Since it has been confirmed that season two will continue based off of our save files for season one, we can more accurately make predictions.
I believe that season two will cast us as one of the strangers in the distance at the end. Here, we stumble upon Clementine, who will react to us differently depending on how Lee brought her up and what he told her at the end. I believe both Lilly and Kenny will probably be coming back, as both are unconfirmed to be dead.
I highly doubt we'll be playing as Clemy, as she wouldn't be able to do a lot of things Lee would due to her size, and the game tells us at the end that she will remember what we told her.
What do you guys think? Who do you hope comes back?
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I'd bank on Kenny, Christa, and Omid popping back up, though I think Kenny may be discovered dead or zombified early on. I'm less certain about Lilly, since she was originally supposed to be the Lilly from Woodbury, but was later retconned to be someone else with the exact same name, since the story here didn't match up with the novel. Other than that, I expect we'll be playing someone new and it wouldn't surprise me terribly if Clem ends up being a "decision" vs someone else they make you love in the first or second episode. They've already proven that kids aren't any more safe in the game than they are in the comic and I doubt Clem remains an exception to that rule. Super excited for it at any rate.