Telltale has acknowledged that some number of players who purchased the season pass for The Wolf Among Us on Xbox 360 are finding that when they attempt to grab the second episode. Instead of being prompted to download this content they already own, they are prompted to pay for it again.
Telltale says this is an issue with multiple other game as well, but The Wolf Among Us appears to be driving the complaints with episode 2 being brand new this week. In any case, they’re all working on a fix, but no word on when they expect it to be implemented. Sit tight. When there is news about a fix, it will go in this forum thread.