hanging From 1pc Chain. Simple And Stylish Unisex Necklace Halloween Party Supplies Costume Props Performance Decoration Us Dollar Pendant & Necklace For Dance Party

As such, flashy hip-hop accessories emerged as gold jewelry, oversized sunglasses, and baseball caps.

Let’s not forget the blinged-out arm candy and oversized watches incrusted with precious stones throughout the face and sides.

16. White Tank Tops

2000s Fashion White Man Tanks
Nicky Hilton Rothschild & Paris Hilton in white man tanks and low-rise jeans, & 50 Cent in a white tank top and baggy jeans in the 2000s

While tank tops were a staple of 2000s womenswear fashion, a similar closet essential appeared in menswear.

High Stretch Square Neck Solid Tank Top Cider X Bratz Pretty N Punk Lace Trim Tank Top

After being popular throughout most of the 50s and 60s fashion, the so-called ‘wife beater’ tank top was resented in the 2000s.

The classic white tank top was essential for men’s streetwear, often styled with True Religion jeans and the latest must-have Von Dutch trucker hats.




17. Entrepreneur Turtlenecks

2000s Hip-Hop Turtleneck outfit
Puff Daddy wearing a 2000s hip-hop-style turtleneck with a long coat.

The best years of 2000s fashion also gave us a modern icon – the turtlenecks.

The last part of the 2000s decade became a love affair between rappers and turtlenecks, who loved pairing them with layers of chunky gold necklaces.

Balloon-sleeved knitted turtleneck cropped Sweater in white Rib-knit Turtleneck Sweater

Turtlenecks were also paired with coordinating jackets as an easy way to elevate the outfit while still staying casual.

18. Cargo Pants

Gwen Stefani and Avril Lavigne wearing cargo pants in the 2000s fashion
Gwen Stefani and Avril Lavigne wearing cargo pants in the 2000s

Avril Lavigne called; she wants her cargo pants back.

Military-inspired cargo pants became synonymous with the rebellious Punk style of the 2000s.

Y2K Corduroy Cargo Pants Y2K Low-Rise Cargo Pant 01

Everyone from Girls Aloud to Gwen Stefani and Christina Aguilera claimed the trend.

The style remained popular until now, but if you want to style it in the 2000s, pair it with a graphic t-shirt, coordinating tank top, or tube top.




19. Handkerchief Tops

Beyonce and Eliza Dushku wearing a handkerchief as top in early 2000s fashion
Beyonce and Eliza Dushku wearing a handkerchief as a top in the early 2000s

2000s fashion was also about showing off your legs and midriff.

However, not everyone had Beyonce’s custom-made designer clothes, so people began improvising.

Paisley Print Hanky Hem Cami Top, Boho Spaghetti Strap Backless Sleeveless Top, Women's Clothing Spaghetti Strap Top, Y2K Allover Print Tie Back Sleeveless Cami Top For Every Day, Women's Clothing

Using ‘what your mama gave you,’ handkerchiefs became tops, eventually turning into a fashion statement that needed just a pair of low-rise jeans and wedge mules to turn you into the fourth member of Destiny’s Child.

20. Tube Tops

2000s Fashion Tube Tops
Cameron Diaz & Fergie wearing tube tops

Tube tops were another closet essential in the 2000s, visible everywhere, from the red carpet to the beach.

Sequin Asymmetrical Split Tube Top Metallic Ruched Crop Tube Top

 

The versatility of the barely-there style allowed easy pairing with boho-style maxi skirts, cargo pants, and cropped jeans.




21. Bandage Dresses

2000s Fashion: Bandage Dresses
Joss Stone & Bandage Dresses Victoria Beckham wearing Herve Leger’s iconic bandage dress from its 2008 collection in the 2000s

Few outfits scream ‘2000s fashion’ more than a Herve Leger’s bandage dress – a French fashion house founded in 1985 – as everyone from Kim Kardashian to Lou Doillon wore one in the mid-’00s.

A signature garment of Bimbocore style, the bandage dress was so famous that you would find it on every red carpet, worn by the most recognizable celebrities.

Ruched Knit Sleeveless Mini Dress Star Glitter Ruched Mini Dress

While Hérve Léger may no longer be a powerhouse brand, the classic bandage dress silhouette still reigns supreme.

As one of the most figure-hugging silhouettes of the 2000s, the bandage dress’s sexy silhouette became the number-one choice for celebrities like Kim Kardashian, Kate Winslet, and Victoria Beckham.

22. Pirate-inspired Hemlines

Pirate-Inspired Hemlines
Beyonce & Paris Hilton in pirate-inspired hemlines

Handkerchief silhouettes are another niche trend that bloomed in the early ’00s fashion.

While I’ve already covered handkerchiefs as a top, it’s worth looking at the trend’s impact on hemlines.

Jaded London Scrunch Lace Midi Dress Kimchi Blue Ilana Mesh Drapey Mini Dress

With Pirates of the Caribbean standing as one of the greatest films of the 2000s, people took fashion inspiration from Captain Jack Sparrow and his crew.




