I like the idea of seeing what happened in between Lee's death and Clem being in a field somewhere.
What I'd really like to see is a less interactive, more movie-like episode where you see what happened to Christ and Omid, Kenny, and Clem during the time frame between the two events. Obviously Clem could be guided and whatnot, but I think that we should have few or no dialog options, more like we're guiding her through the city. (She seems like she might rely more on stealth than battling.)
Just to clarify - by few or no dialog options, I mean that most of the game would be cut scenes. If she were going to talk to someone, it would be a cut scene, and we might have the option to go away or not afterward, which might also effect season 2.
Depending on our choices in the game, she could be skeptical of approaching Christa and Omid and chooses to eavesdrop on them, she could run into a zombified, perfectly fine, or one-armed Kenny and have similar options to runaway, observe, or interact with him.
But I wouldn't hope it would last more than one episode, even if it were 2 1/2 hours long. I definitely wouldn't want it to be more than 2 episodes.
Telltale isn't The Walking Dead place, it's a game company that has made many great games. I'd hate for people who've been waiting years for their next installments of other games to have to wait even longer for them to put TWD at the top of their list.
Also I don't want them focusing on so much DLC for TWD that season 2 is just kind of a unsurprising bore. I doubt they'd do that, because they have been consistent in their great games.
Another worry I have (and I guess this is getting off topic, and I do apologize for it! :P) is that if they rush out more and more Walking Dead content, that they will lose quality, whether in writing or graphics or both, but also the quality of fans.
I admit, I hadn't heard of TTG before TWD, and I remember seeing some threads about the flood of newbies and whatnot when I joined. But we've played several of the games (we did the giant pre-order package :P) and have really enjoyed TTG for what they are, and not just TWD.
I'd hate for it to become a meeting place for rabid, impatient fans. And maybe that's bias, and maybe some could argue that it's already become that, but it'd be disappointing, at least for me.
But to get back to the original topic, I love the idea of having some playable but mostly movie-esque DLC for it, specifically seeing the in between periods. I do like the sound of maybe finding out more about the stranger and Crawford, but I just think it'd be so much more interesting to see what happened to Clem, Kenny, Christa and Omid after Lee died!
Edit -
I guess it would be interesting, too, to actually be able to play the character's back stories (or just watch them). Could be a compilation of short clips: Lee finding his wife cheating on him, we find out how the murder went down (cold blood, self defense, heat of the moment), we see his family disown him, see him being defeated in court. We see Lilly and Larry as kinder people who didn't have to worry so much, Larry being proud of her returning home from her stint in the air force, Clem celebrating her bday with her parents shortly before they go to Savannah, Christa and Omid before the apocalypse, probably not together, but wishing for something more, Kenny and the fam on his fishing boat, so on.
I think it would be cool to learn more about the characters that we grew close to.