Supposing your keyboard key input was latched by a flop and you pressed the key at the exact right moment you could violate the timings of the flop and have it end up in a metastable state.
That's why you usually put a bunch of delay flops when sampling such a signal in the hope that you'll manage to have a stable signal down the line, however that doesn't remove the problem altogether, it just makes the probability of the problem happening very low.
So we've got very, very good at the engineering analysis to make sure that even though it's actually analog we can have a meaningful conversation about things and pretend it's not.
Pressing a key on the keyboard would never do that because there's a little microprocessor built in that actually handles getting keypresses and transmitting them to the real computer. Could you crash that computer by pressing a key at exactly the right time? No. Because they've designed it so that even in the metastable state it handles things correctly. A key defaults to off. If there is enough evidence over a sample period that a key was pressed then report on. If there's not enough evidence, it's off. Switch debouncing is a well established and practiced discipline. http://www.ganssle.com/debouncing.htm
The debouncing examples in the article you linked to don't seem to eliminate the risk in a theoretical sense. The RC circuit is taking an analog function of an analog function to apply some smoothing and significantly decrease the effects of transients on the observed voltage at the ADC, increasing the proportion of the time it will spend in a well-defined range if driven by a noisy switch. There must still be some set of analog inputs that would keep the voltage in an ambiguous range, though. The SR latch can itself experience metastability. (And the software solution should be right out, because it starts from the assumption that each individual digital measurement of the switch state has produced a well-defined binary value that can be safely used as input to expressions and functions at the software level.)
Wikipedia says that chaining latches together merely (dramatically) reduces the probability of this behavior, rather than actually eliminating it, because each latch could in principle (though with ever-decreasing probability) introduce and maintain metastability in the latch following it.
https://en.wikipedia.org/wiki/Flip-flop_%28electronics%29#Se...
Wikipedia cites to this article
http://ibm-1401.info/AnomalousSynchronizer_ChaneyMolnar_IEEE...
which seems to say that it was understood in the 1960s that every interface between digital circuits with no common clock (as well as every interface from an analog to a digital circuit) presented a theoretically "fundamentally inescapable" risk of introducing metastability which could propagate into the digital system, and that this was thought to be a source of some practical errors in computing systems in the early 1970s.
You're right that any long chain of latches could end up metastable and screwed up. But this technique doesn't use latches, it uses multiple reads on an analog input which is interpreted digitally (but not an ADC) to preclude the possibility of any kind of undesired behavior.
The point was more that it was a single bit, not a 10 bit ADC that's used to make determinations about switches. From a theoretical perspective the idea of a 1 bit ADC makes sense. From an engineering perspective, it doesn't. Since I'm an engineer that's why I said what I did.
[0]: http://research.microsoft.com/en-us/um/people/lamport/pubs/b...
I'm trying to improve my intuition for why the physical exmaples in it are right. I found the examples of inevitable crashes and collisions disconcerting.