Over the Knee Boots for Under $100

Such a cute dress with the over the knee boots

I’ll admit, I wasn’t the first one to jump on the over the knee boot trend. When I first saw these super tall boots popping up all over the place, I couldn’t help but think about Julia Roberts in Pretty Women. We all know Julia’s character ended up being as sweet as pie, but she didn’t start out as the definition of class. It took me a while to decide if this trend was really for me.

How to pull off over the knee boots

After sitting out on OTK boots last year, I’m officially in on the trend. I’ve realized a few things about them. #1 they don’t need to be black leather stilettos. #2 they don’t need to look trashy. #3 they look a lot better when they fit right. #4 they don’t need to cost a fortune.

The cutest black sweatshirt dress and boots

Honestly, I do like some of the black pairs out on the market, but I prefer the trend in brown. It softens the entire outfit and makes them look a lot more casual. I also personally prefer pairs that have a chunkier heel. Since I became a stay-at-home mom, stilettos are truly a thing of the past for me. The block heel is super trendy right now and I’m all about shoes that are easier to walk in and more comfortable. Win win.

Love the boots with this dress

I think the most important thing about this trend is finding a pair that fits you right. Sorry, I know this is easier said than done. I actually ordered a spendy pair from the Nordstrom Anniversary Sale back in July, only to decide they were too wide around my knees. Thankfully, I wised up before I wore them and quickly returned them for a refund. I found this pair for a mega steal and they fit me so much better. When I stand up straight, they are more fitted around my thighs, which made them much more flattering. Finally, this particular pair only go an inch or two above my knees. I’m pretty short so they aren’t quite as overwhelming.

I need these OTK boots!

So here’s the best part. This trend doesn’t need to cost you a fortune. I’ve said all along that I like to splurge on classic pieces that will last forever and save on trendy pieces that will likely be out of style in a year or two. Mark my words, over the knee boots will be one of these trends. I just don’t see them lasting, meaning they are a perfect piece to avoid spending a fortune. I’m a big fan of Stuart Weitzman, but you won’t catch me wearing a pair of his $800 OTK boots. Sorry, Stu.

     The brown boots are perfect with that black dress

As usual, I did the research and found a bunch of amazing pairs of over the knee boots for under $100 (some costing only $30!).

And because I know someone will ask, my distressed black sweatshirt dress is sold out, but this one and this one are similar.

What do you think of the over the knee boot trend? Yay or nay?

How to wear over the knee boots


One Comment

  1. Haha. Pretty Woman. I love that movie. I also love the OTK boot trend. You look fantastic in your. Love the color. I bought a grey suede pair many many many years ago from CathyJean shoes where they were still in the Scottsdale Fashion Square. (Many years ago right!) Mine were $35 dollars. I still have them today.

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