* CrossesTheLineTwice[=/=]DudeNotFunny: Sometimes runs into these in his routines.
-->‘It’s good to know I've gone too far and there’s a room full of people saying, “Yes, you did.”’
* CrowningMomentOfHeartwarming: After Christopher Reeve was paralyzed, he was naturally very distraught about what was going to happen to him. Then, at an especially bleak moment, the door flew open and in hurried a squat fellow with a blue scrub hat and a yellow surgical gown and glasses, speaking in a Russian accent. The man announced that he was a proctologist and was going to perform a rectal exam on Reeve. It was Reeve’s old college roommate and friend Robin Williams, reprising his character from the film ''Nine Months''. Reeve wrote latter in his memoir: ‘For the first time since the accident, I laughed. My old friend had helped me know that somehow [[FunnyAneurysmMoment I was going to be okay]].’
* DudeNotFunny: In his stand-up special ‘Live on Broadway’, he jokes that the military is alternatively dropping bombs and food relief on Afghanistan, and because they both appear as small yellow packages, ‘you’re playing ''Survivor'' the real game’. This is actually a very serious problem, the cluster bombs dropped ''do'' look similar to food relief packages and didn’t always explode on impact, and thus lay in the dirt undetonated until some poor sap looking for a meal comes by...
* FunnyAneurysmMoment: In his 2002 comedy special ''Live on Broadway'', Creator/RobinWilliams mocks the French for their supposed outrage about Lance Armstrong winning the Tour de France bicycle race despite the ravages of cancer: ‘“He is on chemicals!” It’s chemo-''therapy'', you little toad-suckers!’. Though in 2012, it was determined that Armstrong ''had'' used performance-enhancing drugs in his victories, and he got stripped of all his titles.
* SeinfeldIsUnfunny: He used to be a genuinely innovative and hilarious comedian, but you wouldn't know it by talking to people who've only seen his recent stuff.