I really don't see the parallel, especially since no argument has been made for it. On the other hand, between two experienced pilots who understand this game, when one chooses an FM-2, and the other a Spit16, the former has opted for a greater challenge. It doesn't make him a more skilled pilot (perhaps the Spit16 pilot is more skilled), but it is what I call having a bigger pair. And this use of the phrase fits very well with agreed upon public usage. Maybe you disagree with the phrase itself, but there are many others that would substitute well, i.e. any phrase that means taking the path of greater resistance. You wouldn't disagree that some aircraft in this game are more challenging to succeed in than others, and you wouldn't disagree with calling them a path of greater resistance; well, why do you so vehemently resist attributing aircraft selection in this game to character traits?
The only fallacy here is what's called a "horse-laugh" or appeal to ridicule, which you made above.
hmm ... what if the spit 16 is upping from a vulched field and the FM-2 is coming from the CV ack umbrella ?