Muy buena pregunta en Stackoverflow. Me robo la primer respuesta (al momento) para que empiecen a sufrir:
A jpeg parser, running on a surveillance camera, which crashed every time the company's CEO came into the room.
100% reproducible error.
I kid you not!
This is why:
For you who doesn't know much about JPEG compression - the image is kind of broken down into a matrix of small blocks which then are encoded using magic etc.
The parser choked when the CEO came into the room, because he always had a shirt with a square pattern on it, which triggered some special case of contrast and block boundary algorithms.
Visto (y compartido) por Cerebrado en Pons Asinorum.