[ann]Sweater: Loft |  Jeans:  AG  | Boots: Goodnight Macaroon  | Bag: Gucci[/ann]

Aside from booties, my favorite type of shoes to wear this time of year are over-the-knee boots!  At first they were totally a trend that I wasn’t sure I could get behind.  I bought my first pair of over-the-knee boots about 2 years ago, and was not willing to spend a lot due to the fact that I wasn’t sure how much use I would get out of them.  This was the first pair I bought, and to my surprise, I wore them a few times a week…minimum!  They instantly dressed up almost any outfit I paired them with and made it look so much more stylish without even having to try.

The following year (last year) I decided to make the investment in a high-quality pair (these!) because I knew how much wear I would get out of them.  Needless to say, about three weeks after splurging on my first pair Stuart Weitzman’s, I found myself with a second pair 😂.  Now they are the easily the boots I reach for most in my closet, and are totally worth the investment.

But today’s post is for those of you in the same boat I was in a couple of years ago: unsure as to whether investing in over-the-knee boots is a smart decision or if you’ll actually even wear them.  Even inexpensive over-the-knee boots are not cheap, so today I’m rounding up the best 10 over-the-knee boots under $150.

The pair I’m wearing in this outfit here are probably my top pick of all ten because of how comfortable they are.  They technically are $163, but almost always have a discount code dropping them well below that $150 mark.  They come in black suede, tan suede, and taupe suede.  I have the black and tan!  They are extremely comfortable if you aren’t able to wear high heels, and look much more expensive than they actually are.  Sizing tip: these come in European sizes which run a bit small.  I am a true 6.5 and am wearing a 37 in these boots and they fit perfectly.  If you are in between sizes, I would go with the larger!

10 Over-the-Knee Boots Under $150