Tips on Wearing Ankle Booties

It took me a little while to get on board with the ankle bootie trend, mostly because I felt like they made women’s feet look chunky, and cut off their legs right above the ankle, making their ankles look wide. Who knows what happened … maybe I just saw too many other bloggers looking fabulous in them that I could no longer resist? I am not sure. But now I own three pairs and practically live in them. Also along the way, I have discovered a few ways to wear them, so they are flattering and do not make me look like I have fat ankles.  There are so many fun ones out there: wedge, heel, flat, cut-out, laced, buckled, and the list could go on. And they are so big for fall / winter — you really should own a pair……or two.

Tucked ~  Tucking your pants into your ankle boots creates a long, lean leg line. Most jeans are not quite fitted enough at the ankle to allow for this look to work, so a long pair of leggings are your best bet.


Rolled ~ Rolled or double cuffed jeans are a cute look with booties and allow for a little bit of your ankle to show through, and highlighting that skinny area down there.  This look works best with skinny jeans. Straight-legged or wider-legged jeans shorten your leg line when rolled.


Cuffed ~ When wearing jeans with booties, an exposed ankle is key to keeping your ankles looking as slim as possible. One of the ways to create this gap between the jeans and boots is a cuffed hem. Try this look with a longer pair of skinny jeans, rather than an ankle length pair. A larger cuff (2-3 inches tall) is more flattering.


Layered ~  The sock trend was hard for me to get on board with, too, but I am kind of loving it these days. It is a tough one to pull off though, since it adds bulk to your ankles. But layered over leggings makes for a cute wintery look. Go for a neutral-colored sock to avoid drawing too much attention down there.  Shorter socks are easier to pull of as well. There is less to bunch, and therefore less bulk.  Do not ever layer socks over your jeans when you are wearing booties. Unless they are jeggings and are very thin material, it will add even more bulk to your ankles.


Monochromatic ~ A monochromatic look is a great way to wear those taller ankle boots. I have a hard time styling my black pair sometimes because they are a bit taller and cover up my entire ankle. But a pair of black tights and a black pencil skirt creates a sleek long black line that makes it so the height of the boot is irrelevant. Try a fun patterned top to offset the monochromatic bottom.  Try brown tights with brown boots, gray with gray, or mustard with your light brown boots.


Inspiration from Pinterest.


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