These are actually from our February Disney Cruise but they are two of my favorite funny Disney photos.
Pirate Night dinner - loved my granddaughter's expression. The screw up with my camera made it seem even funnier to me
My daughter, the ham had fun playing with the crawfish from the lunch buffet
I don't really take a lot of expressive pics at Disney, this is the only goofy one I can think of. It was my senior year, taken at All Star Music.
edit:
Ok thought of another. Every year I go to MK for my birthday, get my hair colored, and walk around all day with it with my birthday button, riding all the dorky attractions that I love(CoP, CBJ, etc) Last year I took this one. In case you're wondering, that's DH Marco: