White Dress With Black Trim || Leather Moto Jacket (similar under $150 here, under $250 here | designer version here) || Black and White Print Beanie || Leather Backpack || Black Over-the-Knee Boots || Sunglasses || Tights || Gold Boyfriend Watch

As the new year begins I think we all begin to get excited for Spring and a new wardrobe. As much as I would like to believe the second Christmas is over the warm weather is on it’s way, the temperature says otherwise. Putting together a street chic look that will keep you warm in the frigid weather can sometimes be challenging. Instead of reverting to those cozy pieces (I think we could all live in soft hoodies and sweatpants!), keep in mind a few tricks for bringing out those Spring dresses in ways that make them unique and inspiring.

1. Dressy meets casual: Some of the most interesting looks are the ones that merge dressy and relaxed pieces into a effortless ensemble. I balanced out today’s dress with an edgy leather moto jacket (similar under $150 here), backpack, and a beanie. Step outside the typical pairing when opting for a dress.

2. Minimal is max (mostly): Understated looks can be some of the most alluring. Plus, minimalism is key to making budget outfits look more expensive. Think structured pieces or monochromatic tones. Don’t feel like you should skip that statement piece, though – an over-the-knee boot adds an extra bit of interest to today’s look.

3. Layer: Pulling a few accessories from your closet into your look gives you a variety of alternatives for chic (and warm!) street style. Hats, tights, scarves, etc. can transform a look when paired creatively with an ensemble. Layering pieces are always a great way to introduce detail or interest in an outfit.

4. Add Texture: You have probably heard this one a thousand times, but mixing textures is easiest during the winter. You have countless opportunities to incorporate different textures with your layers. From head to toe today’s look combined suede, leather, cable knit and more in just a few basic pieces.

What are some of your go-to’s for wearing a dress in the winter?


*Photos by JessaKae

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  1. Gia Sante

    Love that dress!

  2. Alexis

    I love this look!

  3. Sara Kate

    So true! It’s hard to feel/dress cute in the cold! Great look, I love the layers of tights and high boots paired with that dress.

    Sara Kate Styling

  4. candace

    I’m loving everything about this look! Swoon.

  5. Kathleen nelson

    Love your outfit and especially the beanie! Where did you get it?

  6. Jade

    I would never in a million years have come up with this combo but it is flawless. Love the way you styled the dress.

  7. Jessica @ wearitforless

    I love this! You can get so much more use out of items that you can wear year found and this is a perfect way to do it!

  8. Rosie

    This is such a nice look! I’m not sure why but I’ve always had this thing against wearing stockings with a dress so I’ve always strictly left my dresses for warmer weather but I think I’m going to break my rule after seeing this post. Thank you!

    Rosie x

  9. Vanessa

    I’m in love with those over the knee boots! I really need to step out of my box with dressy and casual! Great post!

    Xo, Vanessa (Delightful Sunflower)

  10. Krista

    Great tips! I always struggle finding the right pairings with work outfits. It’s cold, but I need to dress up, and it’s work so I have to be somewhat conservative. Always a challenge but I think I can incorporate some of your tips. Thanks!

  11. Prudence Yeo

    Love this really cool yet feminine monochromatic outfit! The asymmetrical black trim style of the dress is so sophisticated and the edgy vibe from the leather jacket and boots are awesome too!


  12. Christina Storm

    Such gorgeous photos! I absolutely love this look!

    The Style Storm
    <3, Christina

  13. Kerri

    LOVE it, per usual. Such a great way to make use of the dresses that wait in my closet for the warm weather to return!

    XO Kerri
    A Trendy Peace

  14. Melody

    This look is so well thought out. The black detail on the dress is striking and I just love the luxe-ness of your accessories!


  15. Lindsay

    The white dress with black trim looks so cute with the black boots!!

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