My prediction of Season 2
Season 2 doesn't HAVE to take place right after the events of season 2. A couple of years could probably pass by.
If Lee truly dies (I'm guessing he will with the ending of episode 4 in mind). The possibility of playing as a mature and much older Clementine seems highly likely.
I feel that she could probably take the things she have learned from Lee and still use them to survive later on in life. We could probably be introduced with a whole new cast of survivors. And best of all Clem would still be wearing that hat her father gave her.
Doesn't seem too far off right?