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I want to see one of the writers for Sam and Max or Monkey Island pop in and say which character they created.
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When I saw the topic title, i thought it was about characters who were invented for games by Telltale, like Sybil or Winslow.
I have a few OCs, I guess.
I've got my own version of Homeschool Winner from Homestar Runner. He likes comic books and is good friends with Strong Sad, though Strong Sad thinks his tastes are quite low brow.
Here's a fic I wrote where they pretend to be superheroes.
I have quite a few Sam & Max OC type characters bouncing around my brain, but I haven't written them yet. The oldest is Jasper, a teenager from a universe where Max is female and she and Sam are an item. He's their son. He's enthusiastic, if kind of naive, and wants to help out the normal universe versions of Sam and Max, but they're heavily disturbed by the fact of his existence. He's mostly rabbity thing.
Most of the rest are from a story idea I had about Sam and Max's childhood. They include Sam's older sister and older brother, and Max's older brother, as well as some of the characters that are mentioned to have been their classmates. They're not totally developed yet, but I'm getting there.