Imaginarium Of Dr. Parnassus - Incredible cast, strange film. Very enjoyable.

Mario AI

One of the things Notch (of Minecraft fame) was known for before MC was a Mario remake that infinitely generated levels and had API hooks for quantifying progress. This was used in AI competitions.

Similarly, one of the old Trackmania games has been modified to output position and track info around the player along with fitness measures, allowing someone to train AIs.