There's no denying that heels add a certain pizzazz to a look, and jeans are no exception! Whether you like chunky heels or stilettos, you can find the perfect pair of jeans to go with your favorite heels. When putting together your outfit, think about the occasion; heels and jeans can take you from a casual coffee with a friend to a fancy night out on the town!

Method 1
Method 1 of 2:

Styling Jeans and Heels

  1. 1
    Roll up the cuff twice on form-fitting jeans to let people see your heels. Turn up the bottom of your jeans on one side about 1 to 2 inches (2.5 to 5.1 cm). Do the same again so that it's doubled up. Repeat on your other leg, and you've got the perfect way to highlight your heels.[1]
    • Try this option with skinny jeans or other types of jeans that hug your curves.
    • You can also do this with baggier jeans but avoid it with wide-leg jeans, as it will look unkempt.
  2. 2
    Pair baggy jeans with severe, angled heels to cut the bagginess. If you want to do this look with baggy jeans, your heels need to be very structured and very sharp. Go for pointy toes and the highest heel you can handle to balance out your jeans.[2]
    • For example, try strappy stilettos with pointed toes under baggy jeans.
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  3. 3
    Pull ankle booties with heels on over your jeans. In most cases, your jeans will come down to meet your heels or be just above them. Since booties come up higher on your leg, you're best option is to tuck in your jeans, particularly if the jeans fit close to your shin.[3]
    • Wearing jeans over your booties will diminish their dramatic flair.
    • This look would also work with wedge-style booties.
  4. 4
    Choose chunky heels with flared jeans for a vintage look. Heels give your legs the added length to really make flared jeans work. Chunky heels work well because they're more comfortable, and their volume helps offset the volume of the jeans.[4]
    • For instance, try a white pair of chunky heels with washed-out flared jeans.
  5. 5
    Try nude pumps with jeans to elongate your legs. Pick pumps that are close to your skin tone. When you throw them on under your jeans, it will make your legs look longer, as your ankles will blend into your pumps.[5]
    • Skinny jeans work best for this look.
  6. 6
    Let your heels steal the show with a subdued outfit. Opt for form-fitting jeans and a simple button-down shirt. Accessorize with a statement necklace, then pick your favorite pair of heels and let them shine. They won't be outdone by the rest of your outfit![6]
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Method 2
Method 2 of 2:

Choosing the Best Option for the Occasion

  1. 1
    Try a monochromatic look for a dressy occasion. Keeping your look all in one color will help dress it up. Black is always a good option, but you could also try blue or even gray, depending on your jeans and heels.[7]
    • For instance, pair a black pair of jeans with a black silk top and black heels, then throw on a black jacket.
  2. 2
    Opt for a darker wash and no-nonsense heel for work. Darker washes tend to be more professional than lighter washes, just because they're closer in appearance to slacks and other office attire. With a classic pump, jeans can be dressy enough to take you to the office, especially on casual Fridays.[8]
    • Don't get too crazy with your heels for work unless your office is especially glamorous. Try a pump in black or nude.
    • You could also wear a stacked-heel boot.
  3. 3
    Try a flowing dress over close-fitting jeans to look casually dressed-up. Pick jeggings or skinny jeans for the bottom so you don't have volume on volume. Then, choose a fun dress for your top, such as a short A-line, wrap, or high-low asymmetrical dress. The fancy dress on top will pair nicely with your jeans and heels.[9]
    • Opt for a heel that matches your dress in color or style for a pulled-together look.
  4. 4
    Throw a stylish blazer over your top for a glammed-up outfit. Even though you're wearing jeans, a jacket paired with heels can make the look seem dressier. While you may not want to hit a black tie event in this look, it would be fine for a night out on the town at a fancy night club.[10]
    • For instance, pull a leopard-print jacket on over a tank top, ripped jeans, and strappy heels.
  5. 5
    Add a leather jacket to go punk rock. Heels can be glam, but they can also be punk or goth, which can be equally fun. A leather jacket thrown over a t-shirt will set the right mood.[11]
    • Opt for strappy heels with metal details or leather booties with metal straps to finish the look.
  6. 6
    Try classic pumps with overalls and a fun t-shirt for a playful look. Classic pumps add a interesting contrast to the exuberant youthfulness of overalls. Wear a striped t-shirt or even a thin sweater under your overalls, and you've got a great look for any time of year.[12]
    • You can even rock a big scarf with this look for the fall.
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About This Article

wikiHow Staff
Co-authored by:
wikiHow Staff Writer
This article was co-authored by wikiHow Staff. Our trained team of editors and researchers validate articles for accuracy and comprehensiveness. wikiHow's Content Management Team carefully monitors the work from our editorial staff to ensure that each article is backed by trusted research and meets our high quality standards. This article has been viewed 16,021 times.
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Co-authors: 1
Updated: May 10, 2019
Views: 16,021
Categories: Jeans
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