How to Wear Heels Casually

Do you want to look stylish and chic on a budget? Heels can be the perfect accessory for elevating your outfit, but they don’t always have to be dressed up. Finding ways to incorporate heels into casual looks can be both enjoyable and challenging.

Take fashion risks with confidence as we show you how to wear heels casually for cute everyday looks. From ripped jeans with ankle boots to summer sandals with dresses, there are plenty of options that will make you feel confident in whatever look you choose!

How to Wear Heels Casually

8 Best Ways on How to Wear Heels Casually

1. Try a Stylish Slip-On:

Slip-on heels are the perfect way to add a little bit of sophistication to any casual look. Whether you wear them with jeans and a t-shirt or even a dress, they’ll instantly elevate your outfit in an effortless way. This will become a go-to for those days when you want to look stylish but still feel comfortable.

2. Ankle Boots:

Ankle boots are always an effortless way to dress up any casual outfit. Wear them with jeans, shorts, skirts, and even dresses! They come in a variety of colors and styles so finding a pair that you love shouldn’t be too hard. It will be your new favorite way to make any outfit look more polished and put together.

Ankle Boots Are 
Always an Effortless

3. Pumps with Denim:

If you’re looking for a more classic way to wear heels, then pairing them with jeans is the perfect option! Keep it simple and choose a pair of comfy pumps that will add an element of sophistication to your look. Denim and heels will make you look put together without looking too dressy. This is also a great opportunity to experiment with colors and textures.

4. Gladiator Sandals:

Gladiator sandals are a great way to dress up any casual outfit in the summertime. Wear them with shorts, dresses, or even jeans! They’re comfortable enough for all-day wear but still put together enough to make it look like you tried. So don’t be afraid to take a fashion risk and try out this style the next time you need a last-minute look.

5. Strappy Heels:

Strappy heels are the perfect way to elevate any casual look without going too far. They come in a variety of colors, textures, and styles so finding one that fits your style shouldn’t be hard! Wear them with jeans, shorts, skirts, or dresses and instantly look put together. Strappy heels also come in comfortable styles so you won’t have to worry about sacrificing comfort for style.

6. Summer Sandals:

Sandals are the perfect way to add some flair to your summer wardrobe. They come in so many different colors and styles, making them an easy yet fun accessory to dress up any outfit. Try a pair of strappy sandals with a dress or jeans and a T-shirt for an effortless summer look. If you want to add a pop of color, then choose a bright and bold pair!

Perfect Way to 
Add Some Flair

7. Block Heels:

Block heels are a great way to add height without sacrificing comfort. Wear them with dresses, jeans, shorts, or skirts for a more dressed-up look that still feels casual. You’ll be able to wear these all day without any discomfort and still look great. You can find them in so many colors and styles, making it easy to find one that fits your style.

8. Espadrilles Your Go-To:

Espadrilles are the perfect way to add a hint of style to any casual look. They come in a variety of colors and styles so finding one that suits your taste won’t be hard! Wear them with jeans, shorts, skirts, or dresses for a fashionable but comfortable look. For those days when you don’t want to sacrifice style for comfort, espadrilles are the perfect choice.

Wearing heels casually can be a fun and stylish way to express yourself. From slip-on mules to summer sandals, there are so many options for you to choose from. Find the perfect pair of heels that will help you look chic and put together without feeling too dressed up. Now go ahead and show off your style!

Things You Should Consider to Wear Heels Casually

1. Choose the right type of heel. Flats and kitten heels are more comfortable to wear for long periods of time, while stilettos can be too uncomfortable for day-to-day activities.

Choose the Right 
Type of Heel

2. Look for shoes with padding or cushioning inside. This will provide extra comfort when wearing them throughout the day.

3. Make sure the toe area is roomy enough. Having a shoe that is too tight in the toe area can be uncomfortable and cause blisters.

4. Opt for styles with buckles or laces, as this gives you more control over how tight or lose the shoes are on your feet.

5. Wear an outfit that is comfortable and easy to move in. Heels can put pressure on your feet, so be sure to wear clothing that gives you more freedom of movement.

