Best example: Gmail is one of the only webapps I'll ctrl click a few items at the top of the list, ctrl click a few in the middle, and then shift click to the bottom and it works exactly how I'd expect - everything stays selected and the shift+click selects from your previous click to the next item. I think it gets wonky if you change directions but I can't imagine how I'd expect ctrl+click item 1, 2, 9, 10, then shift click on 4 would work.