I mean first off: no the exact same image is conjured because we are reading this in context of knowing who jfk and stalin are and we know they aren't strippers and all language is contextual.
That said:
We invited the stripper, JFK, and Stalin to the party.
We invited the stripper, JFK and Stalin to the party.
The supposed ambiguity is back. Although again there is no ambiguity to the reader. The juxtaposition of the two versions wouldn't work as a joke if there was any ambiguity
Fine, I’ll be boring…
We invited the strippers, Krystal and Britney, to the party.
We invited the strippers, Krystal, and Britney, to the party.
And yes, if strippers is made singular, poor Krystal becomes Schrödinger‘s Stripper.