How to Wear Ankle Booties

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.

Bootie Trend, how to wear your ankle boots with dresses and jeans featuring white booties with a cone heel by Vince Camuto paired with a reversible faux fur coat, white turtleneck and Mother dazzler jeans

 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!

Bootie Trend, how to wear your ankle boots with dresses and jeans featuring white booties with a cone heel by Vince Camuto paired with a reversible faux fur coat, white turtleneck and Mother dazzler 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)…

how to wear ankle boots with skinny jeans, showing skinny jeans tucked into the booties

Fall Booties 2018 featuring Vince Camuto black suede side zip booties with a veronica beard plaid blazer and blankNYC jeans on fashion blogger over 40, Erin Busbee of BusbeeStyle.com

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).

Suede Booties by Vince Camuto paired with black floral print dress and burgundy tote bag on blonde woman in rocky mountains

fall booties 2018 featuring black dressy booties by Vince Camuto in black suede paired with a ruched gray t-shirt dress with long sleeves and a long black cardigan sweater on fashion blogger over 40, Erin Busbee of Busbee Style

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!

Bootie Trend, how to wear your ankle boots with dresses and jeans featuring white booties with a cone heel by Vince Camuto paired with a reversible faux fur coat, white turtleneck and Mother dazzler jeans

Bootie Trend, how to wear your ankle boots with dresses and jeans featuring white booties with a cone heel by Vince Camuto paired with a reversible faux fur coat, white turtleneck and Mother dazzler jeans

Bootie Trend, how to wear your ankle boots with dresses and jeans featuring white booties with a cone heel by Vince Camuto paired with a reversible faux fur coat, white turtleneck and Mother dazzler jeans

Bootie Trend, how to wear your ankle boots with dresses and jeans featuring white booties with a cone heel by Vince Camuto paired with a reversible faux fur coat, white turtleneck and Mother dazzler jeans

Bootie Trend, how to wear your ankle boots with dresses and jeans featuring white booties with a cone heel by Vince Camuto paired with a reversible faux fur coat, white turtleneck and Mother dazzler jeans

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.

Bootie Trend, styling gray suede short ankle boots by Vince Camuto with Mother cropped jeans, rails black and white plaid shirt, black donna karen blazer and a red crossbody bag on fashion blogger Erin Busbee

Bootie Trend, styling gray suede short ankle boots by Vince Camuto with Mother cropped jeans, rails black and white plaid shirt, black donna karen blazer and a red crossbody bag on fashion blogger Erin BusbeeBootie Trend, styling gray suede short ankle boots by Vince Camuto with Mother cropped jeans, rails black and white plaid shirt, black donna karen blazer and a red crossbody bag on fashion blogger Erin Busbee

Bootie Trend, styling gray suede short ankle boots by Vince Camuto with Mother cropped jeans, rails black and white plaid shirt, black donna karen blazer and a red crossbody bag on fashion blogger Erin Busbee

Bootie Trend, styling gray suede short ankle boots by Vince Camuto with Mother cropped jeans, rails black and white plaid shirt, black donna karen blazer and a red crossbody bag on fashion blogger Erin Busbee

Bootie Trend, styling gray suede short ankle boots by Vince Camuto with Mother cropped jeans, rails black and white plaid shirt, black donna karen blazer and a red crossbody bag on fashion blogger Erin BusbeeBootie Trend, styling gray suede short ankle boots by Vince Camuto with Mother cropped jeans, rails black and white plaid shirt, black donna karen blazer and a red crossbody bag on fashion blogger Erin Busbee

Bootie Trend, styling gray suede short ankle boots by Vince Camuto with Mother cropped jeans, rails black and white plaid shirt, black donna karen blazer and a red crossbody bag on fashion blogger Erin Busbee

Bootie Trend, styling gray suede short ankle boots by Vince Camuto with Mother cropped jeans, rails black and white plaid shirt, black donna karen blazer and a red crossbody bag on fashion blogger Erin BusbeeBootie Trend, styling gray suede short ankle boots by Vince Camuto with Mother cropped jeans, rails black and white plaid shirt, black donna karen blazer and a red crossbody bag on fashion blogger Erin Busbee

Bootie Trend, styling gray suede short ankle boots by Vince Camuto with Mother cropped jeans, rails black and white plaid shirt, black donna karen blazer and a red crossbody bag on fashion blogger Erin Busbee

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!

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…

 Erin Busbee signature

logo for Josh King Photography based in Telluride ColoradoPhotos by Josh King

 

 

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  1. 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!

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