while also granting enjoyment of pleasure as long as the enjoyment doesn't collide with freedom from pain
Looking at that from Torquatus' perspective, that is like saying "as long as the enjoyment of pleasure doesn't collide with pleasure."
And that's the problem with those who aren't willing to straightforwardly identify freedom from pain as pleasure and see that the overall goal is not some kind of definition of "freedom from pain" that conflicts with or is superior to pleasure, but "pleasure" itself.
Deferring to Cicero and Plutarch and others who insist that "freedom from pain" is not a term that is identical to "pleasure" makes this paradox forever unintelligible. But I wager that is what the "humanists" will always do, because like Cicero they insist on seeing "being human" as something higher than pleasure. They refuse to take the next step andsay that "being human in the absence of pain" IS pleasure.