Dec 30, 2017 Pixie Market

The Only Way to Wear Ankle Boots in 2018

by Charlie Tanquary

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Here at Who What Wear, we're always seeking out the newest trends. And speaking of trends, ankle boots are highly popular this season, so we wanted to find new, fresh ways to wear them. Curious, we turned to the chicest celebs to explore their styling tactics. After we combed through some of their strongest looks, it became apparent that the best way to wear ankle boots in 2018 is to wear them with straight-leg denim.

Let us explain: Over the last couple of months, Gigi Hadid and Kendall Jenner have been spotted wearing pointed-toe sock boots with vintage denim. They allow their jeans to sit over their boots, elongating their legs. In addition, Rihanna was seen wearing an Off-White ensemble consisting of straight-leg jeans and heeled white boots. Can you think of a more winning combo?

Keep scrolling to see how Gigi Hadid, Rihanna, Kendall Jenner, and Kaia Gerber style their straight-leg denim.


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Pair vintage denim with a matching jacket and cropped tank. Finish off the look with bold, pointed-toe boots. 

Grlfrnd Cara Cropped Denim Jacket ($278)

A cropped jacket shows off the waist. 

Available in sizes XS to XL.

Oresund Iris Off Shoulder Knit in Red ($260)

Wear this underwire top with high-waisted denim. 

Available in sizes XS to L.

Re/Done Leandra High Rise Crop Flare ($355)

Wear these with pointed-toe boots to get Gigi's look.

Available in sizes 23 to 30. 

Bershka Stretch Ankle Boots With Stiletto Heel ($45)

Ideal shoes for the New Year. 

Available in sizes 6 to 10. 

Crap Eyewear The New Riddim Oval Sunglasses ($64)

Tiny sunglasses are predicted to make a huge statement in 2018. 


Splash News

Rihanna's Off-White ensemble came straight from the runway. Copy her look by slouching straight-leg jeans over white booties.

Pixie Market Emma Tan Button Shirt ($102)

To achieve Rihanna's look, pair this neutral blouse with some vintage denim. 

Available in sizes XS and S.

Off-White Diag Printed Boyfriend Jeans ($545)

Let the straight-leg hem fall over your boots. 

Available in sizes 23 to 31. 

Schutz Anaflor Block Heel Boots ($290)

Wear these white boots into spring. 

Available in sizes 6 to 10. 

What Goes Around Comes Around Louis Vuitton Vivacite Shoulder Bag ($1190)

Style this vintage bag with a minimalistic outfit. 


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For a night out, style black patent boots with a statement top and fur bag. Simply throw on your favorite high-waisted denim, and you'll be good to go. 

T by Alexander Wang Cropped Twist-Gront Wool and Cashmere-Blend Sweater ($295)

This cropped sweater is casual yet refined.

Available in sizes XS to L.  

Balenciaga Tube High-Rise Straight-Leg Jeans ($695)

Straight-leg denim is classic and easy to style.

Available in sizes 34 FR to 42 FR.

Zara Black High Heel Faux Patent Ankle Boots ($50)

Patent boots are both classic and on trend. 

Available in size 5 to 11. 

Staud Deneuve Bag ($285)

L.A. girls love this local brand. 

Roberi and Fraud Black Doris 2.0 ($195)

A favorite of Kendall Jenner.


Star Style

Military boots are making a comeback this season. To liven up your outfit, wear them with a fun sweater. 

Bik Bok Elsa Pullover ($40)

This colorful sweater will add a bold touch to your look. 

Available in sizes XS to L. 

Violeta by Mango Zipped Biker Jacket ($130)

Everyone needs a staple leather jacket. 

Available in sizes XS to XL. 

Amo Lover Straight Leg Jeans ($275)

High-waisted denim is an undeniably flattering cut. 

Available in sizes 24 to 32.

R13 Leather Boots ($995)

Platform boots are stylish and practical for cold weather.

Available in sizes 35 EU to 41 EU. 

Elizabeth and James McKinley Sunglasses ($185)

Try an oval-shaped frame for your next sunglass purchase.

Next, check out 25 different ways to wear mom jeans