You are so cute in person! My toddler loves them. I recommend guessing. They are a bit difficult to put on around the ankle and have a tighter feel. My daughter is transitioning to a size 9 toddler (probably over 8.5 now) so we have a 9.5 toddler and it fits great. Still a bit tight around the ankle but stays fitted while running and feels comfortable. Very happy with the purchase.
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