Top Ten Most Fashionable Leading Ladies

In addition to blogging, my other hobby is watching movies. Not those crappy movies adapted from ridiculous Nicholas Sparks “novels”, though. Good movies with fully fleshed out characters and beautiful cinematography. The leading lady can make or break a movie (we have all seen the disaster that is Twilight, so the importance of a competent leading lady cannot be disputed.)

Me and my friend Victoria (remember her from this post?) spent some time determining who the most fashionable leading ladies of all time were. This was a incredibly hard list to generate, but I think we came up with some good picks.

#10 Rose Byrne “Helen Harris” in Bridesmaids:

Quite possible the most passive aggressively horrible person in the movie, you can’t deny that she is definitely the best dressed. From that stunning blowout to her expertly tailored country club garb, Miss Harris is never caught looking “undone”.

#9 Anne Hathaway “Andy Sachs” in The Devil Wears Prada:

This one is pretty obvious. You can’t work at Vogue AND have a last name like “Sachs” and not be impeccably dressed. Granted, homegirl got off to a rocky start — but I hear that fashion closet over at Conde Nast can turn anyone into a couture queen.

#8 Vivien Leigh “Scarlett O’Hara” in Gone with the Wind:

Scarlett O’Hara taught me that it was okay to be self centered and horrible as long as I look bangin’ in a hoop skirt and could adequately sew an entire gown with nothing but curtains, air, and a tiny bit of hope. Fiddle dee dee, y’all!

#7 Julia Roberts “Vivian Ward” in Pretty Woman:

Perhaps the best dressed and most distinguishably named prostitute in history, Vivian Ward made women and girls across the country unanimously hate pretentious women who work in shops. Prostitutes need clothes too, people — or maybe they don’t. I don’t know. Luckily, our favorite prostie got those shop workers good when she went back to store dressed to the nines and was moderately rude to them. Boo ya!

#6 Kirsten Dunst “Marie Antoinette” in Marie Antoinette:

Ah, to be a young princess straight chillen with friends all day and looking fabulous in the Palace of Versailles. Terrible how she got beheaded — but all good things must come to an end *sigh*.

#5 Gwyneth Paltrow “Margot Tenenbaum” in The Royal Tenenbaums:

I am going to be honest, I don’t remember specifics from The Royal Tenenbaums but I do remember Gwen. The eye liner, the bob, that fur coat she always wore. So much win.

#4 Tippi Hedren “Melanie Daniels” in The Birds:

So blonde. So Hitchcock. Melanie’s perfect suits and sky-high bouffant almost distracted me from a lifetime of fearing mass bird revolts.

#3 Alicia Silverstone ‘Cher Horowitz” in Clueless:

I am a 90’s kid. Cher essentially shaped my entire life. I vividly remember absentmindedly wiping drool off my chin as I watched Cher use a computer (that was in her room!) to pick from the endless supply of clothes in her closet and find the perfect outfit. The computer program could tell the difference between clothes that matched and clothes that didn’t. Cher was not only a fashion guru she was a technically savvy fashion guru *swoon*.

#2 Marilyn Monroe “Sugar Kane Kowalczyk” in Some Like It Hot:

If you can watch this movie and resist the uncontrollable urge to want to magically become Miss Sugar Kane Kawalcyk, I am going to assume you have no soul.

#1 Audrey Hepburn “Holly Golightly” in Breakfast at Tiffany’s:

Holly’s black outfit is iconic. You have probably dressed up at Miss Golightly for Halloween or used her image on a sorority recruitment shirt (or maybe that last one was just me). Either way, every girl wants to live an uber chic Breakfast at Tiffany’s life. But we are content living vicariously through Holly Golightly.

Honorable Mentions: Kirsten Dunst in the Virgin Suicides; Molly Ringwald in the Breakfast Club; Elizabeth Taylor in Cleopatra, Julie Andrews in Mary Poppin; Grace Kelly in To Catch a Thief; Sandra Bullock in The Blind Side

What do you think of my list? Who do you think are the most fashionable leading ladies?

photos from Google images
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No Comments

  • Reply sheelbeel January 19, 2012 at 10:44 pm

    Well said! I very solid list you have there. I couldn’t agree more with your number 1 pick. And all the characters in The Devil Wears Prada are fashion geniuses for sure!

