As I understand, the issue you are facing is the fact that in extended mode, the listbox select/unselects its items onmousedown (rather than onmouseup). As a result drag drop operations could be performed only on single item.
So, in order to enable dragging multiple items I can suggest to try trigger the drag operation manually:
- Save and update the selected items on mouseleftbuttonUp
- On MouseLeftButtonDown subscribe to mousemove
- if it exceeds the initial threshold (4 pixels is its default value) while dragging start drag using RadDragAndDropManager.StartDrag
All the best,
the Telerik team
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