You ain't seen nothing until you see it represented by an application that isn't Y2K compliant! I suppose the developers figured nobody would be running their otherwise awesome software in 2000, let alone 2011 ;).
The screenshot is of Brown Bag Software's PowerMenu System for DOS, released in 1987. Obviously the date was stored as a two digit integer, but instead of resetting to 0 after 1999, that two digit number just kept incrementing! Curiously, its almost as if they expected this behavior, because the clock's "frame" even expanded to fit the extra digit.