Suppose a fairy just popped out of the aether and said that you could have any 5 paintings in the history of the world, the catch being those were the ONLY paintings you could own for the rest of your life,.. what would they be? I'm having a hard time trying to pick 5. 10 would be easier!
Anyway- off the bat I would pick:
Henry Rousseau "The Sleeping Gypsy" - I think this might be my most favorite painting ever...
Todd Schorr "The Spectre of Monster Appeal" - I love this painting...it's pretty much the last word in "Lowbrow".
I'm going to have to think over a few more...but I'll keep this idea going. Add your own in the comments- I'd love to know!