Closet 101 Style

The Break-Up: The Wardrobe

 Today’s post is part of my wardrobe recap series. The movie featured was a request from several readers, The Break-Up, starring Jennifer Aniston and Vince Vaughn. I had seen this movie when it first came out, and once readers mentioned it, I remembered that I had loved Jennifer’s wardrobe in the film.


I found Jennifer’s style in this movie quite similar to her style in real life – simple, lots of neutrals, impeccably tailored. Let’s start, shall we?

The first time we see Jennifer, in a casual brown polo. I love polo collared shirts – I think they are so flattering and this was a reminder to wear them more.

The Break Up 1

At work in a perfectly fitted black shirt. I know we hear lots about the classic white shirt, but black in my books is just as good. My favorite version is from Theory.

The Break Up 2

That evening, in a little black dress. The way Jennifer’s dress is cut and the way its fabric moves, you know this dress is expensive. If you were to splurge for something similar, I’d recommend this simple but stunning number from Calvin Klein. At a better price point I love this Nicole Miller dress and think it looks more expensive than it is (much more Roland/Narciso).

The Break Up 3

A close up on Jennifer’s accessories. She wears a simple Cartier watch and a yellow gold band throughout.

The Break Up 4

The next morning – another little black dress, but this one more work appropriate. You can also see her Jennifer Meyer leaf earrings here. The bag is a Chanel Cerf tote.

The Break Up 5

My favorite look-a-like to this dress is this fantastic and very versatile Vince one.

The Break Up 6

One of my favorite looks from the movie when I first saw it. I just thought it was the perfect look for the workplace. Here’s Jennifer’s second Chanel Cerf tote by the way – this time in white.

The Break Up 8

You can find a similar cardigan here (lots of colors, great reviews, under $50), and the best blouse to go under? The classic white silk version from Equipment.

The Break Up 7

Another office look, a sleeveless black blouse tucked into a gold pencil skirt. For sleeveless blouses, I like this version from Sandra Ingrish (the multi layers add some dimension and the price is nice at around $55).

The Break Up 9

The Break Up 10

The next two dresses are my absolute favorite looks from the movie. First up is a stunning Prada dress. I remember loving this so much when I first saw it that I even tried to find it, to no avail.

The Break Up 11

I included many photos of this dress so you can see the amazing detail. Doesn’t it fit Jennifer perfectly?

The Break Up 12

If I could find a dress remotely similar to this one I would be purchasing it stat! In the meantime I’ll share another one of my “dream list” cocktail dresses – this lace number from Dolce & Gabbana.

The Break Up 13

My second favorite look from this movie – this gorgeous dress from Calvin Klein. Of course, the label released a similar version of this dress this year – however it a) isn’t white, but rather gunmetal gray, b) is priced at $3,500, and c) is sold out.

This version from Topshop is pretty good though, and it’s $70!

The Break Up 14

This dress is so beautiful and fits so well that I even had to include this close up shot which appears to be from the toilet (but she’s just sitting on the top to vent, okay)?

The Break Up 15

The next morning, a classic work outfit of a simple white blouse and black pencil skirt. But it looks great on Jennifer.

The Break Up 17

Off duty, in a wrinkled linen blouse (James Perse makes a great version).

The Break Up 18

And finally, parting ways in a black sheath dress. I like this one from Ann Taylor.

The Break Up 19

And that about does it for The Break-Up! Wardrobe lessons learned?

1. Simple doesn’t mean boring. With the exception of her Prada dress and the last lightly striped linen shirt, Jennifer doesn’t wear any patterns at all in the movie. All of her clothing is neutral colored, with simple silhouettes – yet she looks amazing. I have at one point or another had most of the so called “classic” items in my closet – the white shirt, black pencil skirt, etc. Yet many times I thought they might be a little too “boring”. Jennifer takes these classic pieces and makes them her own. But of course, to do so…

2. Excellent tailoring is key. I could put on the never worn Anne Fontaine blouse from my closet as well as my black pencil skirt, and I’m pretty sure I would like more dissheveled and dowdy than anything like Jennifer Aniston. Part of that may be, well just myself, but some of that I’m sure is due to Jennifer’s amazing tailoring in this movie. Everything fits her perfect to an absolute t. The fact that her clothes look like they were made for her, means that ordinary pieces seem much more special.

