We never had Jackson fitted, I just measured him myself and with each pair of shoes you buy, it is important to try them on them anyway because different styles and brands do fit differently. Jackson started wearing shoes @ 12 months, just the prewalkers with the rubber soles, now he has a lil' pair of chuck taylors which he wears all the time and I have just bought him a pair of sandals and a pair of beachy sort of sandles for summer. All his shoes has relatively flexible soles, but still a certain amount of give so they support his arches.