Let Your Heart & Style Fall Into Winter

left – Kara ○ right – Matilda )

Ah winter… most people’s least favorite time of the year. There are a lot of reasons I’m not a fan. I don’t like my skin drying or my lips chapping or seeing my breath mist in front of my face. That being said, for all the bad there is some good that comes with winter– like hot chocolate, and ice skating, and the fact that you can finally wear those heavy layers you’ve been dreaming of pairing together all year. The Earth is dying, the world is cleansing itself, and it’s a season that seems to bring everyone together.

There is a reason they call it cuffing season, am I right?

It’s for this reason precisely that I decided it would be befitting to dedicate a post to that beautiful little in-between period between fall and winter. I enlisted some help from a few of my closest friends (everybody say hi to Kara and Matilda), and finally got the chance to get out and shoot while the leaves were crumbling, not yet dead, despite the trees looking a little bare.

Truth be told, it’s not often that I find myself on the other side of the camera, which is why I was more than happy to hop behind the lens when I got the opportunity. When I began my bout with photography, I began behind the lens. It was only recently that I got over my nonsensical fear of being photographed. What that’s left me with lately is an excessive amount of photos of me, and not much else.

After adventuring around my favorite part of DC (Eastern Market to be exact), mi amigos and I found ourselves lost in between the little side streets and gorgeous architecture. Kara and Matilda are also probably two of my favorite people ever– and were total troopers when I told them to trespass onto people’s porches/front steps/doorways #oops.

So without further ado (though there was much), click the read more to see my favorite style staples, a few ways to transition your fall wear into winter, and a glimpse into what the wintertime means to me!


I’ll start by saying this: winter has always been a special season to me.

Maybe it’s because of the fact that I’m from Maine (which is practically Canada), maybe because I love snow and skiing and ice skating, or maybe it’s because of the fact that I simply like symbology of winter– but I have always loved the season despite it’s below-freezing temperatures.

I think there comes a point where the Earth sort of coughs and just like that, the season goes from fall to winter (well, if you live somewhere that gets all four seasons). Everything dies and is reborn again, and I think there’s something magical about it. It’s not just your style that goes through a mini-evolution each winter, but also the heart and mind as it adjusts to the permeating darkness and frigidity of the season.

This can be a sudden adjustment if you were formerly wearing a cardigan and thin leggings everyday, or simply aren’t used to it getting dark at 3PM. Difficult as it may be to grasp that winter has finally arrived,  it doesn’t mean it’s a bad thing! Like yes– thigh high boots and thick jackets and cute hats!

So embrace the transition, open your life, heart, and mind to the cooler temps and everything winter brings! Seasons are great because of the change they bring with them. Now is not a time to hold onto how much you love the past (or the summer). It’s time to cleanse and rejuvenate! Have fun and enjoy the process!


In the spirit of giving and winter, by the time December rolls around, I usually like to deep clean my closet and donate what clothing I can to charity. You never know the difference it may make in someone life to have a thick jacket or a warm coat. Every layer matters and it feels good knowing that clothing you’ve discarded can be someone else’s treasure!


Additionally I like to go through and pull out the following winter staples:

  • Pom-Pom Hats
  • Patterned Scarves
  • Cardigans x10
  • Jackets
  • Knee High Socks
  • Turtlenecks
  • Gloves

I think my favorite part of winter fashion is overzealously accessorizing, and pairing every pattern and print I can without it looking too crazy. Even though these are all items that can be worn in the fall time, winter lends itself the opportunity to pair these pieces in brand new ways.

For example, I tend to wear my little black summer dresses with knee socks, boots, and a cardigan; or my black linen shorts with thigh high boots, a button up, and an oversized slouchy sweater thrown over it.

Sometimes I’ll also layer cardigan over cardigan over cardigan, throw on a slouchy hat and knee high boots, and scoot out the door. This is an easy way to look way more put together than you intended, and it’s cozy too, because hello, sweater central!

As far as staying warm goes, I have a collection of jackets that just keeps on, by some bewitchery, growing and growing every single year 😳😳 Since jackets are a must for the wintertime, I like to buy one well made, warm-but-stylish, jacket that I know will get lots of use out rather than many cheaply made, not-as-durable, coats.

One thing that kills me every December is the emergence of  *dun dun DUNN* puffy jackets.

I don’t know why, but I’ve always hated them… and even now, that irrational sense of dislike hasn’t abated itself.

So, before you completely write me off (I sincerely apologize if you enjoy wearing puffy jackets), there are so many other options besides the standard puffy jacket that I see everywhere now. Some of my favorite styles include, but are not limited to, trench coats, pea coats, fuzz-lined coats, and bomber jackets. Before I completely switch subjects, just check out how cute Matilda’s pea coat is here! 😊😊


One more thing I love about wintertime is all of the possibilities when it comes to winter looks, since it’s totally acceptable to mesh fall and winter color palettes. I also love pulling out some really bright, fun, and festive lip colors like my friend Matilda did here! Since the weather and environment around me is prone to looking dead and lifeless, I like to add a pop of color here and there.

