All games are generally structured around a very simple principal, either you win or you lose. Obviously winning is fun, but can losing sometimes be fun as well? And if yes, then what are the conditions for making losing a fun experience?
Being immersed in a game, or experiencing a state of flow. This is often what makes or breaks a game when you sit down to play it. If the game achieves neither of the two it isn’t a good sign. At least one of these often prove necessary in order to engage a person for longer periods of time.