Holly's Little Black Dress—Breakfast at Tiffany's
The black dress and pearls that Audrey Hepburn wore as Holly Golightly in Breakfast at Tiffany’s quickly became her quintessential look after the movie debuted. We would do almost anything to get our hands on this elegant masterpiece! It can be worn anywhere from a cocktail party to a black-tie wedding.
Catherine's White Dress—Basic Instinct
Sharon Stone’s portrayal of Catherine Tramell in Basic Instinct led to one of the most highly charged, highly controversial scenes in cinema history--and at the center of it all is that fantastic white dress. If there’s an outfit that makes us feel powerful, it’s this one!
Annie Hall's Vintage Menswear—Annie Hall
Annie Hall almost singlehandedly sparked the menswear and pantsuit trend for women, and even though her pants could use a little tailoring, the idea behind the outfit is impeccable. We would love to mix up our office wardrobe with a showstopper like this!
Ginger's Sequined Dress—Casino
Ginger wears some seriously intricate dresses in Casino, but there’s one that we’ll never forget: the white and gold sequined dress. The dress weighed a whopping 45-pounds, but we think that it would be worth it to feel like a member of the 1%.
Cleopatra's Green Dress—Cleopatra
Nearly all of the costumes in this movie were instant classics, but the one we’re crushing on is the emerald green dress with gold accessories. It made Cleopatra look powerful, fashionable, and feminine. It may be a bit much for most occasions, but it would still be nice to admire in the mirror!
Charlotte's Cruise Ship Outfit—Now, Voyager
For the first half of Now, Voyager, Charlotte is portrayed as a fashion-challenged spinster, so when she steps off the cruise ship in a collared black dress, white gloves, and a wide-brimmed hat, we can’t help but gaze at her in amazement. This universally flattering outfit transformed Charlotte into a fashion goddess! We can only hope that it would have the same effect on us.
Daisy's All-White Ensemble—The Great Gatsby
Daisy wore the color white almost exclusively in the 1970s version of The Great Gatsby, and we loved every single one of her angelic-looking ensembles. The most envy-worthy one, though, was the white cape and hat with a pearl necklace that appeared on the cover of the movie. This look is pure elegance, so we would love to have it at our disposal for a gala or upscale dinner-date.
Madeline's Fur-Lined Gown—Desire
When Madeleine stepped out in that magnificent, fur-lined dressing gown, you can bet that everyone’s jaws hit the floor. This gown is the epitome of glamour, and even though it’s only socially acceptable to wear it at home while getting ready, it still has the power to make anyone feel like royalty.
Little Edie's Fur Coat and Head Wrap—Grey Gardens
Little Edie wears one amazing outfit after another in the iconic documentary, Grey Gardens, but her best look by far is the fur coat/head wrap combo. You don’t even need to be a wealthy eccentric like her to pull this off--it looks stunning on just about anyone!
Vivian's Derby Dress—Pretty Woman
There are so many iconic outfits in Pretty Woman that it’s difficult to pick just one! Even though Vivian always wears a glamorous ensemble, we would have to say that her polka-dot derby dress and matching accessories is our favorite! It’s wearable, effortlessly flattering, and has the perfect touch of femininity.
Sandy's Black Catsuit—Grease
When good-girl Sandy falls for Danny in Grease, she makes one of the most iconic fashion shifts in movie history, and one of her most memorable outfits was that black, skin-tight catsuit that made everyone swoon. This piece, especially when paired with striking red mules, is timeless.
Marilyn Monroe's White Halter Dress—The Seven Year Itch
Is there a dress more famous than Marilyn Monroe’s white dress with a halter neck in The Seven Year Itch? We didn’t think so! This dress is flirty, fun, and would be perfect for everyday activities, like having brunch with friends or going on a weekend shopping spree. We would kill to have it in rotation!
The Bride's Yellow Body Suit—Kill Bill
Okay, sure--The Bride (played by Uma Thurman) spends both volumes of the Kill Bill series murdering up a storm, but you have to admit she looks damn good doing it. And a lot of that has to do with her killer (pun intended), form-fitting yellow body suit. It’s definitely an outfit we’d love to own--although we’re not sure how practical it might be for non-assassins!
Scarlett O'Hara's Curtain Dress—Gone With the Wind
Scarlett O’Hara’s dress made from curtains in Gone With the Wind is the DIY fashion holy grail! And you better believe we’ve wrapped ourselves in drapes attempting to recreate the iconic look! But you can’t beat the original, which is why we need that curtain dress in our wardrobe ASAP!
Andie Anderson's Yellow Satin Gown—How to Lose a Guy in 10 Days
What teenage girl didn't want to grow up to be Andie Anderson when she watched How to Lose a Guy in 10 Days—especially when she had her Cinderella moment in this iconic yellow dress?