23. Painted Jeans

Rihanna and Ananda Lewis wearing painted jeans in 2000s fashion
Rihanna and Ananda Lewis wearing painted jeans in the 2000s

Driven by the 90s fashion trends, denim became the incontestable king of the ’00s fashion.

However, not everyone wanted to step out in neon skinny jeans, so more understated color alternatives, such as painted jeans, started to gain ground.

Graffiti Print Washed Blue Casual Denim Pants, Slash Pocket Loose Fit Jeans, Women's Denim Jeans Tall relaxed fit all over paint splatter pants

Painted jeans became one of the most popular (and unforgettable) 00s outfits, whether stars, butterflies, flowers, lines, or squares.

24. Baker Boy Caps

2000s Fashion Knitted Beanie Caps
Christina Aguilera & Britney Spears in baker boy caps.

Trucker caps weren’t the only headgear that ruled 2000s fashion.

Styled with a sweeping side fringe, knitted beanie caps became an equally powerful style for autumn and winter.

Women's Simple Versatile Solid Color Beret Hat, Comfortable And Lightweight Casual Outdoor Travel Beret Hat Women Solid Casual Baker Boy Hat, For Decoration

Popularized by 2000s punk stars and hip-hop celebs like Rihanna, slouchy beanies became a hipster staple.




25. Oversized ‘IT’ Bags

2000s Fashion Oversized It Bags
Jessica Alba & Lindsay Lohan holding oversized ‘It’ bags in the early 2000s

2000s fashion is also at the core of the ‘It’ bags, such as Chloe’s Paddington, at times when the influencer culture started to take hold.

In 2004, Chloe’s creative director, Phoebe Philo, debuted a millennial classic, the heavy, top-handle Paddington bag.

Oversized 'IT' Bags Pocket Recycled Nylon Shoulder Bag

Instantly recognizable for its logo padlock, the back claimed cult status at no time, and every one of the 8,000 pieces created sold out before arriving in stores.

Chloe’s Paddington was on the arm of every A-class celeb, from Nicky Hilton to Michelle Trachtenberg.

Building on the oversized bag trend – that could hold everything but the kitchen sink – Balenciaga’s city bag became another memorable IT bag in the ’00s.

While the Olsen twins may have moved on to Hermes bags, they’re primarily responsible for making the Balenciaga City bag one of the hottest trends of the 2000s.




FAQs

What was Fashion in the 2000s?

Fashion styles in the early 2000s (Y2K fashion) included polo shirts with popped collars, light wash bootcut jeans, cargo shorts, classic rock t-shirts, henleys, and fitted cowboy shirts.

Towards the middle of the 2000s, we saw the appearance of Juicy Couture tracksuits, Von Dutch trucker hats, assorted with designer bags from Louis Vuitton and Gucci.

Is Early 2000s Fashion Coming Back?

2000s fashion trends (Y2K styles) are making a massive comeback.

The most popular outfits returning from the Y2K decade are polo shirts, light wash bootcut jeans, cargo shorts, classic rock t-shirts, henleys, Juicy Couture tracksuits, and Von Dutch trucker hats.

Where to Buy 2000s Fashion?

According to The VOU magazine, these are the five most representative online stores of the 2000s fashion style right now:

  • Baby Phat
  • Juicy Couture
  • TRUE RELIGION
  • ED HARDY
  • KANGOL

Styling Tips

Reviewing the most popular looks of the 2000s fashion, it becomes evident that people took more risks with their outfits and stylistic choices back then.

The influence of TV shows like Gossip Girl and The Simple Life, showcasing the lifestyle of the upper class, introduced a new world of fashion and dressing styles.

Most of the 2000s outfit ideas have evolved from everyday outfits to become trends that we see nowadays reinvented in capsule collections appealing to Millenials and GenZ shoppers.

Whether you embrace the Olsen twins or Paris Hilton 2000s fashion looks, I hope you discovered a few ideas on how to recreate the most representative looks of the 2000s.

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After years of managing hundreds of fashion brands from London's office of a global retailer, Mandy has ventured into freelancing. Connected with several fashion retailers and media platforms in the US, Australia, and the UK, Mandy uses her expertise to consult for emerging fashion brands create top-notch content as an editorial strategist for several online publications.

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3 COMMENTS

  1. I still remember the 2000s and the most popular styles of those days, well depicted in this article. But, as the decade went on, 2000s fashion looks began to take cues from 1960s bohemian looks, or this is how I remember. Yoga pants, low-rise jeans, cowl-neck shirts, peasant tops, capri pants, cropped jackets, and dresses over jeans were popular outfit choices for women and men alike.

    • Not sure about boho, I think it was still under the influence of the 90s fashion, with fitness looks everywhere and a blend of technology, with computers, smartphones, Walkman cd player and so. See the 90s fashion article on this site to understand how the 2000s fashion trends emerged and evolved.

  2. Wow! The Y2K days are mind-blowing. 2000s styles remain some of the most popular styles till now. Thanks for sharing this refreshing post.

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