Found some wiki pages for privileges that are now out of date due to recent (and not so recent?) changes over the Stack Exchange network.
I'll list those I found, though I'm sure that on closer look we can find more.
Privilege page for setting a bounty: (already done by Yi Jiang)
While the real design is now this:
I don't remember when the change happened, but think it needs to be updated in that page too. :)
Comment everywhere wiki page:
The "What happens when I comment?" section needs an update to the change in the
Create community-wiki posts page: (done it myself now)
Screenshot is outdated.
Vote up questions and answers page:
Maybe it's worth to mention that only Registered Members can do that?
Flag posts page:
Need lots of work... screenshot outdated plus description of available options.
"How many flags do I have?" section also need to be updated.
Edit questions and answers page:
Missing the associated badges.
Would have done more, but have limited time plus not enough experience here so I leave this to your trusted hands. :)
Please let me know who done what so I keep this post updated.