3. You can have a wardrobe full of basics…but you still need some knockout items. Right? Jennifer’s Prada dress – anything but basic, but it makes her wardrobe. We should all have a few of these special pieces that make us feel phenomenal when we wear them. For me these items are usually dresses but they could be anything – an amazing coat, a fantastic skirt, etc. While building a closet of basics, make sure to make some room for a few “awesome” pieces.



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  • Jessica
    August 6, 2014 at 9:47 am

    YES!! I loved her style in this movie. When I saw your post title, I immediately thought of her outfit in the final scene:

    • Katherine
      August 6, 2014 at 5:09 pm

      That’s a great coat! I couldn’t get a good shot of it, she was moving too fast!

  • Anonymous
    August 6, 2014 at 1:30 pm

    When I saw this movie when it first came out in the theater, I fell in love with her neutral white silk shirt, while pencil skirt and cardigan that I had to search high and low to recreate that outfit for my cousin ( I was still a teen at that time). I also fell in love with her trench coats, I think a khaki one at the beginning of the movie and an olive one at the end o the movie.

    Thank you for such a great post Katherine, it really brings back some nice memories and definitely an inspiration to not forget to dress impeccable 🙂

    • Anonymous
      August 6, 2014 at 1:31 pm

      Trying to put my name instead of anonymous but doesn’t work, my name is JoAnn though

      • Katherine
        August 6, 2014 at 4:35 pm

        You’re welcome! I’m so glad you liked it JoAnn!

  • B
    August 6, 2014 at 7:06 pm

    I love these wardrobe recaps…. can I add a few options to your list? Eva Mendes in Hitch, Kerry Washington in Scandal and the ladies (and gentlemen) of Suits.

    I especially love that you have similar clothing options to explore.

    • Katherine
      August 7, 2014 at 11:28 am

      Thanks for the suggestions! I started watching Suits based on another suggestion but there’s a LOT to get through! I’ll start with Hitch first maybe 🙂

  • Glenda
    August 7, 2014 at 7:25 am

    Thanks for another great movie-post! She seems to have a “capsule” wardrobe, basic, interchangeable. It appears she carries the black Chanel bag & the white Chanel bag daily, then clutches for evening. I’m interested in what shoes she wears, especially with the white Chanel bag. Do you know what shoes she wears in this picture, Katherine? I really, really like the way you do these movie-posts, especially your summaries.

  • Petiteish
    August 7, 2014 at 10:02 am

    How do you figure out the brand of the clothes from these movies? There is a white blouse in a movie called upside down that I have been dying to find, but I haven’t had any luck discovering who makes it! Would love to know your secrets!

  • Lynn
    August 7, 2014 at 4:02 pm

    Love your wardrobe recaps! Can we be honest about something tho? Aside from impeccable fit and tailoring, it also all looks good on J Aniston because she has a sick bod. The scene where she was wrapped only in a towel? I wanna know who made that towel! Lol

    • Katherine
      August 7, 2014 at 5:04 pm

      LOL. Great point, I should add that in a future recap 🙂 Yes…if that towel makes me look like Jen in it, get me 10!

  • Giselle
    August 8, 2014 at 5:26 am

    I love her style in and off screen! Great post. That white shirt and the dresses , oh I love it!

  • JC
    August 14, 2014 at 5:22 pm

    I love these wardrobe recaps, they are super and give great
    outfit ideas! If i may i would love to add two more films to your “to-watch” list. Match point would be great, Scarlett Johansson and Emily Mortimer’s outfits are interesting and this article ties into the character fashion of all of Allen’s films
    Also The Devil wears Prada would be a great film, cause its just a great film!

    • Glenda
      August 14, 2014 at 5:54 pm

      Oh, JC, that is hilarious! =D Thank you for that link! Ok, and it’s enlighening too, for sure.

    • Katherine
      August 14, 2014 at 9:20 pm

      Ahh Matchpoint!! Great idea, I loved that movie and still think of that white dress Scarlett wore!

  • michelle
    January 30, 2015 at 8:42 pm

    Where can I find the black turtleneck dress? The Link is broken..Thanks.

    • Katherine
      January 31, 2015 at 7:45 pm

      It’s not the exact dress, just a similar….the link was working for me when I checked it, it is from Ann Taylor.

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