A photo of Simon and Marceline I speculate could have happened.
"Come on, mister Simon! It'll be funny!"
"...I don't think I sh--"
"Pleeeeeease? It'll look great! Come on! You never smile or anything! It'll be great! I'll make a -blarrhhh- face! Like this!"
"Okay, Marcy, you win. I suppose a funny one couldn't hurt."
Simon Petrikov AKA Ice King and Marceline the Vampire Queen finding a little fun in an otherwise frightening and lonely world.
An idea that came to me while talking Adventure time with a very close friend of mine when he was visiting from military leave. Marceline being a wily kid I believe she was I could theorize pressuring a weary Simon to cheer up a bit and take some funny-face pictures with her.
Property of the beardy-genius Pen Ward.
Update: Broke 300 + faves today! Thank you all! I agree the episode was great, but I got some work to do to make corrections for the sake of accuracy. A major example being, Simon is way to calm for wearing the crown. And I now realize Marcy's face is off as is her hair and clothing. But any excuse to draw these two is a good one to me.
400 faves!? You guys are awesome! Thanks so much!!
500 faves and climbing! HUGS FOR ALL OF Y'ALL! Thanks so much!
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