I stumbled across this article here. If you haven't checked out Merrick's Art I strongly suggest it. She is an adorable mother who posts not only fashion tips, but stuff we all need to know, like how to keep your white converse clean.
Below you will find the article written by Merrick White a contributor for Babble.com.
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The first time I wore a pair of jeans with ankle boots, I struggled
with the right length and style and cuffing. Now, more than a year after
I bought my first pair of ankle boots, I still sometimes struggle with
the right cuffing style that works with each style of ankle boot. So in
the next couple of posts, I want to cover several styles of ankle boots —
tall ankle boots, short ankle booties, ankle boots with the little dip
in the front, and ankle boots that are a normal ankle height.
Today let’s talk about that last one — probably the most common style
of ankle boot. You can wear these with almost any kind of jean or pant —
skinny, bootcut, flared, boyfriend, cropped, etc. In my pictures I’m
wearing mine with a regular length pair of skinny jeans, but all of the
tips can be applied to other styles of jeans as well.
First up, this is probably obvious, but don’t pull your jeans over
your boots. Bootcut and flared jeans are an exception, since you want
them to come over the boot and be long enough to almost touch the floor.
But all other jeans should NOT be pulled over the boot.
Next, with this style of ankle boot, DON’T tuck your pants into your
boots. This creates a stumpy look because there is no break in the line
of the leg at the ankle. It also makes it look like your jeans are way
too long for your leg. So no tucking in for this style of boot.
Ahh, this is better, right? A simple, imperfect cuff. This is the
way I wear them the most often. It’s casual, easy, and is a perfect way
to create a little separation between your jeans and your boots. Also,
make sure you let your ankle peek out a bit since that little sliver of
skin will help visually elongate your leg.
This is a cuffing style that you have to be careful with, since a
large cuff like this can shorten the line of your leg. If you have thick
or short legs, stay away from this and try a shorter cuff. But if your
legs are long and/or thin, this works and is just another fun way to
cuff your jeans with ankle boots. Also, make sure your cuff doesn’t go
bigger than about 3 inches.
And finally, a rolled cuff. This one is a more casual option that is
perfect for your weekend outfits. Leave about an inch of ankle showing
in between the jeans and boots — don’t roll too much or too little.
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