Quick answer

For the best fit, measure your child's foot length, add about 1 cm of growing room, and use the hook-and-loop strap behind the buckle to secure the shoe snugly without pinching.

Why proper fit matters for barefoot shoes

Barefoot shoes like the Holly Mary Jane are designed to let kids' feet move naturally, which means the fit has to be just right—not too tight, not too loose. A well-fitted barefoot shoe supports healthy foot development and prevents blisters or slipping.

The Holly Mary Jane features a zero-drop sole and a removable cushioned insole, so you can fine-tune the fit by removing the insole if your child needs a bit more room. The leather upper will also soften and conform to the foot over time.

Step-by-step sizing and fit guide

  1. Measure your child's foot length: Place your child's foot on a piece of paper against a wall, mark the longest toe and heel, and measure the distance. Do this for both feet and use the longer measurement. Common mistake: measuring while seated can shorten the arch; always measure standing.
  2. Add growing room: Add about 1 cm (roughly a thumb's width) to the measured foot length. The Holly Mary Jane's toe box is wide, so this extra space allows toes to splay naturally without hitting the front. Checkpoint: if your child's toes touch the front when standing, the shoe is too small.
  3. Adjust the strap behind the buckle: Open the hook-and-loop strap, slide the foot in, and fasten the strap so the shoe feels snug around the instep but not tight. The buckle is decorative, so all adjustment is through the strap. Common mistake: overtightening can restrict blood flow; you should be able to slide one finger under the strap.
  4. Check heel slip and toe wiggle: Have your child walk a few steps. The heel should not lift more than a few millimeters, and toes should have room to wiggle freely. If the heel slips excessively, try the next size down or adjust the strap tighter. Checkpoint: a small amount of heel slip is normal in new leather shoes and will decrease as the leather softens.
  5. Consider the insole for fine-tuning: If the shoe feels too tight in width or length, remove the contoured cushioned insole. This adds a few millimeters of space. For a snugger fit, keep the insole in place. Common mistake: forgetting that the insole is removable—many parents size up unnecessarily when removing it would work.

Product features that affect fit

  • Holly Mary Jane Kids Barefoot Shoe - Rose Leather: Removable contoured cushioned insole You can remove the insole to gain extra width or length if your child has wide feet or is between sizes.

    Holly Mary Jane Kids Barefoot Shoe - Rose Leather

    Holly Mary Jane Kids Barefoot Shoe - Rose Leather

  • Holly Mary Jane Kids Barefoot Shoe - Silver Leather: Hook and loop fastening behind a vintage-style buckle The hidden strap lets you adjust the shoe's tightness around the instep, so it stays secure without pressing on the top of the foot.

    Holly Mary Jane Kids Barefoot Shoe - Silver Leather

    Holly Mary Jane Kids Barefoot Shoe - Silver Leather

  • Holly Mary Jane Kids Barefoot Shoe - Tan Leather: Locally sourced leather working group approved leather upper Genuine leather will stretch slightly with wear, so a snug initial fit will become more comfortable after a few wears.