Style / November 27, 2017

Why I Bought Over the Knee Boots

Why I bought over the knee boots // style // Hunting for Pink Flamingos

I was feeling solidly meh about over the knee boots until I tried on a pair.

I felt like over the knee boots (aka OTK boots) were good for the runway, a night club, and mayyyybe a fancy-but-not-too-fancy dinner out. And even though I’ve seen lots of bloggers wear them, I didn’t feel like I’d actually be able to wear them anywhere thatΒ I went.

Also, the ones I usually see are Stuart Weitzman (spoiler alert: They’re $700+), and even the dupes (I’ve seen these quite a bit) are pricey. And I wasn’t really trying to spend a bunch of money on boots that I’d rarely wear.

Sweater dress + OTK boots // Hunting for Pink Flamingos


I was at JCPenney one day to look for brown booties (I ended up with these beauties in tan), and there were a few pairs of OTK boots there. The most expensive one was $90 — and I knew that JCP had sales all. the. time. So I figured I’d try on a pair for fun just to see what they were like.

I didn’t have an immediate “Ugh, no,” reaction to them, which is saying something. And really, they just seemed like normal boots. But I kept thinking about them. And how they really didn’t seem as dramatic/outlandish as I thought they would. And then I started thinking about how I could wear them.

In the end, the clincher was that I’m cold all winter long. And these boots cover even more skin — which means I’ll be that much warmer. Oh, and they were on sale. πŸ™‚

Dark purple sweater dress Black OTK boots // Winter wardrobe staples What to wear this winter // Hunting for Pink Flamingos Can you really wear over the knee boots in daily life? Winter outfits // Hunting for Pink Flamingos Purple sweater dress + Black OTK boots + Pearl necklace // Winter style // Hunting for Pink Flamingos

| Dress: LOFT, similar | Necklace: Forever 21, similar | Boots: JCPenney |

The day we took these pictures was pretty warm, so I just wore the boots and a sweater dress. And I was pretty warm! If it was colder, though, I’d have added tights or leggings under the dress. You can also see how I styled them here.

If you’re thinking about OTK boots, I linked a bunch of options below. And a lot of them are included in Black Friday/Cyber Monday deals!

Thanks for reading!

This post contains affiliate links.


  1. ginameester

    I LOVE boots (I own like 7 pairs), but I don’t have any OTK and haven’t really considered a pair. I’ll have to check some out!

    29 . Nov . 2017
    • Naomi

      I’m still surprised by how much I like them! You should definitely try on a pair!!

      05 . Dec . 2017

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