Love Booties? The Dos and Don’ts of Wearing Ankle Boots

15,376 products
Hush Puppies Women's 'Mazin Cayto' Bootie, Size 6 W - Brown

Hush Puppies Women's 'Mazin Cayto' Bootie, Size 6 W - Brown

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ClarksR Women's Clarks Maypearl Juno Ankle Boot, Size 7.5 M - Brown

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UGGR Women's UGG Mini Bailey Bow Ii Genuine Shearling Bootie, Size 7 M - Grey

UGGR Women's UGG Mini Bailey Bow Ii Genuine Shearling Bootie, Size 7 M - Grey

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Camper Women's Right Nina Bootie, Size 35 EU - Black

Camper Women's Right Nina Bootie, Size 35 EU - Black

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Chocolat Blu Women's Walee Peep Toe Platform Bootie, Size 8.5 M - Brown

Chocolat Blu Women's Walee Peep Toe Platform Bootie, Size 8.5 M - Brown

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OluKai Women's Ola Hou Genuine Shearling Bootie, Size 5 M - Beige

OluKai Women's Ola Hou Genuine Shearling Bootie, Size 5 M - Beige

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OTBT Women's Patchouli Open Toe Bootie, Size 6.5 M - Beige -40%

OTBT Women's Patchouli Open Toe Bootie, Size 6.5 M - Beige

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Trotters Women's Major Bootie, Size 7 N - Black

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Trotters Women's Major Bootie, Size 7.5 N - Brown

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Spring Step Women's Jaru Lace-Up Bootie, Size 5US - Black

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Ankle Boots Dos and Don'ts So You Style You Style Your Booties Correctly

About Booties Boots

The fashion world is obsessed with booties. Edgy and trendy, ankle boots offer an abundance of options from classic leather granny boots to heavily embellished suede and patterned boots. Booties are everywhere! And if you don’t have a handful of bootie options in your shoe closet, it’s time to catch up.If you have a pair of ankle boots collecting dust because you can’t figure out what to wear with them, it’s time to dust them off and start planning outfits. The short height associated with booties can make them difficult to pair successfully with bottoms. A good rule of thumb is to choose a closely fitted skinny or straight-leg jean that ends right at the top of your boot. Ankle cut jeans are ideal for this.But there are more ways to wear them. Take a look at the following dos and don’ts of ankle boots:
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The fashion world is obsessed with booties. Edgy and trendy, ankle boots offer an abundance of options from classic leather granny boots to heavily embellished suede and patterned boots. Booties are everywhere! And if you don’t have a handful of bootie options in your shoe closet, it’s time to catch up.

If you have a pair of ankle boots collecting dust because you can’t figure out what to wear with them, it’s time to dust them off and start planning outfits. The short height associated with booties can make them difficult to pair successfully with bottoms. A good rule of thumb is to choose a closely fitted skinny or straight-leg jean that ends right at the top of your boot. Ankle cut jeans are ideal for this.

But there are more ways to wear them. Take a look at the following dos and don’ts of ankle boots:

Cuffed Jeans

If your jeans are a little too long or not as closely fitted as you like, you can cuff them. There are three main styles of cuffs:

  • 1-inch cuff – To create the 1-inch cuff, simply turn the bottom of your skinny jeans up one turn. Do use this cuff if you’re wearing short leather booties no taller than your ankle. Do allow a little bit of skin to show between the cuff and boot. Do not let the cuffs tuck into your boots.
  • 3-inch cuff – This cuff is similar to the one above. Simply turn your jeans up one turn. Do use this cuff if your skinny jeans are a bit too long. Do not use this cuff if you have short legs, as it can make your legs look even shorter.
  • Rolled cuff – Create a rolled cuff by pegging the legs of your jeans and turning them up two times to create a 1-inch cuff. Do use this option if your jeans are too long or loose at your ankles. Do not use this cuff if it shows too much skin.

Shoptiques Distressed Cuffed Jeans

Shoptiques Distressed Cuffed Jeans

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Shoptiques Grey/silver jeans with rhinestone embellishment on cuffs.

Shoptiques Grey/silver jeans with rhinestone embellishment on cuffs.

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1822 Denim Women's Cuffed Jeggings, Size 24 - Blue

1822 Denim Women's Cuffed Jeggings, Size 24 - Blue

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Shoptiques Marley Girlfriend Cuffed With Belt Jeans

Shoptiques Marley Girlfriend Cuffed With Belt Jeans

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Shoptiques jean capri with pearls/rhinestones embellishment on cuffs

Shoptiques jean capri with pearls/rhinestones embellishment on cuffs

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Hudson Thalia Loose-Fit Jeans with Rolled Cuffs

Hudson Thalia Loose-Fit Jeans with Rolled Cuffs

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Lucky Brand Cotton Ripped Cuffed Boyfriend Jeans

Lucky Brand Cotton Ripped Cuffed Boyfriend Jeans

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Style & Co Curvy Cuffed Capri Jeans, Created for Macy's

Style & Co Curvy Cuffed Capri Jeans, Created for Macy's

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SHEIN High Waisted Ripped Cuffed Hem Skinny Jeans

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Joe's Jeans The Brinkley Belted Jeans with Rolled Cuffs

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SHEIN Girls Embroidery Strawberry Cuffed Hem Jeans

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SHEIN Girls Zipper Fly Embroidery Heart Cuffed Hem Jeans

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Style & Co High Cuffed Capri Jeans, Created for Macy's

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Inc International Concepts Inc Cuffed Cropped Wide-Leg Jeans, Created for Macy's -41%

Inc International Concepts Inc Cuffed Cropped Wide-Leg Jeans, Created for Macy's

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Cropped Pants

Cropped pants can work well with booties, especially taller ankle boots. If you choose to wear cropped distressed jeans or a shorter legging, make sure your boots are the appropriate height. Do show about 1 inch of skin. Do not show too much skin or allow your pants to come down over your boots.

Tucked Legs

It is usually not advisable to tuck pants into ankle boots, but it can work with the right bottoms. Only tuck leggings or skinny jeans that fit tightly against your leg. The legs of your pants should tuck perfectly and seamlessly. Do not tuck the legs of your pants into your ankle boots if it causes them to bunch or push up around your leg.

Skirt Considerations

Ankle boots are perfect for long, flowing skirts and miniskirts alike. However, you have to be careful with shorter and tighter skirts. The key is to not show too much skin. Do wear tights or thigh-high socks with miniskirts and booties. Do not wear booties with long, form-fitting skirts.

Once you learn how to wear booties, you will become obsessed with them. Low-cut, mid-cut, printed, embossed, embellished … there are so many reasons to love booties!

Spring Step Women's Jaru Lace-Up Bootie, Size 5US - Brown

Spring Step Women's Jaru Lace-Up Bootie, Size 5US - Brown

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Spring Step Women's Jaru Lace-Up Bootie, Size 5US - Grey

Spring Step Women's Jaru Lace-Up Bootie, Size 5US - Grey

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Louise et Cie Women's Lenah Square Toe Bootie, Size 6.5 M - Brown -38%

Louise et Cie Women's Lenah Square Toe Bootie, Size 6.5 M - Brown

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Tod's Women's Buckle Platform Bootie, Size 12US - Black

Tod's Women's Buckle Platform Bootie, Size 12US - Black

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Create your personalized shopping feed - never miss what you'll love

Spring Step Women's Nespea Desert Bootie, Size 9.5-10US - Green

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