We've gotten it all wrong!!!
Ok, so Guybrush is kinda a man-child, right? So, it's easily understandable that when people saw the 7 year old Guybrush in MI2, they thought that THAT was the real Guybrush and the mighty pirate was his imagination.
WHAT IF IT'S THE COMPLETE OPPOSITE!?
What if the Mighty Pirate imagines the innocence of being 7 again. What if our hero can hold his breath for ten minuets but can't adjust to adult life? What a tragic tail Gilbert has told. *sniff*
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For those of you who couldn't tell, this was a joke theory.
WHAT IF IT'S THE COMPLETE OPPOSITE!?
What if the Mighty Pirate imagines the innocence of being 7 again. What if our hero can hold his breath for ten minuets but can't adjust to adult life? What a tragic tail Gilbert has told. *sniff*
___________________________________________
For those of you who couldn't tell, this was a joke theory.
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But what of Elaine outside by the pit???
So, I see the ending as Guybrush losing to LeChuck -- LeChuck succeeded in transferring him to a "dimension of infinite pain" and is tagging along in the form of Chuckie to continue tormenting him.
Then sometime later Guybrush escapes or the spell wears off (sadly unexplained), and MI3 happens.
If it was just his imagination the whole series would feel a bit flat. So I believe it is the way you just explained. Guybrush just is a bit of a Peter Pan and never grows up.