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If you’ve ever been afraid to wear booties and not pull them off, then you’ve come to the right place!
This blog post will show you several different ways of how to style booties and give you so many outfit ideas.
Booties are also known as ankle boots. They are boots with a short shaft that does not go very high up on your calf.
Booties look super cute with skinny jeans, straight leg jeans, skirts, or dresses. Ankle boots are so versatile because you can wear them casually or to work and church. Fall is the best time of the year for wearing a cute ankle bootie, but they’re great year round.
This post will you give a lot of outfit inspiration for your next booties outfit! These outfits are cute, trendy, cozy, and chic.
There are also different types of booties being worn in this outfit guide. You’ll see a pointed toe bootie, heeled ankle boots, and some outfits with a flat ankle boot.
How To Style Booties Outfit #1 – With Overalls
Alexa Bagshaw is wearing a really fun fall outfit. She styled her black heeled ankle booties with rust colored skinny overalls and a black and white striped t-shirt. We love how there is a little gap between the end of her overalls and the top of her booties.
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Outfit #2 – With A Utility Jacket
Hailey Devine from Somewhere Devine is wearing low-cut booties that have little straps across the top. She is wearing them with a black skinny jean, a chambray button down top, an olive green jacket, and a green neck scarf. This is such a cute example of how to wear ankle boots.
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Outfit #3 – With A Cardigan
This is how I styled fall booties on my lifestyle personal blog. I’m wearing black booties with little cutouts. I paired them with light colored skinny jeans, a mauve graphic tee that says “Wifey”, an over sized cardigan, and a black hat. I rolled my jeans up about an inch and a half to create a little bit of a gap between the pair of jeans and booties.
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Outfit #4 – With Skinny Jeans
Jenn, who blogs on Mrs. Casual is wearing brown ankle boots with distressed jeans, a black and white striped v-neck t-shirt, a long camel colored cardigan, and a leopard purse. Her jeans are slightly tucked into her booties.
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Outfit #5 – With A Skirt
Happily Elizabeth has on a really comfy and casual outfit with her ankle booties. Her booties are a light tan color and she is wearing them with a black jersey skirt, a white t-shirt that has a black collar, and a long light pink cardigan. You could also wear this outfit with a pencil skirt.
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Outfit #6 – With A Sweater
Fashion Jackson has on a very chic, fall look. She is wearing tan ankle boots with a heel. She has them on with distressed medium wash jeans, a white, loose sweater, and a tan bag. Her jeans end right about where her boots start.
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Outfit #7 – With A Leather Jacket
Emily from The Sweetest Thing blog is wearing such a fun fall outfit. She has on black leather ankle booties with grey jeans, a white sweater, a black leather jacket, and a leather purse. We love how she tied together the booties with her jacket. Her jeans tuck into her boots a little.
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Outfit #8 – Roll Your Jeans Up A Little
We can’t get enough of this outfit that Amy from Straight A Style is wearing. She has on camel colored ankle boots with distressed jeans that she rolled up, a nice black top, a camel colored hat, and a camel colored purse. We love all the fall vibes of this outfit.
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Outfit #9
Kristin Rose Davis of Wild One Forever is wearing such a comfortable fall outfit. Her booties are tan colored, perforated, and have pointy toes. She is wearing the pointed toe boot with grey jeans, an over sized maroon sweater, a purse, and some silver jewelry. This is a really fun way to style ankle boots.
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Outfit #10
Jenica from A Slice of Style is wearing grey booties that are so fun. They are low-cut and dip down where the ankles are. She is wearing them with blue jeans and a light pink sweater.
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Outfit #11
Cristina from OC Mom Lifestyle is giving us all the fall vibes with her outfit. She has light tan booties with dark distressed jeans, a rust colored sweater, and a tan purse. She roller her jeans up just a tiny bit so that they sit above the boot.
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Outfit #12 – With A Dress
Kinsey is wearing brown ankle boots with her outfit. We love how she styled her booties with a dress rather than with jeans. She is wearing a navy and white gingham dress with white tights, a red neck tie, and a brown hat.
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Outfit #13 – With A Vest
Kilee Nickels from One Little Mama styled her brown, pointy ankle boots with a charcoal dress, a fur vest, a brown leather purse and some jewelry. This is a great look for early fall when it’s not too cold yet since her dress has short sleeves.
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Outfit #14
Kailee Wright is always someone to look to for fashion inspo. Her maternity fashion in the fall is so effortless and cute. She styled her brown booties with a light grey knee length dress and a very long burnt orange cardigan.
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Outfit #15 – All Black
Taylor, who blogs on Little Blonde Book, is wearing leopard print booties. She is wearing distressed black jeans that she rolled up a little to look more like cropped jeans, a black 3/4 length shirt, a knit vest, a black hat and a brown purse. We love this look for fall.
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