How to Make Leather Converse Comfortable

Do you have a pair of leather Converse but struggle to make them comfortable? If so, we can relate! Shoes like converse are popular and stylish – but unfortunately, lack comfort. Wearing uncomfortable shoes can be really tricky if you’re on your feet for long periods of time or trekking around the city.

How to Make Leather Converse Comfortable

Thankfully, there are some easy tricks that one can do to make their leather Converse more comfortable while still maintaining the classic style they provide. Whether it’s adding insoles or stretching out certain areas, in this blog post we’ll cover everything you need to know about how to make leather Converse comfortable!

What Makes Leather Converse Uncomfortable?

There are a few reasons why leather Converse can be uncomfortable to wear, some of them being: lack of arch support, stiffness in the sole and heel, or simply the wrong fit. The good news is that all of these issues can be easily addressed with just a little bit of effort.

9 Best Ways on How to Make Leather Converse Comfortable

1. Invest in Insoles:

Insoles are an easy and affordable way to add comfort to any pair of shoes. There are a wide variety of insoles available on the market, ranging from gel inserts to cushioned memory foam. When choosing insoles for your leather Converse, make sure they fit comfortably inside the shoe without being too tight. It’s also important to note that not all insoles will fit inside Converse due to their narrow shape, so make sure to try them on before purchasing. 

2. Break Them In:

Like most leather shoes, Converse can take some time to break in. To speed up the process, try wearing them around the house for short periods of time before committing to a full day out and about. This will give your feet a chance to adjust to the shoe’s fit and help soften any stiff areas. This method may take a little patience, but it’s worth it in the long run.

3. Use a Leather Softener:

Leather softener is specifically designed to soften stiff leather and can be an excellent solution for uncomfortable Converse. Simply apply the softener according to the instructions on the bottle and wear your shoes while they dry. This will help soften any tight or stiff areas, making the shoes more comfortable to wear.

4. Stretch Them Out:

For those who have wider feet or bunions, stretching out certain areas of your leather Converse can make a world of difference in terms of comfort. You can gently stretch the shoe by stuffing it with socks or using a shoe stretcher specifically designed for leather shoes. Do this method sparingly and gradually to avoid overstretching the shoe.

Using a Shoe Stretcher

5. Wear Thick Socks:

Thick socks can provide extra padding and cushioning for your feet, making it more comfortable to wear leather Converse. This is especially useful if you find the sole of the shoe too thin or lacking in support. Additionally, wearing thick socks can also help prevent blisters and irritation caused by rubbing.

6. Add Inserts:

If you have specific foot issues, such as high arches or flat feet, adding specialized inserts can provide targeted support for your feet. These inserts are designed to fit inside Converse shoes and provide cushioning and support where needed. They are also a great option if the insoles that come with your Converse are not providing enough comfort.

7. Adjust the Laces:

Sometimes, simply adjusting the way you lace up your Converse can make a big difference in terms of comfort. For example, if you experience heel slippage, try lacing your shoes differently to help keep your foot in place. There are many resources online that offer different lacing techniques for various foot issues, so don’t be afraid to experiment and find what works best for you.

8. Wear Them with Care:

Properly caring for your leather Converse can also go a long way in terms of comfort. Make sure to clean them regularly and store them in a dry place when not in use. This will help prevent any buildup of dirt or sweat, which can cause the leather to become stiff and uncomfortable to wear. Wearing socks can also help keep the inside of your shoes clean and fresh.

9. Don’t Wear Them Every Day:

As much as we love our Converse, it’s important to give our feet a break from wearing them every day. Switching between different types of shoes throughout the week can help prevent any foot fatigue or discomfort from constantly wearing the same pair. This is also a great opportunity to air out your Converse and prevent any buildup of odor-causing bacteria.

Switching Between Different Types of Shoes

Following these tips can help make your leather Converse more comfortable and enjoyable to wear. Remember, it’s always important to prioritize comfort over style – but with these tricks, you won’t have to sacrifice one for the other. So go ahead and rock those classic leather Converse without any discomfort!

Additional Tips and Tricks to Make Leather Converse Comfortable

1. If your leather Converse are still too stiff and uncomfortable, try using a leather conditioner or saddle soap. Apply a small amount to the exterior of the shoe and use a soft cloth to rub it in gently. This will help soften the leather and make it more pliable, allowing for a more comfortable fit.

