Well broken by physically breaking was Rayman 2 and a boxing gloves on fire. That was awesome.
Breaking as in screwing with it was Call of Duty 4 on PC. Got all my friends together, all of us with Bad computers and poor internet, and when I announced on Skype we all threw our grenades into the same pile. We had turned our graphics up to the max and BOOM! Huge explosion, game freezes, un-freezes later, but it appears time is standing still. Grenades will hover in the air, Bullets will just be an Orange Line at the start of our gun and Knives are left behind in the air. To this very day, we have never done it again.
Oh and Half Life: Deathmatch. Make a huge pile of stuff and throw grenades into it. Every time, the third time I do it, I make what I call, "The Invisible Black Hole." You can not take anything out of the pile, and it will stay there. Anything you put in, will never come out. Impossible to do online, because it usually takes me about 3 times to get it right.
Calumon: I caused my Sackboy to turn into a Skeleton, somehow. Dressed him up like a leprechaun. ^^