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Beautiful Shoes For Creative Women
"I Only Wear Flats"

Collection: Boots

Step into the cooler seasons with the Radical Yes Boot collection. Designed in Melbourne by Kerryn Moscicki, our boots are beautiful, considered products that stay true to our "I Only Wear Flats" mantra. Every pair is handcrafted in small batches to ensure architectural integrity and IRL functionality. Featuring premium leathers, many of our boot styles include removable insoles for an orthotic-friendly fit. These joyful, positive silhouettes are built for the creative woman, allowing you to move through life with grace, confidence, and the warmth of high-quality craftsmanship.
Step into the cooler seasons with the Radical Yes Boot collection. Designed in Melbourne by Kerryn Moscicki, our boots are beautiful, considered products that stay true to our "I Only Wear Flats" mantra. Every pair is handcrafted in small batches to ensure architectural integrity and IRL functionality. Featuring premium leathers, many of our boot styles include removable insoles for an orthotic-friendly fit. These joyful, positive silhouettes are built for the creative woman, allowing you to move through life with grace, confidence, and the warmth of high-quality craftsmanship.
All Shoes83 Flats29 Boots19 Sandals19 Sneakers10
Sale
Black patent leather shoe with an ankle strap on a light gray background

Astral T-Bar Boot | Black

22
Regular price $289
Sale price $289 Regular price $329

Lucent Zip-Up Ankle Boot | Black Tumbled Leather

17
Regular price $369
Sale price $369 Regular price $369
Sale
Black leather wool lined boot on a light gray background

Everything 2.0 Wool Lined Boot | Black

3
Regular price $289
Sale price $289 Regular price $399
Sale
Black leather knee-high boot on a light gray background

Luminous Tall Boot | Black Tumbled

4
Regular price $289
Sale price $289 Regular price $469
Sale
Black leather Chelsea boot on a white background

Barbar Chelsea Boot | Black Tumbled

48
Regular price $229
Sale price $229 Regular price $349
Sale
Green gloss leather Chelsea boot with black sole on a white background

Barbar Chelsea Boot | Moss Green Gloss

48
Regular price $229
Sale price $229 Regular price $349
Sale
Purple leather Chelsea boot on a white background

Reni Leather Chelsea Boots | Aubergine

35
Regular price $229
Sale price $229 Regular price $369

Barbar Wool Lined Chelsea Boots | Black Crush

48
Regular price $369
Sale price $369 Regular price
Sale
Black leather zip boot on a white background

Cocoon Boot | Black Leather

3
Regular price $229
Sale price $229 Regular price $369
Sale
Brown leather boot with a bow, black elastic side and black soles.

Georgia Riding Boot | Ginger

3
Regular price $229
Sale price $229 Regular price $389
Sale
Black leather riding boots against a white background.

Georgia Riding Boot | Black

3
Regular price $289
Sale price $289 Regular price $389
Sale
Black leather boot with tassel on a white background

Poet Ruched Leather Boot | Black

2
Regular price $289
Sale price $289 Regular price $429
Sale
A brown leather Chelsea boot with an eel-embossed texture on the sides and a black elastic side panel

Tomorrow Square Toe Chelsea Boot | Foundry Saddle

35
Regular price $289
Sale price $289 Regular price $399
Sale
Black leather square toe chelsea boot with a black sole.

Tomorrow Square Toe Chelsea Boot | Black

35
Regular price $289
Sale price $289 Regular price $399
Sale
A cherry leather ankle boot with a tassel detail across the vamp and a low black block heel.

Poet Ruched Leather Boot | Aubergine

2
Regular price $289
Sale price $289 Regular price $429
Sale
An olive green slip-on ankle boot with a black textured sole and a black pull tab.

Sunny 3.0 Neoprene Pull on Boots | Everyday Olive

64
Regular price $289
Sale price $289 Regular price $299
Sale
A black leather Chelsea boot with electric peach over-stitching and a rubber outsole.

Reni Leather Chelsea Boots with Overstitch Detail | Black with Electric Peach

35
Regular price $289
Sale price $289 Regular price $369
Sale
A single black rubber ankle boot with a chunky lug sole.

Uplift Boot | Black

1
Regular price $289
Sale price $289 Regular price $399
Sale
Black leather knee-high boot with a chunky black sole on a white background

Patience Leather Zip Up Tall Boot | Black

33
Regular price $289
Sale price $289 Regular price $499

A Radical Yes boot is a cornerstone of a well-considered wardrobe. Our approach to design is a "radical" departure from the over-production of fast fashion. We operate on a 26-week seasonal cycle, which gives us the time to refine every detail, from the pitch of the heel cup to the placement of pull-tabs. As a self-funded and family-owned brand, we follow a "little and often" ethos, producing in small quantities to avoid material wastage and ensure superior quality control (QC). This intentional approach means our boots are built to be long-term investments, not just seasonal trends.

Many of our boot styles come with a removable insole and an additional 4mm memory foam fitting stabiliser; we suggest experimenting with these to find your perfect fit. Alternatively, you can swap these out for orthotics if needed. Our boot styles that do not feature removable insoles instead have a 4mm embedded memory foam footbed for ultimate comfort underfoot. If you are wondering if a particular style has a removable insole or not, please check the product description for a detailed rundown of the key features of the style. You can also use the filter functionality on our website and filter for shoes that have removable insoles. Many of our boots can easily be slipped on, often featuring a functional pull-tab to help slip your boots on and off. Many of our boots contain a zip closure instead for a sharp yet functional take on the silhouette. 

To maintain the longevity of your boots, we recommend a proactive care routine. During our monthly "Full Moon" care ritual, clean and condition the leather to keep it supple and weather-resistant. We also strongly advise rotating your boots by wearing them every other day to allow the materials to breathe and the internal cushioning to recover. By choosing Radical Yes, you are supporting a North Melbourne brand that values independence, curiosity, and the grace of a perfectly made flat boot.

Frequently Asked Questions

Are your boots orthotic friendly?
Yes, many of our boots feature comfortable, thick removable insoles, making them perfect for swapping out with your own custom orthotics.
Should I size up for winter socks?
Because we only do full sizes, we highly recommend sizing up if you are between sizes. This allows extra room for thicker socks, or you can add one of our removable innersoles to tailor the fit!
How should I weather-protect my boots?
Always spray your boots thoroughly with a water repellent before taking them outside to protect them from winter puddles and dirt. We also recommend using a leather conditioner once a month to ensure the leather remains soft and supple.
Can I return them if I wear them outside?
We can only accept returns for items that are completely unworn and in their original packaging, so please test them out on a carpeted floor at home first!
How do I know my correct size?
We use standard European sizing. Check the specific fitting notes on each product page, and if you are a half-size, we usually recommend sizing up.