The categories includelet has a new option which allows the associated items to be ordered by page_order in the human oriented way (1, 2, 3, ..., 10, ...). XoWiki has a mixin for providing the sorting (handles as well the subsection style like 1.1, 1.2, 1.3, ...., 1.10 etc). Altogether, the sorting is done first by categories and then for the items per category by the sort order. The new option can be used by e.g.
categories -order_items_by page_order,asc
Maybe this helps...