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I decided to try out re-doing an old, OLD drawing of mine: probably the first spanking art I ever made.
As you can see, it was the Game Over screen for a fictional videogame named Tim's Quest. The story is just completely silly and yet is taken completely seriously: the titular Tim poops his underwear, a bully finds out as he's changing and, being a jerk, tries to make sure everyone knows, including Tim's mom (who also happens to be the town's mayor), so Tim's mission is to make sure to both fix his little accident while making sure nobody gets the secret to his mom. And of course, losing the game meant he's found out and gets a spanking for his trouble. In situ. Which is terrible news if the level takes place on a public area... like this one.
Tim's mom also the final boss and he defeats her by using a quickly flashing cartoon scene to give her a seizure. (Look at the year and you'll see it's a really dated joke...)
It's the kind of silliness I came up with when I was a kid.
For a modern re-imagining I changed the options given after losing, since no videogame uses a password system anymore. Also, this is the first time I draw Tim in my current style, which was fun to do.
And after all these years my handwriting is... just as horrible as it was here.
