Why I lost sleep over buying these boots and 4 ways to wear them


Two blog posts back I talked about how excited I was to order these Loeffler Randall booties (they’re still 25% off here and a less expensive version here). The best part, they were on sale! But what I didn’t share on my Instagram was how I couldn’t go to sleep the night that they finally arrived. Why? Because they cost $300! They are my most expensive pair of shoes.

You might be thinking, well didn’t you know that when you bought it?

I’m embarrassed to say that I was slightly blinded by the fact that they were on sale. For many reasons, the words “SALE” and “DISCOUNT” make me feel like I’m winning. Aside from feeling like I’m getting some kind of incredible deal that probably won’t happen again for a while, it makes me feel like I am saving money…even though I know I wouldn’t have spent $400 on a pair of shoes to begin with. Unless, they lasted forever and could morph into any kind of shoe I wanted them to be (a gal can dream).


Shirt: Rebecca Taylor (old), similar here and here
Skirt: Aritzia (old), similar here

I kept thinking over and over, “I just spent $300 on shoes?!” This thought alone kept me up at night.

The next day I decided to give them another try and see if I would feel a bit more at ease with keeping them. I’m not even exaggerating when I say they glowed when I opened the box.

I never knew that I could feel this way about a pair of shoes. Shoes have always been an afterthought for me. I am aware of how superficial and materialistic this all sounds but what adds joy to my life only makes me a better person in my relationships and in the world. I truly believe this. I am not suggesting to only buy expensive things or that you can’t be a better person without them. This is me saying, I bought a really expensive pair of boots, it really stressed me out to think about how much I spent on them, but then I realized how special they were, so I kept them.

I tried them on with everything. I didn’t want them to just sit in my closet as a constant reminder of how expensive they were. I wanted to look at them like a piece of armor I could put on and stylishly tackle anything that comes my way. And to my own surprise, they looked good with everything. I could probably wear a belted black trash bag with these boots and it could be FASHION. Just kidding.

The best part of these boots isn’t the fact that I got them on sale, but how much they make me feel like the best version of myself. Like when I have clean hair, run a bunch of errands, work out, and have a completed blog post in my drafts folder just waiting for me to hit “publish.” Disclaimer: These things never happen all in the same day, but again a gal can really dream.


Sweater: Everlane
Same Aritzia Skirt, similar here
Bag: Clare V.

Same Everlane sweater
Same Clare V. bag
Jeans: Evidnt


Denim Jacket: J.crew Factor (old), similar here (under $50 from Gap)
Tee: Re/Done
Same Aritizia skirt, similar here

It really comes down to asking myself a million and one questions and being brutally honest with myself.

-Will I really wear this? (Yes!)  
-Will I want another pair of shoes that I would rather spend this much money on? (No!)
-Will this go with what I already own in my closet? (Yes!)
-Will I take care of these shoes? (Yes and yes!) Any NYC shoe cobbler recommendations?

P.S. I wrote about my shopping thought process in an older blog post here, if you’re seeking some inspiration in that department.

Did you splurge on something recently? What was it and how did you decide to keep them? I would love to know!

Thanks for stopping by and I will see you in my next post.

Sophie 🙂


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