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Iconic Outfits from 90’s/2000’s Rom-Coms
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items The most iconic fashion moments from ’90s and 2000s rom-coms—looks that set trends and still inspire today. From Kate Hudson’s yellow dress in “How to Lose a Guy in 10 Days” to Julia Roberts’ “Pretty Woman” red gown, Reese Witherspoon’s “Legally Blon...
Effortlessly cool and timelessly classic—"When Harry Met Sally" serves up some of the best fall fashion ever. From Harry’s laid-back, slightly oversized knits to Sally’s perfect mix of preppy and cozy (those high-waisted trousers, the blazers, the ic...
When Harry Met Sally...
No one did ‘90s fashion like Cher Horowitz. From her iconic yellow plaid set to the dreamy white Calvin Klein slip dress, "Clueless" is a masterclass in preppy, over-the-top, but somehow effortless style. Every look is coordinated to perfection—match...
Clueless
Julia Roberts’ red gown in “Pretty Woman” is the definition of a showstopper. The off-the-shoulder neckline, the perfect fit, and that dramatic moment with the opera gloves—it’s pure elegance. One of the most unforgettable fashion moments in rom-com ...
Pretty Woman
Julia Roberts in “Notting Hill” gave us one of the most effortlessly chic rom-com looks ever—her Chanel beret, turtleneck, and long coat combo is timeless. Decades later, the beret remains a fashion staple, proving that this look is just as relevant ...
Notting Hill
Every outfit in “Amélie” feels intentional, but it’s the pops of red that make her style so memorable. From her cardigans to her lips, the deep, moody reds give every look a whimsical yet timeless feel. It’s playful, romantic, and still an aesthetic ...
Amélie
Every single look in “Legally Blonde” is iconic. Elle Woods mastered power dressing in pink, from her courtroom-ready suits to her playful off-duty looks (that Harvard admission video fit alone). She proved that confidence, style, and ambition can co...
Legally Blonde
In “500 Days of Summer”, Summer Finn is almost always seen in shades of blue—a deliberate choice that makes her feel ethereal, untouchable, and just out of reach. From her vintage-inspired dresses to effortless blouses, the color mirrors Tom’s percep...
(500) Days of Summer
Rebecca Bloomwood’s wardrobe in “Confessions of a Shopaholic” is as bold and over-the-top as her shopping addiction—bright colors, statement accessories, and the ultimate fantasy closet. Every look is maximalist, playful, and perfectly embodies the e...
Confessions of a Shopaholic
The "Charlie’s Angels" wardrobe is peak early 2000s power dressing—sleek leather, bold prints, and effortlessly cool silhouettes. Lucy Liu’s structured suits, Cameron Diaz’s sporty-chic looks, and Drew Barrymore’s edgy style each bring a unique energ...
Charlie's Angels
Violet in "Coyote Ugly" nailed the ultimate early 2000s cool-girl aesthetic—cropped tanks, low-rise jeans, and that effortless, slightly messy bar-dancing energy. Her style was rebellious yet approachable, giving us major ‘just threw this on and stil...
Coyote Ugly
Regina George’s ‘A Little Bit Dramatic’ tank in "Mean Girls" is peak early 2000s fashion—bold, sassy, and instantly iconic. But it’s not just that top—every look from the Plastics made an impact. From Regina’s mini skirts and baby tees to Gretchen’s ...
Mean Girls
The “Cheetah Girls” were the queens of early 2000s coordinated fashion—matching sets, bold prints, and unapologetic confidence. But Raven-Symoné’s character, Galleria, always stood out with the most extra, fashion-forward looks. From oversized hats t...
The Cheetah Girls
Britney Spears in “Crossroads” gave us peak early 2000s road trip fashion—low-rise jeans, baby tees, and effortless, all-American cool-girl vibes. Every outfit felt casual yet iconic, proving that sometimes the best looks are the simplest.
Crossroads (2002 film)
The “Ghost World” aesthetic is effortlessly anti-fashion—Thora Birch’s Enid nails the offbeat, indie-girl style with vintage tees, plaid skirts, and thick-rimmed glasses, while Scarlett Johansson’s Rebecca leans into a more laid-back, normcore vibe. ...
Ghost World (film)
Jennifer Check’s wardrobe in “Jennifer’s Body” is the ultimate mix of early 2000s sexy and sinister. From her iconic pink heart hoodie to cheerleader uniforms and bloodstained prom dresses, every look is deceptively soft and ultra-feminine—masking th...
Jennifer's Body (2009) - IMDb
One of the most iconic rom-com fashion moments ever—Kate Hudson’s yellow dress in “How to Lose a Guy in 10 Days” is pure elegance. The perfect shade, the effortless drape, and the way it moves in that final scene? Unmatched.
How to Lose a Guy in 10 Days