Quite Possibly My Favorite Outfit of All Time

A Foolproof Winter Outfit That's Anything But Boring
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A Foolproof Winter Outfit That's Anything But Boring

What do you wear when you’re as bored with your wardrobe as you are with the season? Pairing beautiful basics promises a foolproof winter outfit!

Let me take a moment to be brutally honest with you. As much as I’ve always liked winter (and honestly, I do), at a certain point – usually around the middle of January – I start to become bored with my closet. There’s only so many combinations of sweater + pants + coat + boots I can wear before it seems as though I’ve run out of options. However, I believe that so much of my struggle stemmed from the colors and patterns I was trying to make work together. While I love a vibrant green sweater or a pair of gingham pants, they’re not always the most conducive when trying to mix and match to create unique outfits each day.

This year, I took on the task of stocking up on basics, in mostly neutral colors. Lots of black, white, brown, and gray started making their way into my closet. This is super unusual for me, because I’ve always been one to love wearing lots of color. It was a tricky transition, and I “cracked” when I began adding more red hues. Then I realized that I didn’t need to smack my own wrist for wanting pops of color every once in a while. I just found a way to incorporate those brighter tones so I was left with only easily-matched pieces.

Photos by Meredith Anne Photography

[ Outfit Details ]

coat c/o Chicwish | similar bodysuit | pants | heels | similar hat | bag | belt | necklace | earrings c/o Sugarfix

A Foolproof Winter Outfit That's Anything But Boring A Foolproof Winter Outfit That's Anything But Boring A Foolproof Winter Outfit That's Anything But Boring A Foolproof Winter Outfit That's Anything But Boring

This chic, street-style look makes me feel like a million bucks.

In fact, I’d go so far as to say this particular ensemble is a 100% foolproof winter outfit. I started with my favorite pair of denim, then added a mock-neck bodysuit. Those two items alone create a dynamite duo that’s incredibly flattering and can be styled numerous ways. Then I got to layering and accessorizing. A combo of gold and black jewelry, belt, hat, bag, and shoes all matched together, but weren’t overpowering. The final touch? My new favorite winter coat. I knew I’d love this coat the moment I saw it on the Chicwish website. What I didn’t know was that it would be not only stylish, but incredibly warm! The lining is quilted, and the day these photos were shot was a windy, chilly one. I was so thankful to have this particular outerwear with me! It’s currently $88 and in stock from sizes XS-XL (fits true to size, and I’m a XS for reference).

I felt so confident in this outfit, and that confidence was only boosted when I walked into a local café and the barista told me that I looked super stylish. Such a compliment! It made me grateful that I had invested in those beautiful, basic pieces that make my wardrobe so much easier to rifle through. No more debating over which product to pair with which. I’m wondering if I need to take this skill into the spring and summer!

Related Posts: Why You Need a Simple Sweater Dress for Winter // I Tried a Trend and I Liked It // What to Wear on a Valentine’s Day Date

A Foolproof Winter Outfit That's Anything But Boring A Foolproof Winter Outfit That's Anything But Boring A Foolproof Winter Outfit That's Anything But Boring

What do you wear when you’re beginning to get bored of your winter wardrobe?

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A Foolproof Winter Outfit That's Anything But Boring

Photos by Meredith Anne Photography



  • Reply
    February 8, 2019 at 6:27 AM

    That winter coat is perfect. Makes the outfit really pop, but then the shoes and hat take it over the top!

  • Reply
    Hillary Conheady
    February 8, 2019 at 10:08 AM

    This is such a great classic outfit! I love love love the blazer!!

    xo, Hillary | hillheady.com

  • Reply
    February 8, 2019 at 12:07 PM

    I wish I can love Winter as much as you do. I definitely get in a rut in Winter. It’s brutally cold and everything is blah! But I do agree that stocking up in basics is the best way to look put together no matter what. You look so chic!


  • Reply
    Laura Adney
    February 8, 2019 at 12:25 PM

    Honestly adore this outfit. The blazer is so chic, especially for the winter time!!

  • Reply
    Indya | The Small Adventurer
    February 8, 2019 at 11:52 PM

    My entire wardrobe is made up of basics and I love it! It means that nearly everything is interchangeable and complements each other, which makes getting dressed SO much easier. There’s nothing better than a good pair of jeans that you can wear day in, day out and not get sick of!

  • Reply
    February 9, 2019 at 3:27 AM

    Love everything about this outfit!! This coat is such a great Fall and Winter staple, and I love the length. So chic!

    cute & little

  • Reply
    February 9, 2019 at 9:50 AM

    I love this outfit so much Stephanie!! Good quality basics are a great foundation. You look so chic!
    Xo, Deanie
    Deanie Michelle

  • Reply
    February 9, 2019 at 11:09 AM

    I LOVE you in this style, Stephanie! Those jeans are calling my name – just bookmarked them 😉

  • Reply
    Alix Maza
    February 9, 2019 at 12:30 PM

    This is so cute! It’s so hard to look cute AND stay warm haha.

