I think I had kind of worked out this really tragic story where, like, the servants who were children at the time of the transformation didn't get older, because inanimate objects can't *grow*, but inanimate objects do *age*, so the adults kept getting older, while Chip had spent decades trapped as a small, increasingly damaged young boy and his mom grew elderly.

...I think these things through too hard.

(though given the screencap used in that macro, I'm more tempted to say "He's actually a very small, very disturbed 40-year-old." Which isn't entirely different from my original theory...)