Fashion Insiders Told Us the Coolest Ways to Wear Ankle Boots and Jeans Now

There's one winning outfit combo that never fails: ankle boots and jeans. It's easy to pull off any time of the year and is a guaranteed way to look stylish. If you've already been pairing them with a T-shirt and leather jacket but want to rethink new ways to wear them, we have five cool outfit suggestions to try.

To get some fresh ideas on how to wear this classic pairing, we turned to fashion insiders Rachael Wang, Anita Patrickson, and Taylor Hicks. From printed robe dresses and satin bags to voluminous tops with statement accessories to tailored blazers and metallic booties, their cool styling tricks are sure to inspire you to wear the closet staples in new ways.

Keep reading to see how fashion insiders are styling ankle boots with jeans this spring, and shop the outfits.

how to wear ankle boots with jeans - Rachael Wang stylist
how to wear ankle boots with jeans -

Shop the Outfit: Vetements x Lucchese Leather Ankle Boots ($3310); Moussy Distressed High-Rise Jeans ($396); Marni Cutout Printed Maxi Dress ($5660); Lola Hats Alpagatas Hat ($225); Meadowlark Jewelry Revival Hoop Charm Earrings ($335).

"I was very inspired by the western trend, which took over the European Fall runways and plan to incorporate a modern cowboy boot into my rotation ASAP. I love that Vetements collaborated with iconic cowboy boot brand Lucchese to create these cool ankle boots. I'll pair them with distressed, slightly cropped flared jeans by my latest denim obsession, Moussy, layered over a pretty flowy patterned Marni dress and top it all off with a fun shady hat by Lola hats and some punky silver hoops from Meadowlark." — Rachael Wang

Update your standard hoops with this version.

A perfect hat to carry you through summer.

how to wear ankle boots with jeans -

Shop the Outfit: Brother Vellies Lali Boot ($1395); Levi's 501 Skinny Jeans ($98); Jacquemus Polka Dot Puff Shoulder Blouse ($685); Simon Miller Birch Tote Bag ($850); Agmes Jouve Ring ($320).

"I'm also obsessed with the new lace Brother Vellies bootie, which I will pair with some light-wash 501 Skinny Levi's, a vintage-y Jacquemus blouse, a cool earthy tote by Simon Miller, and modern Agmes jewelry." — Rachael Wang

We love the feminine lace and ruffle details.

Voluminous tops are one of our favorite trends for spring.

You can't go wrong with a pair of Levi's 501 jeans.

Bring a pop of color to your outfit with this marigold tote.

This ring also comes in gold.

how to wear ankle boots with jeans - Anita Patrickson stylist
how to wear ankle boots with jeans -

Shop the Outfit: Étoile Isabel Marant Janey Checked Linen Blazer ($530); Esquivel Chrissie Boots ($660); Mother Denim Hustler Jeans ($220); Clare V. Foldover Clutch ($235); Alexis Bittar Lucite Mini Sphere Ring ($38).

"I love how relaxed and easy this look is. It has the benefit of layers, which during spring, when you can't predict the weather, is a massive bonus, and it's a fun way to 'dress down' metallic booties. Plus cropped flared jeans and booties are one of my favorite trends of the moment. On my clients, I'd probably pair these jeans with a higher bootie, but for running around during the day, a lower bootie can work just as well." — Anita Patrickson

The perfect way to tap in to the metallic trend.

This jacket is tailored for a boyfriend fit.

A vintage-inspired high-rise style with a slight flare.

This bag will go with everything.

how to wear ankle boots with jeans - Taylor Hicks stylist
how to wear ankle boots with jeans -

Shop the Outfit: Zara High Heel Sock Style Ankle Boots ($70), Cinq à Sept Marlowe Jacket ($425); Alexander Wang Triple Link Earrings ($395); Jacquie Aiche JA Burst Flat Top Signet Pinky Ring ($132); Zara Bucket Bag With Zips ($60); Mango Premium Relaxed Jeans ($100).

"The sock bootie has become quite the force to be reckoned with this spring. They look their best when paired with cropped, frayed denim, like this black pair from Mango. You can lighten the look with simple jewelry, a white handbag, and an off-the-shoulder top that shows just the right amount of skin for spring." — Taylor Hicks

We love this off-the-shoulder top.

Can't choose between silver and gold? Try mixed metal earrings.

If you only buy one thing this season, make it this bag.

Shop the Outfit: Derek Lam Ana Pump ($795); Reformation High Cigarette Jeans ($128); Attico Beatriz Floral Dress ($1485); The Row Ascot Bag ($990); & Other Stories Semi-Hoop Earrings ($19); & Other Stories Plate Pendant Necklace ($25).

"A major key to dressing for spring is light layering. Grab a great pair of medium-wash skinny jeans, like these from Reformation, and layer a thin, printed robe dress over them to create a gorgeous silhouette. This look requires a bootie that shows more ankle than usual, making these suede Derek Lam ones a must-have this season." — Taylor Hicks

Try this backless version instead of a traditional ankle boot.

The satin-covered buttons at the waist create a corseted effect.

This satin bag is also available in black and red.

These statement earrings will top off any brunch look.

Next, read about the spring trends French girls are relying on.

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