So along with getting pied into the face, my other fetish is Converse All-Star High Tops (As can be seen in my video). I don't always get them messy but sometime I just can help it. What do you guys think?

Why not both? Work your way from bottom to top or top to bottom?

Chucks are awesome to get messed up. They look great covered in cream! I do it all the time!

Oh definitely messy. As long as I can clean it up after I'm totally down to shoving them down in a pie, bogging through the mud with them, and of course covering them in green slime. I've even bought extra pairs of Chucks specifically for getting dirty and messy.