Anne Hathaway is the definition of a fashion chameleon.
Outside of her cult-adored modish roles including The Devil Wears Prada and The Princess Diaries franchise, she’s always had a flair for sartorial choices that range from total elegant glamour to head-turning looks with a rebellious edge.
Her style file was iconic long before she became a red carpet icon – particularly in the 2000s.
Her Y2K style perfectly captured the essence of the fashion era: playful, effortless, and charmingly relatable. From quintessential cool-girl denim bags and low-rise jeans, to sophisticated 90s supermodel-approved all-black ensembles and sheer dresses and knee-high boots: her looks were flirty, fun and would wholly be approved by 2024’s nostalgic dressing stans.
Scroll on to see some of her best looks of the 2000s:
© Jim SmealTeen Choice Awards, 2001
Anne opted for a seriously chic strapless black top with straight-leg trousers and pointed court heels.
© L. CohenJuicy Couture Suite, 2001
At the Chateau Marmont in 2001, Anne wore a halter top with red contrasting stripes and a pair of low-rise jeans. P.S. we want that denim handbag.
© Evan AgostiniThe Score Premiere, 2001
Anne oozed elevated casual wearing a black polka-dot cami top, blue bootcut jeans, and a pale pink handbag.
© Gregg DeGuireAmerican Pie 2 Premiere, 2001
Anne looked effortlessly chic in a black spaghetti-strap top paired with a gold metallic knee-length skirt and black open-toe heels.
© Frederick M. BrownMTV Movie Awards, 2002
The criss-cross back design and statement bag was *chefs kiss*
© Evan AgostiniSex And The City S5 Premiere, 2002
Burgundy is huge in 2024, and we can see the Y2K girlies of the moment recreating this iconic look.
© Giulio MarcocchiACE Eddie Awards, 2004
The 1920s met Y2K with Anne’s dazzling cream midi dress featuring tiers of tassels.
© Ron GalellaamfAR’s 11th Annual Boathouse Rocks, 2004
Her purple midi dress with florals perfectly balanced flirtatiouness and femininity.
© Jean-Paul AussenardVanity Fair Oscar Party, 2004
A contender for the best outfit of them all, she oozed opulence in a satin, figure-hugging orange dress featuring contrasting flowers.
© Dimitrios KambourisLa Boheme Performance, 2002
Her ultra-chic longline red coat and knee-high boot combo is completely fashion editor approved.
