How To Wear Ankle Boots

If you ever wonder what the guidelines are for wearing ankle boots; check out this video on Kare 11 TV.


Flat and heel ankle boots can look great with denim. A sliver of skin showing between the jeans and the boots is one of my favorite looks. You can also tuck skinny jeans or jeggings into your boots, as long as they don’t bunch up. 

If your jeans are boyfriend style consider tucking them under your jeans. Cuffing your jeans works too, just keep in mind it may shorten your leg line.


Wide leg pants are in the fashion spotlight. For an elongated leg line wear them with pointy or open toes. Be sure to match your heel height to the length of the pant, you don’t want them dragging on the floor. Real Simple Magazine recommends one half inch from the ground. 

I’ve heard some girls say, “wide leg pants only look good with heels.” While they certainly look great with heels – they’re not the only option. I also like them with pointy toe flats, peep toe shoes, (or booties) sleek sneakers, and T-strap sandals. 

If you’re looking to elongate your leg line consider matching the color of your shoe to your hemline. (A nude boot color works too.)


Midi length skirts look great with ankle boots, yet I suggest looking for one with a flattering shaft height. 

Personally when I’m wearing skirts and dresses I like my shaft height to be five inches minimum and I prefer six inches. (I’m 5’8″ with a short torso and long legs for my height, I can barely see over the steering wheel but that’s another story.)

You most likely won’t like how your legs look if the ankle boot cuts you off at the widest part of your calf. I recommend trying boots on while you’re wearing a skirt so you can visually see how flattering they are. Consider a “V” cut in the vamp area or a nude color ankle boot for a softer leg line.


When you’re wearing an elegant or refined dress make sure your ankle boot compliments the vibe. I wear the block style heel when I’m wearing an A-line skirt or dress, and stiletto inspired heels with sheath dresses.

I tend to wear my smooth leather boots with bare legs. In the colder months I’m a huge fan of suede because it transitions from day to evening with the greatest of ease and I also love the clean lines suede has with opaque tights – it’s almost seamless. 

Suede is a luxe fabric so you do have to care for it. Some boots come pre-treated, however if they aren’t previously treated it’s a good idea to invest in spray protection and apply it yourself. 😊