Sitting is the worst position for you back possible. It puts all your weight directly on your spine. It can result in disc degeneration and herniation. Woman with back pain = idiot.
I didn't care about prom either. Never went. So for me, it'd be a simple question of "do you want to have a water balloon fight? yes or no?" and the answer would always be yes. :)
I am both impressed by his incredible ability to adapt...and saddened by the way he's wobbling around...but I guess you only get one life? I've heard cats will not eat when they are depressed, etc...and he seems healthy/eating fine...so good for him, I suppose.