Anita's Rooftop Dress—West Side Story
West Side Story is full of bright and beautiful costumes, but Rita Moreno's purple dress is almost as iconic as that dance scene on the rooftop all by itself. We all wanted to twirl around to the song "America," too.
Penny Lane's Shearling Coat—Almost Famous
The very first time we meet Penny Lane is while she's wearing her period-authentic, iconic shearling coat. Despite the fact that surely each costume had been designed and created specifically for the film Almost Famous, that coat still had all of us hoping to find a coat just like it.
Ilsa Lund's Two-Piece Suit—Casablanca
No woman ever looked as cool and classy running from the Nazis than Ingrid Bergman as Ilsa Lund in her white summer suit and classic brooch. No wonder Humphrey Bogart's character couldn't do anything but help her and her husband get away!
Sabrina's Long White Gown —Sabrina
Who didn't imagine herself twirling around on the estate indoor tennis court just like Audrey Hepburn in Sabrina? Not only does she catch the attention of the man of her dreams in this white gown embroidered with black satin thread, but she also catches the attention of the much more handome and debonair older brother and heir of the Larrabee family fortune.
Carmen Jones' Black & Red Ensemble—Carmen Jones
Dorothy Dandridge did more than just turn heads when she waltzed onto the screen in a sexy off-the-shoulder black blouse with a tight-fitting red skirt that showed just the perfect amount of leg. As a matter of fact the outfit is all you can see in this film—until Dandridge starts singing, that is.
Frances Stevens' White Gown - To Catch a Thief
Let's face it. Grace Kelly could've made a paper bag look elegant. But never has she been more stunning than in the film, To Catch a Thief, co-starring Jimmy Stuart. It doesn't take a detective to figure out why this P.I. fell for his mark after seeing Kelly walk into the room wearing this white chiffon strapless gown.
Gigi's Coming Out Dress—Gigi
Little Gigi wanted to come out and play with the big girls, and come out she did! Leslie Carron stuns as Gigi in an off-the-shoulder silk-and-feathered evening gown looking like a grown woman, and finally catches the amorous attentions of the handsome Gaston. Thank Heaven for little girls, indeed!
Sandra Dee's Prom Dress—Grease
We know, we mentioned Sandy already... but this isn't Sandy. This is Sandra Dee in full prim and proper attire: a pale yellow spaghetti strap dress that manages to still be stunning, despite all the bright and loud colors all around her. We still don't understand why Danny didn't just dump that ChaCha girl.
Baby's Pink Dress—Dirty Dancing
At the end of the film, Dirty Dancing, Patrick Swayze shows up out of nowhere, takes Baby out of that corner, and pulls her up on stage to dance the last dance of the summer with her, and her alone. As if that wasn't sigh worthy enough, we get to see that Baby (Ms. Frances Houseman, if you will), is wearing the cutest, pink chiffon, simple, A-line dress, ever. AND IT TWIRLS??
Julianne's Bridesmaid Gown—My Best Friend's Wedding
We still don't understand how Dermot Mulrooney chose Cameron Diaz over Julia Roberts after he sees julianne her in her bridesmaid gown. The floor-length, off-the-shoulder, fluted lavender gown was almost enough to turn Rupert Everett's character straight in My Best Friend's Wedding.
Rose's Red Gown—Titanic
We don't know how she did it, but after wearing that beautifully ebroidered and beaded satin red satin evening gown to dinner, Rose went and actually danced a jigg in same said dress! And she looked absolutely stunning while doing it, too.
Betty Haynes' Black Dress—White Christmas
Oh, love, you definitely did right by us with this dress! Rosemary Clooney (aunt of George Clooney), turned all the heads in the classic, but stunning black velvet mermaid dress as the elder Haynes sister in White Christmas.
Judy Haynes' Pink Dress—White Christmas
All of the costumes in this film were spectacular, from the stage scenes to the dialogue scenes, they were seamless. That includes this pink chiffon number that Judy Haynes wears when she and Danny Kaye get carried away, proving that the best things really do happen while you're dancing.
Anna's Formal Gown—The King and I
If you want to talk about stunning, can we just point out Deborah Kerr's outragious, over the top, perfect formal pink gown in the King and I? And to go along perfectly with the gown, she begins to teach the King how to dance to Western music and that is where we get the song "Shall We Dance" from.
Jo's Evening Gown—Funny Face
Yes, we are aware that this is Ms. Hepburn's third time on this list. We promise we saved the best for last, but honestly, who was as timeless as she was? Especially as Jo Stockton in this red sleeveless evening gown she's modeling for Fred Astaire at the Louvre in Paris in the film Funny Face.