Secrets to amazing style with high boots revealed (how to pick the right pair and match any outfit)

by Cornell Yule

Alright, so I’ve been meaning to chat about this for a bit. High boots, right? They look amazing, but sometimes I just stand there, staring at my collection, wondering how to actually make them work without looking like I’m trying too hard, or worse, totally clueless.

Secrets to amazing style with high boots revealed (how to pick the right pair and match any outfit)

My Boot Journey

So, I decided to dedicate some serious time to figuring this out, like actually trying things on instead of just imagining outfits in my head. It started with my trusty knee-highs. I’d always heard, “Oh, wear them with shorter stuff!” So, I grabbed a mini skirt. Honestly, it wasn’t bad. My legs looked pretty decent, if I do say so myself. Felt a bit bold, but in a good way.

Then I thought, okay, what about those ankle boots I own? I’ve got these super comfy Chelsea boots, the ones you can just pull on and go. I’d seen people wear them with dresses, so I picked out this flowy midi dress I have. And you know what? It totally worked! Super casual, but still looked like I made an effort. That became my go-to for a while when I just wanted to be comfy but still look put-together.

  • Pulled out the knee-highs.
  • Tried them with a mini skirt – success!
  • Moved on to ankle boots, specifically my Chelseas.
  • Paired them with a flowy midi dress – another win!

But then, I got a bit experimental. I thought, “What if I try the knee-highs with a really long skirt?” I had this maxi skirt, and I figured, why not? Let me tell you, that was a mistake. A big one. It just looked… weird. Like my boots were completely lost, and the whole silhouette was just off. It’s true what they say, some things just don’t mix. Covering up those nice boots with a super long skirt? Pointless, really. It just felt frumpy.

What I Learned (The Hard Way, Sort Of)

So, after all that dressing up and down in my room, I kind of got a better feel for it. It’s not about strict rules, I don’t think. It’s more about looking at yourself in the mirror and seeing what actually looks balanced. Sometimes you just gotta try stuff. What works for one person might not work for another, you know? But for me, keeping the skirt length a bit shorter if I’m doing knee-highs seems to be the way. And ankle boots? They’re surprisingly versatile, especially with those midi lengths.

It was a bit of a process, lots of “nope, not that” moments. But hey, that’s how you figure things out, right? Now I feel a lot more confident just grabbing a pair of boots and knowing I can make them work without a massive fashion crisis. It’s all about playing around until it feels right. Don’t be scared to just try it on!

Secrets to amazing style with high boots revealed (how to pick the right pair and match any outfit)

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