I thought it might be reasonable to mention this game:
http://www.kudosgame.com
It's pretty much 'the game of life choices', based upon deciding how you spend your time, framed as a choice between socialising with different people, your career, your education, and leisure activities like watching TV. Although it's a life-sim game, its nothing at all like the Sims. Many people playing (or reviewing) it have mentioned how it actually made them stop and think about how they spend their time, and if they could organise their life better.
Disclaimer: I wrote this game. I thought it was so totally applicable to the subject matter here that it would be ok to mention it. I tried hard not to make any value judgements in the game, and you can just as easily play it to be popular as you can play to be rich, or to climb the education / career ladder.