  • Reply rhulth January 20, 2012 at 3:28 am

    I agree with most of them actually 🙂 and I like the fact that you picked some “real” women, and like you put it, from Real movies! I love Anne Hathaway in that movie, it’s quite tragic though that she had to lose weight and all that, be pressured in it. But she’s lovely in that role.

    Answer: You’re welcome, I hope it helped and thank you for the feedback about my entry!

    What are your plans for the day?


  • Reply This Is Olessia January 20, 2012 at 6:08 am

    i want to see ALL marilyn monroes movies 😀

  • Reply Sherin January 20, 2012 at 6:22 am

    Love these leading ladies. Rose Byrne is such a gorgeous and talented actress. I still need to see Bridesmaids.
    I loved the Birds: Tippi Hedren is amazing in it.
    And of course: Hepburn in Breakfast at Tiffany’s is definitely the top 1.

  • Reply jasna January 20, 2012 at 7:21 am

    They are all so fabulous 🙂 Happy Friday hun xxx

  • Reply Victoria January 20, 2012 at 7:56 am

    Yes, yes very good 🙂

  • Reply Cinnamin January 20, 2012 at 8:58 am

    Oh Clarabelle, a girl who can come up with a list like this is a girl after my heart! My number one is also Breakfast At Tiffany’s! I adore Audrey. And you know the green coat with the animal print trim that Anne Hathaway is wearing? It reminds me of some of the coats Audrey wears in Charade. I love this list, impeccably compiled. I think Diane Keaton in Annie Hall also deserves Honorable Mention for the androgynous preppy look 🙂

  • Reply Samantha Elisabeth January 20, 2012 at 11:55 am

    Ooh I know N Sparks movies are not real movies, but I do hold a soft spot for The Notebook and Allie’s wardrobe in it (that said I love The Blind Side and Sandra Bullock but definitely did not want her wardrobe). I LOVE your list, especially Cher and, of course, Holly!

  • Reply Paulina January 20, 2012 at 1:53 pm

    Great post!;)

    Have a nice weekend 🙂

  • Reply Style with Benefits January 20, 2012 at 2:10 pm

    Love your picks! I’d also choose Allie from The Notebook. She looked so gorg. Another fav 80s movie is “Some Kind of Wonderful” and I’d choose Leah Thompson’s wardrobe in a heartbeat!

    xx, becs

  • Reply CinZilicious January 21, 2012 at 3:06 am

    I absolutely love your list of fashionable leading ladies and i think you did a superb job in your selections. This is such a great and fun idea for a blog posting! As for what i think, here it comes, ready or not!

    I saw Bridesmaid and i thought Rose Byrne was absolutely stunning (and super discreetly bitchy in her persona in the movie,lol). I had no idea who she was at the time but recently she’s been mentioned a lot when i watch E! (entertainment). She is definitely one of the new find gems in Hollywood, as of late!!

    And yes, Juliet Roberts, another fave of mine! She has so much class and charisma, and i will never forget her in Pretty Woman. I loved that scene where the posh sales staff looked down at her when she was wearing her not sooo posh outfit whist shopping in Beverly Hills or something, and they thought she had no money to buy things!! it’s like in your face after she came back with Richard Gere all dressed up,hehe..i’ve seen that movie like 3 times when i was in London because it was on every year!!! lol

    Lastly, for the iconic and unforgettable legendary ladies, it is of course Audrey Hepburn and Marilyn Monroe. No words needed, their style takes my breath away….it’s amazing how they are not here anymore but a lot of women admire these ladies.

    Thanks for this great list. Clare!!! and i would definitely add one more lady in this list and that is Rachel McAdams. I don’t know what it is but i’ve always had the hots for her, hahahahaha 😉


  • Reply creativefashionglee January 21, 2012 at 6:37 am

    Dear, you just featured all the girls that I adore, Like all of them. This is such a great post! 🙂

  • Reply etrapar January 21, 2012 at 4:18 pm

    Yep, nice post…some of these movies I did not saw but it’s weekend so you gave me some inspiration, thank you! Have a lovely weekend, kisses&

  • Reply Oh to Be a Muse January 24, 2012 at 11:23 pm

    what an awesome list! so right on.

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