Wow. I didn't think I had a lot to speculate about, but... apparently I do. xD
What I want to see is: character development. To me, character drive the story, and Monkey Island has fantastic, likeable characters. You care about them, and that connects you to the story, which makes it more meaningful (or is that just me?).
Elaine, I think, is most deserving of character focus. I mean, let’s take a look. She was introduced and fairly fleshed out in MI1, was mostly uninvolved in the story of MI2 (even the party was only a small chunk of the game), was a statue for most of CMI, was around but didn’t do too much in EfMI, and was poxed and/or possessed for the majority of ToMI. Her lack of focus might be one of the reasons people had issues with the end of ToMI – her actions seemed to come out of nowhere. She’s a badass pirate-governor, she deserves more screentime!
Also Morgan. Oh, Morgan – I’m so attached to this character, it’s a little silly. I think it’s fairly obvious now that she’ll play some kind of role in the next story. Her development from Leviathan to Pirate God has been excellent, gradual, and believable, and I want that to continue. Her story isn’t over yet! The same could be said for Winslow (who is awesome in his own right) and the Voodoo Lady. ToMI has uncovered so many depths that need to be explored!
Another thing I’m curious about is locations. Should places like Melee and Monkey Island be brought back? It seems like it’d be something of a double-edged sword to me. It’d be lovely to see the locations again, but there’s always the worry that they’ll be brought back without a purpose. This is sort of how I felt about Murray’s cameo in EfMI – he was a loved part of CMI, but his appearance in EfMI was, well, rather pointless. I think locations should be brought back if they have a purpose. Then again, considering how TellTale handled Stan and Murray’s reappearances, I have full confidence they could revisit an old island and still have it seem like a new, original location, and not “that island from all the other games”.
This especially applies to Monkey Island. I think it’s one of the most important places of the series, and CMI and EfMI sort of… overtook it. I’d like to see how TellTale would handle any potential revisits. (Personally, I’d like to see a run-down, abandoned Carnival of the Damned. Or have a hurricane wipe the whole thing, I dunno. I just like the deserted island aspect of it all.)