Awesomely Random Doodles

OK, here's how these came into being.
My friend was livestreaming and I said I'd draw the randomest thing her and her friends could come up with. This is what they came up with.

This one is Slender and Jeff being scared of a clown while Slender is wearing a "pretty princess crown"

Then somebody else told me to draw a pickle and money dancing with beards.

And this is Eyeless Jack running with scissors. Dude, you shouldn't do that! XD

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~ Aqua