On the flip side, another great part about wintertime is how an all matte look is just as viable an option as a glam and sparkly look. I love being able to use my matte eyeshadows and deep berry liquid lipsticks, and go all out with a matte face to top it all off! However, I will say on the days I do decide to go all matte, I over-moisturize as though my skin hasn’t touched a drop of water in 492053+ years.

There’s nothing worse than a crusty, cakey face now is there?

Just check out how flawless Kara looks below!

♡ Before I go… ♡

I think something that will always be important to me regardless of the season is to appreciate the small and large things in life, whether it be the things I don’t have or the things I do. It’s so easy to get caught up in the stresses of the holidays, the darkness of winter, and how unmanageable life can seem… but at the end of the day, it’s what you make of it. It’s all about your mindset, so don’t forget to stop and smell the **plants when you can.

I mean, just take a page out of Kara and Matilda’s book.

♡ Questions for Y-O-U♡

Let me know what your favorite and least favorite parts about winter are! I love hearing from you all. Thanks so much for stopping by! Talk to you very soon! 😊



  1. December 7, 2016 / 7:36 am

    I used to have a puffer jacket way back in the 90s 🙂 The only thing I like about Winter is Christmas and then I wait impatiently for Spring to arrive so it at least gets a little warmer (Scotland isn’t known for his warm weather) and the nights get a bit longer. I clear out my wardrobe twice a year once in Spring & the other in Autumn but it is a good idea to donate what clothes you can for a charity so someone else can benefit from what you no longer wear

    The Life of Dee

    • December 8, 2016 / 6:52 am

      Oh my, I’ve always wanted to travel to Scotland! I’ve heard it’s beautiful and on my list of places around the world to visit. I know! It does feel good to donate, and I’ve noticed cleaning out my closet just alleviates this innate feeling of being stifled by old clothes and things! Out with the old and in with the new, right? 🙂

  2. December 7, 2016 / 8:12 am

    Girl, I totally understand your dislike of puffy (puffer) jackets. I’m top heavy and it’s so unflattering. Love Matilda’s peacoat and scarf combination.

    • December 8, 2016 / 6:49 am

      Matilda says thank you! Also yes, I don’t know why, something about puffy jackets just get under my skin…and especially when I pass 939348 people wearing them haha.

  3. Jasmin N
    December 7, 2016 / 10:27 am

    I absolutely love everything about Winter! The snow & ice, even the cold. Or well, I don’t enjoy when it gets too cold out here (-30°C), but then I’ll just stay in & wrap myself inside of my cozy blanket haha 😀

    You all look gorgeous!

    ♥ Jasmin N
    Little Things With Jassy

    • December 8, 2016 / 6:48 am

      I know! People look at me like I have a second head when I say that winter is actually one of my favorite seasons! I’ll pass along the message to my friends, they’ll be very flattered! Thanks so much for stopping by babe!

  4. December 7, 2016 / 11:13 am

    I’m struggling over here! I moved to TN from California and I am not used to this freezing cold weather! Eek. Thanks for this advice 🙂

    • December 8, 2016 / 6:47 am

      It’s funny because I consider TN warm for the most part… though I suppose not if you’re originally from SoCal. You’re totally welcome! Stay cozy! 🙂

    • December 8, 2016 / 6:46 am

      I’ll pass the message along to my friends– they do look great in them don’t they?

  5. December 7, 2016 / 5:36 pm

    I love the change of seasons and even love Winter – for the first couple of weeks at least! Great outfit ideas!

    • December 8, 2016 / 6:47 am

      Me too! Winter is a really special time for me and I always look forward to it as much as I loathe it.

  6. December 7, 2016 / 5:39 pm

    Pretty photos. I love these outfits. The boots are a really fantastic color too. I can’t do turtlenecks in the winter though. I tend to get too hot. I wear lots of sweaters though.

    • December 8, 2016 / 6:46 am

      Layers are key if you don’t like turtlenecks! The great thing about winter is having the flexibility to choose which ways you’d like to stay warm I suppose!

  7. December 7, 2016 / 7:09 pm

    Great outfit. Leather is great for this fall weather!

    • December 8, 2016 / 6:45 am

      Thank you! I know, you really can’t go wrong with leather!

  8. December 7, 2016 / 8:26 pm

    I wish we had a proper winter with snow! I love the snow we just get rain and more rain all year. I clearly need to relocate ☺

    • December 8, 2016 / 6:45 am

      Oh no… Canada is a fabulous place I’ve heard hehe 😉

  9. December 7, 2016 / 9:12 pm

    I have a moto jacket just like the wine colored one your wearing. It’s my go-to and I wear it often.

