Using my ”fish growing legs’ example I guess we would have to find a species of fish that could live on land for brief periods of time, have the beginnings of legs, and still be viable enough to bring up a next generation that at some point in the far fetched future could spend more time on land.
You're in luck!
Mudskippers seem to fit the bill nicely, here!
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Of course if you assume this fish’s fins were becoming legs there would be several generations that could neither walk nor swim.
You're absolutely right! Mudskippers can't walk as well as a land animal, nor can they swim as well as other fish. Yet, they seem to be doing pretty well.
"The guilty one is not he who commits the sin, but the one who causes the darkness."
Clearly, he had his own strange way of judging things. I suspect that he acquired it from the Gospels. -- Victor Hugo