“Whoever said orange was the new pink was seriously disturbed.” —Elle Woods
The early 2000s was a golden age for rom-coms and teen movies.
However, looking back from the 2020s, I can’t imagine ever thinking some of their most iconic style moments were, well, actually stylish.
So, here are 29 outfits I can’t believe we let ’00s movies call fashion:
Gabriella’s wilted flower prom dress from High School Musical 3: Senior Year.
Jennifer’s Limited Too jacket from Jennifer’s Body.
Aquamarine’s aquamarine dress from Aquamarine.
Anna’s baggy “I’m in a band” pants from Freaky Friday.
Galleria’s Christmassy vacation ‘fit from Cheetah Girls 2: When In Spain.
Melanie’s all-denim getup from Sweet Home Alabama.
Shelley’s halter top from The House Bunny, which appears to be one top sewed over another.
Elle’s Slytherin professor outfit in Legally Blonde
Mia’s underwhelming ball gown from the end of The Princess Diaries
Andy’s attempt at fitting in at Runway in The Devil Wears Prada
Penny’s doily-ish crop top from Almost Famous.
Big’s basic button-down in Sex and the City
Kenya’s first date outfit in Something New
Jenna’s ’80s-inspired party look in 13 Going on 30
Daphne’s casual couture that she wore on the runway in What a Girl Wants
Juliet’s train conductor hat from Love Actually
Lucinda’s Dollar Tree fairy outfit from Ella Enchanted
Bella’s first day of school pajamas in Twilight
Hitch’s blazer/shirt combo in Hitch
Giselle’s modern dress in Enchanted
Regina’s “professional in pink” ensemble from Mean Girls
Steve’s very boring sweater in The Wedding Planner
Summer’s wrinkly dress in 500 Days of Summer
Andie’s splotchy, polka-dot dress in How to Lose a Guy in 10 Days
Jules’s clubbing outfit in Bend It Like Beckham
Sophie’s summer camp shorts in Mamma Mia!
Sarah’s giant tiger necklace in Forgetting Sarah Marshall
Viola’s seatbelt-inspired dress in She’s the Man
And finally, Elle’s Jackie Kennedy outfit from Legally Blonde 2: Red, White, and Blonde.