OK, so suppose you are flagged. It could happen; it might have already happened. What's next: you'll end up on a no-fly list? You'll be arrested?
Personally, I fear writing certain things with a username that's easily associated to my real name by the public at large, not the government with their clever tools. That's because I know the real and not-so-improbable consequences of doing so[0]: losing my job and getting blacklisted from the entire industry I've spent most my life trying to improve in and contribute to. It can be economic death. The threat of the mob is much realer to me than the threat of the government.
[0] https://handleshaus.wordpress.com/2013/12/26/bullied-and-bad...
[1] http://en.wikipedia.org/wiki/Moxie_Marlinspike#Traveling