No matter how difficult or absurd you make a puzzle, your players will find an even more impossible and preposterous way of solving it.
Batman: Arkham City
A look back at one of my favorite games. The gameplay was stellar, but the underlying story was clumsy and oddly constructed.
The plot of this game isn't just dumb, it's actively hostile to the player. This game hates you and thinks you are stupid.
Starcraft: Bot Fight
Let's do some scripting to make the Starcraft AI fight itself, and see how smart it is. Or isn't.
Bethesda felt the need to jam a morality system into Fallout 3, and they blew it. Good and evil make no sense and the moral compass points sideways.
Do It Again, Stupid
One of the highest-rated games of all time has some of the least interesting gameplay.