Happy 20th Anniversary To Pretty Woman!

20 years ago, on this very day, Pretty Woman premiered in movie theaters across America. This rich man meets poor woman romantic comedy was #1 in the box office on opening week and was nominated for a few Golden Globe Awards as well! This is one of those movies that you can never get sick of watching over and over again and it tops many people’s “all-time favorite movie” list! What I love most about this movie is the various outfits that Julia Roberts wore and the fashion statements they made at the time. Here’s a collection of what I thought were the most notable outfits from the movie….

and I decided to create a modern day inspiration board of how those outfits have evolved…

polka dot dress – kate spade
hat (white) – j.crew
hat (brown) – anthropologie
off the shoulder red dress – marchesa on anne hathaway
blouse – gap on olivia palermo
tall black boots – seen on iemsandy
button down dress – shabby apple

And I leave you with this scene and a lesson learned from the movie, taken from Associated Content.

After a previous day of stressful shopping, Edward wakes up Vivian, hands her his credit card and tells her it’s time to shop. When she informs him that the sales people at the store she went into yesterday were mean to her, he goes along with her to shop and makes sure she is taken care. He then leaves her to shop on her own. On her way home, she decides to stop in the store from the day before.

Shop assistant: “Hello, can I help you?”
Vivian: “I was in here yesterday, you wouldn’t wait on me.”
Shop assistant: “Oh.”
Vivian: “You people work on commission, right?”
Shop assistant: “Yeah.”
Vivian: “Big mistake. Big. Huge. I have to go shopping now.”

Lesson-Don’t judge a person by their appearance. You may be surprised at what you learn once you get to know them better.

What was your favorite part of the movie?
Which one of Vivian’s outfits did you like the best?


  1. March 23, 2010 / 8:51 am

    I love your hat selection! That was my fav line in the movie, it is so, so true. My fav outfit was the polka dot dress and hat. I adore dots and hats 🙂

  2. March 23, 2010 / 9:15 am

    I love the button down dress, and I love the fact you did a post on this movie it’s one of my fav’s

  3. March 23, 2010 / 9:42 am

    You made the perfect up to date clothing version of Pretty Woman with your mood board just lovely! I think my favorite part of that movie would definitely be when kit walks up to her and says you looked so nice I didn’t want to hug you I was afraid I might wrinkle you! Love that!

  4. Roxanna
    March 23, 2010 / 9:43 am

    Yay! I love Pretty Woman! Great post and the modern updates work so well.

  5. March 23, 2010 / 10:12 am

    what a fabulous post!! beautiful selections!!!
    I love Julia Roberts..

  6. March 23, 2010 / 11:25 am

    fun post!! i love your selections. and you named my fav part of the movie too!! 🙂

  7. March 23, 2010 / 12:46 pm

    one of my fave movies of ALL time.

    I love when he drives up in his limo, climbs up her fire escape, hands her flowers and professes his undying love for her.

    haha, i am s sucker for cheesy romantic movies!

  8. March 23, 2010 / 1:37 pm

    You put this together so well! I am impressed with (and loving) your updated finds…especially the kate spade dress + jcrew hat.

  9. March 23, 2010 / 3:16 pm

    awww. love that you did a modern inspiration board for pretty woman. nice finds!

  10. March 23, 2010 / 3:38 pm

    i love the polka dot dress. i think i might actually like the older versions of these clothes better than something more modern though, lol.

  11. March 23, 2010 / 3:42 pm

    I love this post! All of your modern takes are fantastic. My favorite was always the polka dot dress – so chic.

  12. Roanna
    March 23, 2010 / 4:12 pm

    wow, has it really been 20 years? that kind of makes me feel old!! love the polka dot dress!

  13. Sabrina V.
    March 23, 2010 / 4:36 pm

    Did you hear that they are trying to do another “Pretty Woman”?

  14. Jennifer
    March 23, 2010 / 6:02 pm

    Thanks for stopping by Style Your Life!!
    I have the exact favorite line. I used to have the movie memorized.
    Your blog is so beautiful

  15. March 23, 2010 / 6:53 pm

    ooooooo i like this!!! a lot!!!

  16. March 23, 2010 / 6:54 pm

    Very cute post… the evolution outfits are nice… definitely she became chicer!

  17. March 23, 2010 / 7:58 pm

    thanks for stopping by! i’m loving your blog – what a beautiful layout 🙂 love your modernized picks!

  18. March 23, 2010 / 7:58 pm

    LOVE your inspiration post!!! for reals! i would wear them all… now only if i could somehow pull them off. lol.

  19. March 23, 2010 / 11:21 pm

    Love this post!! Def one of my all faves too. Timeless. Loved the part when she walks out with the red gown. I have never seen her more beautiful!! I love all your picks!

  20. March 24, 2010 / 12:03 am

    Simply brilliant post — I love your modern updates on the Pretty Woman fashion, especially the new button up dress. This movie has always been a favorite.

  21. March 24, 2010 / 1:17 am

    pretty woman brings back such great childhood memories: i remember watching it when i was a kid! wow, that was a long time ago!! 😉

  22. March 24, 2010 / 11:56 am

    My favorite scene is the one where she goes to him and finds him at the piano. You can tell then that he loves her; he tries to kiss her (sigh). And my favorite outfit has to be the long red dress. The way she walks through the hotel lobby and everyone stares.

    Gah, great post!

  23. March 24, 2010 / 5:34 pm

    you are soo stylish! i love how you made the connection~ can’t believe the styles back them can still really be “in” today! i’m so happy we’re going shopping together! i’ll just buy whatever you buy, hehe. btw, i love how you made the boards!! how’d ya do it? can you please teach me? =)

  24. March 24, 2010 / 7:16 pm

    i like your modern take on her outfits! this movie is so classic hehe. <3

  25. March 26, 2010 / 12:44 am

    I feel like that movie has defined me! I love it! Style and all 🙂

  26. Julie
    April 2, 2010 / 11:40 am

    I have always loved the red dress – since I was little, but growing up one realizes the power of some killer black boots… even if they are hooker boots!

    Fabulous movie – and fabulous post!

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