I could have sworn that the information on the boots in your bag (before you place them down) said that they'd give an item 'every hour'. I only got one item from each boot.

I suspect it was only meant to give one item 'after' one hour 'once', and I don't have another boot to double check (until tomorrow or after quest reset, whenever that resets) the wording, but if it did say that, it's a bit misleading. Maybe left over wording from those heart trees that coughed up something every hour for 3x from before?