I like to think he went and tried to find a boat, but where was he even planning on going?
*SPOILERS* DO NOT READ if playing through the Walking Dead game. Otherwise, enjoy.
Just an illustration I did, depicting Kenny's demise after the end of season 2, if you chose to keep him alive. I figured that with the story Kenny told Clementine about how alone he was after his unsuccessful attempt to save Ben/Christa and knowing that you can leave him after you arrive at Wellington, that he'd go some place to be devoured by zombies, looking at a picture of his family.
I like to think he went and tried to find a boat, but where was he even planning on going?
OUCH, RIGHT IN THE FEELS
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