6. Wear thicker socks or hosiery with heels to provide extra cushioning and support for your feet.

7. Make sure the heel height is appropriate for the activity. If you’re going for a long walk or will be standing for a while, opt for a lower heel to avoid discomfort.

8. Practice walking in the shoes until you get comfortable with them. This will help you gain better balance and prevent any accidental slips or falls when wearing heels out and about.

Following these considerations will help you stay comfortable and stylish when wearing heels casually. With the right shoes, you’ll be able to show off your fashion sense without sacrificing comfort or functionality.

Additional Tips and Tricks to Wear Heels Casually

1. Choose the right style of heel for your look. Ankle booties, mules, and wedges are all great choices for a more casual vibe.

2. Incorporate some fun colors into your ensemble to make wearing heels more fun! Try pairing funky printed or colored heels with an otherwise neutral outfit – it’ll make you stand out!

3. Find a comfortable pair of heels that will last all day long. Look for cushioned insoles and chunky block heels to keep your feet supported throughout the day.

4. Add some edge to your look with embellished or metallic-accented heels. These can add just the right amount of flair to any casual outfit.

5. If you’re new to wearing heels, start out with a lower heel height and practice walking in them around the house first. This will help you get used to wearing heels without straining your feet or ankles.

6. Accessorize! Try adding a structured bag, scarf, or funky jewelry to your look. This will help tie the whole outfit together – and make you feel more confident!

 Try Adding a 
Structured Bag

By following these tips and tricks, you’ll be able to rock heels casually in no time! With a little practice and experimentation, you’ll be strutting your stuff with confidence. So don’t be afraid to try something new – you never know how stylish and comfortable wearing heels can be! Happy strutting!

Frequently Asked Questions

How Do I Balance Wearing Heels With Comfort?

Comfort is key when wearing heels. Start by choosing shoes that fit properly and have cushioning or padding. Avoid shoes with too narrow of a toe box, as this can cause discomfort and pinching. Wear your heels for short periods at first to get used to them, and remember to take breaks often. You can also use insoles or arch support inserts for extra cushioning.

What Kind of Heels Are Best for Casual Wear? 

It depends on your personal style. For a more casual look, opt for comfortable block-heeled boots or sandals with a low heel height (anything from 1 to 2 inches). For a slightly dressier look, go for wedges or mid-heel pumps. Avoid overly high and thin stilettos unless you’ll be going out at night.

Is It Better to Wear Flats When I’m Running Errands? 

It really depends on your preference – both heels and flats can work for casual everyday activities. If you don’t mind wearing heels, go for it – just make sure they’re comfortable and not too high. But if you feel more comfortable in flats, those are a great option too.

Are There Any Tips for Styling Heels With My Everyday Outfits? 

Yes! When pairing heels with jeans or trousers, be sure to roll or cuff the hems so that they cover the heel. For skirts and dresses, find a hem length that works with your shoes – try midi or maxi lengths if you’re wearing heels. Additionally, adding an ankle bootie or block-heel sandal can help dress down an otherwise dressy outfit for a more casual look. Finally, remember to accessorize with jewelry or a statement bag to complete your look.


You’ve now seen how to wear heels casually by choosing the right pieces and making sure to use other elements of your look to maintain a casual yet polished air. Heels can be incredibly versatile when worn creatively and according to the rest of your style.

Whether you’re wearing platforms, wedges, block heels, or stilettos, there’s a plethora of footwear options making them just as suited for an after-hours activity as a daytime one. 

Try out this style and take the chance to play around with different looks until you find the ones that suit you best – we guarantee that will be time well spent! Don’t forget; keep ‘em chic yet comfortable and strut like nobody’s watching. Good luck – go ahead and wear those heels in style!

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Jennifer Branett

I am Jennifer, a passionate blogger since 2016. I like to write informative articles to help peoples in my free time. I am a family person. I have two kids who keep me busy all the time. I always try to give importance to my family. Sometimes it becomes challenging for me to maintain the time along with my family. But I never lose hope. I hope my articles are helping you in some way. If so, You can give me a thumbs up to my inbox, which means a lot to me. Thank you. You can email me at

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