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Edgy Meets Classic

Wilsons Leather red leather jacket and dress

Wilsons Leather red leather jacket and dress

Wilsons Leather red leather jacket and dress

Wilsons Leather red leather jacket and dress

When it comes to leather jackets, my first thought is always to pair them with jeans and a pair of boots. But this weekend, I decided to get a bit more creative with my leather jacket styling and throw it on over one of my most-worn classic dresses…to give it a bit edgier of a look!

My fancy red leather jacket is one I had gotten from Wilsons Leather back in November but didn’t get much of a chance to use it until now, thanks to it being so gosh darn hot in this hemisphere up until last month. (My gosh have the past couple weekends been cold, though! Ned Stark was right, winter is here!)

I know leather jackets and boots are the last things most folks in the Northern Hemisphere are thinking about when it comes to their wardrobe at this time of year. However, hear me out, now is a good time to be looking! For instance, the jacket I am wearing in these photos is stocked in all sizes (double check size chart before ordering, it runs large) and is on sale for a fraction of what it was last winter! (Plus, it even comes in other colors now.)

Wilsons Leather red leather jacket and dress

I am also really excited about the leggings I’m wearing! They’re from my friends over at Eleanora Grace Boutique (out of Wisconsin), and they are SO soft. I have a few pairs from Eleanora Grace and every one of them is amazingly comfortable and soft to the touch. My mom also ordered a few pairs from them and is in love as well. She says they’re the softest leggings she’s ever had. And at $10 a pair, they’re wayyyy cheaper than other quality leggings.

Wilsons Leather red leather jacket and dress

Now I’m curious, would you pair a leather jacket with a dress? Let me know in the comments!

Where to find it:

Leather Jacket: c/o* Wilsons Leather
Dress: Old (Similar here & here)
Leggings: c/o* Eleanora Grace Boutique
Boots: Old (Similar here)

or click to shop:

Disclosure: some of the links in this post are affiliate links. Meaning, if you click a link and make a purchase, Have Clothes, Will Travel gets a very small commission. Thank you for supporting the brands that make this blog possible!

*c/o = courtesy of, meaning the company gave me the product to be used on my blog, and I did not pay for it. All opinions are my own, and I am not being compensated for a positive review.

26 Comments

  1. heathernoire says:

    This edgy meets classy style is beautiful! I love the way you added the red jacket and amazing boots 🙂 http://www.bauchlefashion.com/2017/07/a-sun-kissed-guide-to-summer-style.html

    1. haveclotheswilltravel says:

      Aw, thank you so much!

  2. Lee (@leethrifts) says:

    I LOVE pairing my leather jacket with skirts and dresses! I am so so so jealous you can wear all your winter wear now. I’m so over summer hahaha.

    Lee – leethrifts.com

    1. haveclotheswilltravel says:

      Haha! Not to rub it in, but I am loving being able to wear my winter clothes, haha. A year of nothing but summer nearly killed me! 😉 And glad to hear you also like to pair your leather jacket with skirts and dresses!

  3. You look perfect,this leather jacket is awesome ! ♥

    1. haveclotheswilltravel says:

      Aw, thank you!

  4. I never think to pair a leather jacket and dress but every time I see it done — including here by you — it impresses me. Smart move!

    1. haveclotheswilltravel says:

      Aw, thank you! 🙂

  5. Lana_SHON says:

    Great outfit! I love your dress and your jacket! Very perfect.

    1. haveclotheswilltravel says:

      Thank you so much! 🙂

  6. Definitely a great look Lindsey!! The leather jackets make any outfit so much hipper!!
    XOXO
    Jodie
    www.jtouchofstyle.com

    1. haveclotheswilltravel says:

      Aw, thank you, Jodie!

  7. Leather jacket and dress is pretty much my go to look when it’s cool. I do love the bright colours in this outfit 🙂

    Sadie
    Aim For Fabulous

    1. haveclotheswilltravel says:

      Thank you so much, Sadie! 🙂

  8. The best way to add edge to a look is to throw on a leather jacket. Love it!

    Liv

    http://livforstyle.net

    1. haveclotheswilltravel says:

      Aw, thank you, Liv!

  9. Super cute and I love how you paired everything!

    1. haveclotheswilltravel says:

      Thank you!

  10. lifeofamedschoolwife says:

    What an adorable look! I love the color of this jacket.

    1. haveclotheswilltravel says:

      Aw, thank you so much! 🙂

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