  • Reply
    February 9, 2019 at 4:37 PM

    LOVING this outfit, Stephanie! You look so chic and ready to tackle the world.

  • Reply
    hannah shanae
    February 10, 2019 at 11:02 AM

    ummmmmm…this outfit looks amazing on you!! Totally going to have to copy it, super cute!

    Hannah Shanae

  • Reply
    February 10, 2019 at 12:16 PM

    You can’t go wrong with a chic look like this! My favorite has to be the coat…love it on you!

    xx, Danielle

  • Reply
    February 10, 2019 at 9:06 PM

    How adorable are you in your hat! I’m also obsessed with this jacket. This is the cutest look.

  • Reply
    February 10, 2019 at 11:30 PM

    I love great accessories to elevate the basics – nothing beats a hat in my opinion, and your coat is fabulous.
    Chic on the Cheap

  • Reply
    Laura || Walking in Memphis in High Heels
    February 11, 2019 at 6:43 AM

    I love this entire outfit! I love the jacket, but those heels are calling my name!

  • Reply
    February 11, 2019 at 8:22 AM

    You are rockin’ this outfit. I love it. Especially that purse.

  • Reply
    February 11, 2019 at 8:41 AM

    I love this outfit! The coat is so so cute!

  • Reply
    February 11, 2019 at 11:41 AM

    I would totally wear that look from head to toe! I love the simple, elegant, and chic silhouette!!

  • Reply
    Taylor Aube
    February 11, 2019 at 2:27 PM

    I love my go-to jeans, heels and blazers! Such a good outfit for anything – a meeting running errands, brunch, etc!

  • Reply
    February 11, 2019 at 5:14 PM

    So friggin cute! I’m a huge fan of oversized blazer so this outfit is right up my alley

  • Reply
    Taylor Mobley
    February 12, 2019 at 10:22 AM

    well this could be my favorite outfit of all time too LOL you look amazing.

  • Reply
    February 12, 2019 at 12:49 PM

    This is such a cute outfit! I love that coat. I need to get some shopping done to revamp my winter wardrobe!

  • Reply
    February 12, 2019 at 3:42 PM

    Such a cute classic outfit! I love the layered necklaces!

  • Reply
    clare @ ohthesearethegoodoldday
    February 12, 2019 at 7:29 PM

    stephanie you are a young woman to watch. i’m pining your style to emulate in my 9-5 job!

  • Reply
    Alyssa Avant
    February 12, 2019 at 7:49 PM

    The jacket is adorable. I would definitely wear that.

  • Reply
    Lecy | A Simpler Grace
    February 12, 2019 at 7:50 PM

    This is classic winter and I LOVE it. That is such a great coat. It looks warm, but doesn’t add a lot of extra bulk, as coats can sometimes do. Thanks for sharing this look!

  • Reply
    February 12, 2019 at 7:58 PM

    Any perfect outfit involves jeans and high heels! hahaha Absolutely loving this casual chic outfit.<3


  • Reply
    February 12, 2019 at 8:26 PM

    You look so gorgeous! I’m in love with this coat!!!

  • Reply
    Sarah Lagen
    February 12, 2019 at 9:37 PM

    I totally feel that way in winter!! for me, that feeling of being over your closet happens in March… ahhh! Not ready for winter to linger in Chicago! I’m obsessed with your jacket, it’s so cute and perfect for winter!!

    xo, Sarah

  • Reply
    Sarah Lindner
    February 13, 2019 at 9:55 AM

    SO cute!!!! I love some good basics – they always make me feel like I am wearing something new even if it’s a plain white tee!

    xoxo Sarah

  • Reply
    February 13, 2019 at 8:50 PM

    Yep, this outfit is adorable x100. I love, love, love the jacket! It’s dressy, yet casual. And the hat is the perfect addition!

  • Reply
    Becky @ Disney in your Day
    February 13, 2019 at 10:06 PM

    I love the jacket!! I don’t think I will ever be a fan of the ripped jeans look but you pull it off!

  • Reply
    February 13, 2019 at 10:35 PM

    I love this outfit! Totally something I would wear!

  • Reply
    Ciera Chang
    February 14, 2019 at 10:29 AM

    I feel ya girl, I’m getting really bored of my sweater combinations too… Love how you styled this trench though! This whole look is just too cute!

  • Reply
    February 17, 2019 at 6:29 PM

    Ohhh! I need that jacket! I’m incredibly bored with my winter wardrobe right now!

  • Reply
    February 20, 2019 at 10:54 AM

    Haha I think this may be my favorite outfit of all time on you too! SO versatile, great, classic pieces and so flattering!

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