Setting Winter Denim Style Goals

I’ve said this before, and it definitely won’t be the last time you hear it in the next few months, but the challenge of looking cute in the winter is one I struggle with more than many. Left to my own devices, I’d probably wear knee-high boots and gigantic sweaters and stretch denim until May.

That’s why I’ve decided that in order to avoid a total sartorial slump, I have to set goals. Aside from looking better on the streets of New York on my walk to work, getting dressed (up) has an amazing affect on my mood and my productivity level. I feel better when I look better, plain and simple.

My 3 Winter Denim Style Goals:

1. Wear heels with my denim more. This is a big one for me, and it will definitely be the hardest for me to achieve. Heels are not in my nature, but I’ll be darned – they look amazing. The elevation of your look with the addition of a great pair of heels is more impactful than anything. To kick things off (pun intended) I want a classic pump like these from Alice and Olivia.

2. Snag the perfect denim jacket. A girlfriend of mine has been wearing her Madewell denim jacket over and under just about everything lately – and I’m so jealous. She wears it over her shirts and under a warmer jacket, creating this great layering effect. I’m so inspired I think I have to steal the idea right off her back.

3. Give my preppy looks a little more edge. As you know, my denim looks lean toward the classic and preppy (cable knits, button down shirts), but there’s always something to be said for turning that on it’s head a bit. A leather jacket with a tartan plaid scarf and leopard booties seems like a great place to start.

What are your winter denim style goals?

Image sources: Seams for a Desire, Lou Hay Hay, The Olivia Palermo Lookbook.



  1. Jen
    November 26, 2012 / 1:41 pm

    I had to laugh when I read your goal to wear more heels because I just committed to wearing more flats! Every time I wear my heels, I love the way they look, but I feel like they are so impractical for every day life that ultimately it ends up being ridiculous. Can’t walk very far, can’t play with my kid on the playground, I sink into the ground if I leave the pavement, my feet hurt in short order, they make zero sense once it is cold out because you can’t wear socks and if the weather is messy they are awful…I love the idea of heels but ultimately in winter, real life kicks in and I go straight to my flat and wedge-heel boots! 🙂 If you don’t play with your kid (or don’t have kids) and drive everywhere and live where the weather is always nice, then I suppose it might be more attainable…good luck! I won’t argue that they do look amazing!

  2. Jeanne
    November 26, 2012 / 9:28 pm

    Seriously, heels in winter? Doesn’t it snow in New York? Don’t you worry about frost-bitten ankles? I don’t think that anyone looks fabulous hobbling on heels through ice and snow.

  3. taylordavies
    November 28, 2012 / 1:41 pm

    Haha – I hear you Jeanne! But last year we barely had winter, it didn’t snow at all! I just mean that on the days when it’s not *too* chilly (which there are quite a few) I want to dress up a bit more. Call me crazy but cold ankles don’t really get to me too much 🙂

  4. taylordavies
    November 28, 2012 / 1:42 pm

    I wouldn’t be wearing heels too often if I were you either Jen! However, my lifestle would allow me to wear heels all the time – if only I would take the energy to do it. Last year winter was pretty mild, so we’ll have to see what happens this season. Wedges are also a great way to get the height AND the warmth. Thank you for that thoughtful comment 🙂

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