I feel like new graduates will need to start taking linguistics, psychology and public speaking classes in order to understand why and how subtext matters, and how to control it. Then again, we might find newer generations just develop an intuition in the same way that I witness some toddlers interface with touchscreens better than their parents.
You're expecting the vast majority of users for the deskilling machine to somehow want to learn a complicated subject then practice to get better at the subject by talking intricate classes and dedicating substantial amount of hours to learn how to better communicate with the deskilling machine?
Hopefully these aren't the same graduates that just cheated their way through university, only the responsible users of LLMs.
Will they? This really isn't different from how humans interact with each other. The vast majority of lying is not people being explicitly asked to lie in some form, it is incentives which make lying appealing. That is what OP said and that is indeed what the constraints are incentivizing. Sure, you can say "well lying isn't incentivized to a moral agent"! And sure, that's true. But that's not how humans work either.
Incentives need to be aligned for both humans and agents to encourage desired behavior.