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You Might Like: Naturalizer Tall Boots

Every day, I get a ton of requests from readers.

I note all of them so I can keep them top of mind and incorporate them within our daily content.

But I’ve realized they need to be more prominent and easy to search for.

So we’re starting a quick and simple feature called You Might Like This, where I’ll share a recommendation for one of our more popular requests.

I’m kicking off with the most common email, DM, and comment I receive in the fall and winter seasons: “please feature boots with a wide-calf option.”

Today, I’m sharing two, both by Naturalizer, that you might like.

You can dress either of these up or down.

Pair with leggings or slim jeans, tuck under a long flowy dress, or with tights and a sweater dress.

Both have excellent reviews for comfort.

The Kalina Boot



First, the Kalina Boot. 

Available in black and brown, with a little over a 3″ heel.

Made for comfort, in leather in EITHER medium or wide widths. 🙂 

Here’s the thing, prices on these are all over the place, as are sizes.

The Naturalizer website has these for $250 (the most expensive) but almost all sizes, including half sizes are available

Next up is Nordstrom, they have them for $200, currently available in all sizes in black, brown are getting limited

And then Zappos has stock in a wide range of sizes in brown, with limited black inventory, for $170

The Rena Riding Boot

Next up is their Rena Riding Boot. 

These are gorgeous. 

Same deal, available in black or tan, in medium or wide calf. 

Luckily, these are fully stocked (as we publish) at Nordstrom, for $200, $50 less than what you’d spend on the Naturalizer site. 

Macy’s has them for $175, but with very limited sizing, and no wide calf option

Both of these styles are already popular, and will sell out, so I’m sending them along in case they are on your shopping list. 



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Megan Kristel

Megan Kristel is an entrepreneur, working mom, and former personal stylist. Tired of the one-dimensional portrayal of women online, she founded The Well Dressed Life as a resource for other professional women.

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Thursday 1st of December 2022

I love this new feature. I’ve been looking for a comfortable riding boot, but need a wide calf. I currently have a pair of Naturalizer black tall boots with a heel and they are comfortable and I wear them a lot. I need to order the riding boots and I’ll probably get the dark brown.

Megan Kristel

Friday 2nd of December 2022

Thanks Darlene! I'm so glad it's helpful. The brown is a wonderful neutral!


Thursday 1st of December 2022

Thank you so much for the wide calf option! I have been looking for this exact style. I also appreciate the lower heeled option. I no longer wear any style of shoe or boot with a high heel. The Rena Riding boot should be perfect.

Megan Kristel

Friday 2nd of December 2022

Yay!! So happy this was helpful!

Kim Rosen

Wednesday 30th of November 2022

Megan, Thank you so much for the information re the Rena Boot. I ordered the Kalina which is beautiful but the 3" heel was too much for my feet. I have already ordered the Rena! So happy.

Megan Kristel

Friday 2nd of December 2022

Awesome! Thanks Kim!

Alison Hartzler

Wednesday 30th of November 2022

Thank you so much for this recommendation! I’ve been looking for a new pair of black tall boots for winter. I ordered the low heeled option and am so excited to receive them. I think they will be a very useful and beautiful addition to my winter shoes.

Megan Kristel

Friday 2nd of December 2022

Yay! I hope they work out! Glad this was helpful!