2. Another option is to wear thick socks with your leather Converse. This will help cushion your feet and protect them from any potential discomfort caused by the stiffness of the leather.

3. Breaking in your leather Converse is also important to achieve maximum comfort. Wear them around the house or on short walks before wearing them for extended periods of time. This will allow the leather to mold to your feet and become more comfortable over time.

4. You can also try using insoles for added cushioning and support. There are many different types of insoles available, so choose one that best suits your needs and preferences.

5. Keep in mind that leather Converse may take a little longer to break in compared to other materials, but the end result is worth it for the comfort and durability of the shoe.

6. If you have wide feet, consider purchasing a half size up to allow for more room and prevent any discomfort.

7. Regularly cleaning and conditioning your leather Converse will also help maintain their comfort level. This will prevent the leather from drying out and becoming stiff over time.

Using a Leather Conditioner

8. In case of any blisters or discomfort caused by new shoes, try using moleskin padding or band-aids to cushion and protect your feet.

9. Finally, if you find that your leather Converse are still uncomfortable after trying these tips, consider taking them to a cobbler for professional stretching or adjustments. This may be necessary for those with specific foot concerns or conditions.

Following these additional tips and tricks will help make your leather Converse even more comfortable. Keep in mind that everyone’s feet are different, so find what works best for you and enjoy your stylish and comfortable shoes! 

So, these were some of the tips and tricks to make your leather Converse more comfortable. With proper care and breaking in, you can turn a stiff pair of new shoes into your go-to and most comfortable footwear. Don’t be discouraged if it takes some time, as the end result will be well worth the effort. Happy walking!  

Frequently Asked Questions

Are Leather Converse Shoes Comfortable?

Yes, leather Converse shoes are very comfortable. The leather provides a soft and flexible material that molds to your feet over time. It also offers better ventilation than other shoe materials, keeping your feet cool and dry.

How Can I Make My New Leather Converse More Comfortable?

You can make your new leather Converse more comfortable by breaking them in gradually. Start by wearing them for shorter periods of time and gradually increasing the duration until they are fully broken in. You can also try using shoe stretching spray or inserts to help loosen up the leather.

How Can I Make My Old Leather Converse More Comfortable?

If your old leather Converse shoes have become uncomfortable, you can revive them by cleaning and conditioning the leather. Use a leather cleaner to remove dirt and buildup, then condition the leather with a high-quality leather conditioner to restore its softness and flexibility.

Are There Any Tips for Wearing Leather Converse in the Rain?

Yes, there are a few tips for wearing leather Converse in the rain. First, make sure to waterproof your shoes before wearing them in wet conditions. You can use a waterproofing spray or a leather protectant to help repel water. Additionally, avoid walking through deep puddles or heavy rain to prevent excessive water damage.

Can I Wear My Leather Converse Without Socks?

Yes, you can wear your leather Converse shoes without socks, but it is not recommended. Socks provide a barrier between your feet and the shoe, preventing blisters and discomfort. They also help absorb sweat, keeping your feet dry and reducing odor. If you do choose to go sockless, make sure to clean and dry your shoes frequently to prevent bacteria buildup.

You Can Use a Waterproofing Spray


Now you know how to make leather converse comfortable, whether they are new or old. By breaking them in gradually and properly caring for the leather, you can ensure that your favorite pair of Converse shoes will provide the comfort you need for years to come.

Remember to also take precautions when wearing them in wet conditions and consider wearing socks for added comfort and hygiene. With these tips, you can enjoy both style and comfort with your leather Converse shoes.  So go ahead and rock those Converse with confidence!  Happy styling!

Photo of author

Matt Clark

Hi, this is Matt, and I am a leathercraft hobbyist. I have been working with leather for quite a bit of time. When I was a teenager, my father taught me the basics of leathercraft. Along the way I have learned a lot of things about leather work leather items, restoring leather, and creating leather accessories. I started this blog to share my knowledge of leatherworking with others and help people learn about this amazing craft. I also wanted to create a community of like-minded people who could share ideas and support each other in their leatherworking journey.

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