Originally Posted by Tracerhaha
Maybe he left it behind in the rush to leave the motel.
Even if he chose not to wear his jacket from episode 2 when he went out with Kenny and left the jacket behind when they left the motor inn in a hurry, he wasn't wearing his blue shirt from episode 1 in episode 2 any way. He was wearing a red shirt under his leather jacket so why not have him wear the red shirt? The simple answer is, it was Telltale's design choice for the episode. Clearly they preferred how Lee looked wearing the original clothes from episode 1.