Here are the five remaining pictures, I wound up doing one extra, and almost moved onto a 17th drawing (Retarded Monkeys Inventing Facebook), but my hand was cramping up and it was the end of the day on Friday. Here they are, thanks for posting your ideas:
Godzilla secretly using his tail to flirt with Voltron at a poker table with My Little Pony, Snake Eyes, & Strawberry Shortcake. - Sergio Robledo-Maderazo
Smashed computer in a cubicle that's been trashed morphing into a man walking into the woods while tearing off his tie without looking back. -Jared Davis
Leviathan (Erin & Ryan's black moor goldfish) fights a robot sea creature (you pick) in an underwater Mortal Kombat style background. -Erin Skidmore
The Guy from Monopoly dressed as the girl from Flashdance while pouring a bucket of water and baby robots on him. -Tim Ahlin
Thanks again, everyone. I'll be starting on the painting of the winning entry soon!