Hey! I played Picaresque as my first Goblinville adventure, merely because I loved the theme and could immediately envision what it would look and feel like. Rest assured, it was pretty much as I expected, meaning hilarious.
I had trouble with one thing, and I should note that I normally play D&D: the group figured out after a while that checks are pretty easy, always 50/50, and started doing insane things (in a bad way). Like, they robbed a bank by attacking all the armed guards because they rolled so lucky, and it made them less cunning/inventive and more 'YOLO'.
In D&D, you would just make a check higher or have them enter difficult combat, but what could you do in Picaresque? Not let them even try 'impossible' checks, or requiring more elaboration of what exactly they did?