I think I've tried every single piece of my WR/AW gear at its worst (and probably past it) and (knock on wood) nothing yet. -10F photo shoot covered/rolling in snow for 3+ hours, check (18-135, 100 macro WR, 55 with both K-3 and K-30). Shooting macro (incl. 1.4x TC) in rain, sleet and ice storms, check. Lightning on interval shooting in thunderstorm for an hour, check. I've even had a remote trigger hooked up (I forgot to detach) before a heavy downpour and kept shooting without issue.
Anyways once I'm done I bring the gear inside, wipe off and let it adjust to ambient temp/humidity (if there's a big difference) and dry naturally (couple hours) before I change lenses or take out the memory card. Check out Heie's video on YouTube if you really want a good demo of WR/AW sealing...
Long story short, I trust the WR