I don't know of other funny flags from the past, but this Benin Empire flag is hilarious. I love how the guy apparently attempting to shake hands is greeted. I guess it wasn't that friendly a place to visit.
Check out the Canadian Taxpayers Federation article Fill'er Down. Just another example of Harper Hypocrisy.
Rick Mercer, as usual, nails Prime Minister Steven Harper's decision to not fly the Canadian Flag on the Peace Tower at half-mast.
It's sickening really.