    • December 8, 2016 / 6:45 am

      That’s actually my friend in the picture, but I do have a gorgeous red jacket as well! Wine is my favorite fall color!

  10. December 7, 2016 / 10:13 pm

    I don’t like puffer jackets either, even if they are so trendy this winter. I love blanket scarves and i have almost in every color. And i never forget my french beret when it’s freezing outside! Helene/ http://www.beautifulismyattire.com

    • December 8, 2016 / 6:44 am

      Honestly they’ve been trendy for like, the past five years and I’m patiently waiting for the trend to die a horrible and timely death. Speaking of cozy items of clothing, I also really love oversize sweaters with cowls attached like a loose turtleneck! SO cozy! 🙂

  11. Shane
    December 7, 2016 / 10:16 pm

    Your skin looks flawless in winter! Love your wardrobe too!

    • December 8, 2016 / 6:44 am

      Haha it’s not me in the pictures but I’m sure Kara & Matilda will be flattered to read this!

  12. December 8, 2016 / 2:49 am

    I do not like puffer jackets too because I am petite. It will overwhelm me. If I were taller, then I would choose to wear. I like coats because they look sexy and complements women’s figure well. I like the coat of your friend. Is that dark green?

    • December 8, 2016 / 6:40 am

      Now that you mention it, that’s also a contributing reason as to why I don’t like puffer jackets. I think it just stemmed from my childhood when all the ‘cool kids’ wore them and I didn’t have one (nor did I want one). I definitely love coats, and I particularly like ones that cinch at the waist! I feel as though that’s the most flattering look and really looks great on everyone. Also yes! Matilda’s coat was a dark, emerald green color!

  13. December 8, 2016 / 6:08 am

    I personally feel like wearing trench coats and bomber jacket during the winter time. 😃 Love this post. It has got all the wintery feel. ☁ 💝

    • December 8, 2016 / 6:38 am

      Ah bomber jackets are my favorite but I can’t always wear them since I’m very petite and they tend to swallow me right up. I’ve been meaning to invest in a really nice trench coat though! 🙂

  14. December 8, 2016 / 7:31 am

    I love that flannel scarf! I need one ASAP!

    • December 18, 2016 / 6:01 am

      Flannel anything is really the best! I’m a total sucker for it as soon as the temperatures drop!

  15. December 8, 2016 / 7:37 am

    Pretty outfits! I have to say that I actually love puffers – they not only keep me warm but also help me hide my holiday weight hidden haha. But I have already had enough of this winter, I am so ready for some sun 🙁
    xx, Kusum | http://www.sveeteskapes.com

    • December 18, 2016 / 6:02 am

      Haha amen to that sista! Can’t wait to see the sun again, though I will admit that I have a soft spot for the snow.

  16. December 8, 2016 / 10:17 am

    I’m gonna go against the grain and confess my undying love to puff jackets 😀 Coming from Scandinavia where the temperatures can go below minus 40 celcius those are a must. I don’t even care how they look as long as they keep me warm 🙂
    Katja xxx

    • December 18, 2016 / 6:03 am

      I agree, they are functional for their use and if they keep you warm, well, why not! I just have other jackets that are just as warm and not overhyped as puffy jackets are where I live. Good lord– don’t know how you survive -40C weather though! That sounds absolutely brutal!

  17. December 8, 2016 / 3:26 pm

    Great styling ideas! Love the cardigans on cardigans on cardigans – so me here in Minnesota! Would love to see some links to some of the great pieces in these fashions like the earrings, boots, and scarf. Looking good ladies, stay warm 🙂

    • December 18, 2016 / 6:04 am

      Thanks for the kind words and stopping by! Hope you’re warm where you are!

  18. December 8, 2016 / 5:23 pm

    I love these looks. I have to admit, both my favorite and least favorite thing about winter is the snow. I love it because it’s SO beautiful when it’s falling and before it is touched. I hate it b/c it’s a total pain to have shovel or drive in.

    • December 18, 2016 / 6:04 am

      Ah I love the snow but I hate shoveling four feet of it! Talk about a workout, am I right?

  19. December 8, 2016 / 8:11 pm

    I love winter.Absolutely love it.Except for chapped lips I look forward to everything. I declutter my wardrobe regularly too.Loved the photoshoot

    • December 18, 2016 / 6:07 am

      Same here! Dry skin and chapped anything is not my favorite feeling. Thanks for stopping by!

  20. December 8, 2016 / 9:56 pm

    Winter, blegh and yay! I also hate my skin crying and my lips chapping apart.

    But when it comes to clothing, I just layer layer layer layers! Cardigan on cardigan <3

    X, Alex

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