5 Key Style Tips…
It’s funny because I remember when the ankle bootie first came out (around 2009-ish) everyone thought they would go away. And yet, here we are…almost a decade later still…and the ankle bootie trend is still going strong! I know most of you know how to wear them, but just in case there are still a few questions, I thought I would share some styling tips.
You might want to start by watching my ankle boots and skinny jeans video here. If you need help with your cropped jeans and ankle boots, you can watch this video. I wanted to show you a couple more options for your cropped jeans below.
To Tuck Or Not to Tuck
…That is the question.
It depends on shaft height of the ankle boot… and your jean style and length. Let’s start with cropped jeans!
TIP #1 | Cropped Jeans & Ankle Boots
If you are wearing cropped jeans like I am above, it’s easier to figure out. The cropped jeans fall either just above the bootie or slightly over the top of the ankle boot. So… NO tucking needed! More about cropped jeans below.
But, if I were wearing fitted, skinny jeans, I could easily tuck into these booties as they have a slightly wider opening.
Kind of like this (below)…
TIP #2 | What About Skinny Jeans?
In both images above, I’m wearing skinny jeans paired with ankle booties. The ankle boots have a slightly taller shaft, making it very easy to tuck your jeans into the booties. You can also play around with cuffing. I usually do one long cuff (like 3 inches) or one small cuff (think around 1 1/2 inches high).
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TIP #3 | Ankle Boots with Dresses is a DO!
I LOVE ankle boots and dresses! DO try pairing your booties with tights to create a longer leaner line like in the first image above. It is also a great option when you want to stay warm. You can also look for a dressier bootie like the ones I’m wearing in the second image. But, play around… I think more casual moto boots can be really cool too, especially with maxi skirts and dresses.
If you need help figuring out what socks to wear, you can watch this video all about socks!
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TIP #4 | More About Booties & Cropped Jeans
Again, cropped jeans do all the heavy lifting for you. You don’t have to think much about it. I paired these super comfy and chic Adriela white booties by Vince Camuto with some cropped Mother jeans, a white turtleneck, an amazing reversible faux fur coat, and the versatile Clem crossbody bag that also comes in black. I love how the bag adds such a fun pop of color and matches the coat.
If you are wearing cropped straight or cropped flared jeans, that style will easily fall over a boot or bootie. Another great thing about cropped jeans…? They frame your shoes and boots beautifully!
If you want more cropped jean/bootie suggestions, you can watch this video.
Shop more booties here.
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TIP #5 | The Art of the Cuff
If you want your jeans to fall above the the top of the ankle bootie, you can use the cuff. There is the single cuff above, the double cuff and one long cuff (around 3 inches). Sometimes I even cuff a pair of skinny jeans and tuck the cuff into the bootie! Play around with the cuff. Cuffing can make you look shorter. If you are worried about that, choose a pair of ankle booties that are in the same color family as your jeans.
I paired these chic gray suede ankle booties with cropped jeans, a black and white plaid shirt, a black blazer and the same crossbody bag!
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Vince Camuto
If you want to see more bootie outfit ideas, be sure to check out this post and this post. And, for the MOST comfortable pumps, check out this post! HUGE thank you again to Vince Camuto for sponsoring this post. All thoughts and opinions are my own.
Thank you so much for stopping by…
Photos by Josh King
Erin! i’d absolutely love to jump on the ankle bootie Train… in fact, i have tWo pairs that i bought a while back, and i’m still searching for the most flattering way to wear them. I’m quite petite (5’3”) and my legs aVerage length. However, i don’t have the slimmest legs, so that doesn’t really help with the whole visually lengthening legs situation. Haha… while i love all the looks you put together in this post, and i would love to pull them all off, i’m Always met with the issUe of ankle booties cutting off the length in my legs! …. wondering what the solution is… and if there are any ???? … Thanks again for a wonderful post!
Solution is wearing jeans or pants the same color as the booties or similar color family!