Corky's Cognac Toil N Trouble Boots
This is the kind of boot that quietly becomes one of the most worn pairs in your closet.
The Toil N Trouble Boot features a rich, warm tone that adds instant depth to any outfit. The smooth, leather-style finish paired with a subtle stacked heel gives you just the right amount of lift while staying comfortable enough for everyday wear.
We love how easy this boot is to style — pair it with denim, cozy knits, dresses, or workwear and you’re instantly pulled together. The side zipper makes slipping them on effortless, and the clean silhouette keeps the look timeless season after season.
If you’re looking for a dependable neutral boot that feels classic but never boring, this one is it.
Details:
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Warm brown leather-style finish
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Pointed toe for a flattering, streamlined look
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Side zipper closure for easy on and off
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Low stacked heel for comfort and stability
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Ankle-height silhouette
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Easy to dress up or down
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A true everyday staple you’ll wear on repeat
This is one of those boots that works with nearly everything — effortless, comfortable, and always in style.
Frequently bought together
Corky's Cognac Toil N Trouble Boots
👟 Shoe Size & Fit Guide
Finding the right fit should feel easy. Here’s how our shoes typically run and how to choose your best size with confidence.
True to Size (for most customers)
Most of our shoes fit true to size. If you usually wear a specific size, we recommend starting there.
Between Sizes?
If you’re between sizes:
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Size up for a roomier, more comfortable fit
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Especially helpful if you prefer extra toe space or wear thicker socks
Wide Feet
Our shoes are designed with comfort in mind and many styles naturally accommodate wider feet.
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If you have slightly wide feet, your regular size should work well
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If you have wider feet or a higher instep, sizing up can add comfort
Narrow Feet
If your feet run narrow:
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Your regular size should fit comfortably
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Look for styles with adjustable straps, buckles, or elastic for a more secure feel
What Our Customers Say
Most customers report:
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Comfortable out of the box
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Supportive footbeds
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No break-in period needed
Still Unsure?
Our team is always happy to help. If you’re deciding between sizes, reach out and we’ll help you choose the best fit before you order.
✨ Comfort matters here. We want you loving your shoes the moment they arrive.
Fit Tip: If this style runs differently than our usual fit, we’ll call it out in the product description so you know before you buy.
All shoes are tried on by multiple models, so provide the absolute best sizing guidance!
We want you to feel confident with your purchase!
True To Size:
Please note fit description in product description then refer to sizing chart.
Sizing:
Small: 0-4
Medium: 6-8
Large: 10-12
XL: 14
1XL: 16
2XL: 18-20
3XL: 22-24
Ashley is a true size 3 and wears the size small in most items
Sierra is a true size 10 and prefers the size large in most items
Oversized Fit:
Please note fit description in product description then refer to sizing chart.
Sizing:
Small: 0-8
Medium: 10-14
Large: 16-18
Ashley is a true size 3 and wears the size small in this fit.
Sierra is a true size 10 and prefers the size medium in this fit.
Custom Macoma Designs Sizing:
Please note fit description in product description then refer to sizing chart.
Sizing:
XS/S: 0-6
M/L: 8-12
XL/2XL: 14-18
3XL/4XL: 20-24
Ashley is a true size 3 and wears the size XS/S in this fit.
Sierra is a true size 10 and prefers the size M/L in this fit.