The 20 Most Memorable Oscars Dresses Ever : Lucky Magazine

The year Gwynnie won Best Actress for Shakespeare in Love, she collected her award in this sweet princess gown that instantly made pink cool again. Yep, she was like the Elle Woods of the Oscars.

Business in the front, party in the back—and perfectly fit for any Million Dollar Baby.

Step aside, Tom! Nicole's striking chartreuse satin number stole the show and earned her style icon status in the late '90s.

Looking sweeter than a slice of lemon chiffon pie, Renee lit up the Oscars in this canary-colored column.

American cinema's reigning sweetheart may have taken home a statuette for her portrayal of uber-bosomy Erin Brockovich that night, but we liked how she showed just a hint of chiffon-veiled décolletage in this iconic gown.

This quirky costume designer may have won an Oscar for the looks she created for The Adventures of Priscilla, Queen of the Desert, but it was the self-made dress she wore on the podium that earned the most attention that night. Crafted from 254 expired American Express cards, it was later auctioned off for $12,650, with the proceeds going to amfAR. We're glad someone benefited from this red carpet disaster.

The whole mustard fashion craze started here, folks.

When the '70s pop diva turned to long-time collaborator Mackie to make her something special for the Academy Awards, he whipped up this Vegas-inspired two-piece ensemble. Well, three pieces, technically, if you include that crazy headdress.

The year Avatar became a pop cultural and cinematic sensation, its leading lady hit the red carpet in an avant-garde violet confection to match. (Blue, obviously, would've been far too literal.)

Cate scooped up the Best Supporting Actress trophy for her role in The Aviator this year, and fittingly looked like a golden goddess in this one-shouldered creation.

The Basic Instinct actress made waves when she paired her statement skirt with a button-down borrowed from her then-husband's closet for the big night. A perfect example of high-low on the red carpet.

What happened to my sweet Björk?!

Over the course of her Oscar co-hosting gig with James Franco, Anne changed her outfit a staggering eight times (with a little help from her stylist Rachel Zoe, of course). We loved every single look, but it was the crimson Valentino she chose for the red carpet that really wowed us.

This might be the first dress to ever birth its own Twitter handle—but we suspect it won't be the last.

The night Halle became the first black woman to win a Best Actress Oscar (for Monster's Ball), she did it in this sexy half-sheer floral design that spawned a million knockoffs. It was this gown that catapulted Saab into fashion's big leagues; these days, it's hard to find a red carpet on which he's not represented.

Marion reeled in a Best Actress trophy for her role in La Vie en Rose wearing this sequin, scaled halter dress. Hollywood hopefuls, take note: this is how you do a mermaid gown.

A cape? On the red carpet? Obviously, Gwyneth pulled this sartorial statement off with flying colors (er, in white).

Cementing the popular belief that redheads look a-freakin'-mazing in green, Julianne looked stunning in her good friend Tom Ford's ruffle-front creation. From the fit to the fabric to those showstopping earrings, everything about this look just works perfectly.

It's dresses like this white floral stunner—not to mention those gamine good looks—that make Audrey a fixture on dorm-room posters and inspiration boards to this very day. So chic.

Céline's got one of the most unforgettable voices in the biz—and this look, a white Dior suit worn backwards and topped with a jaunty matching fedora, is certainly hard to forget. You have to hand it to the singer for her daring approach, but...no. Just no.

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