Princess Maker 2Sega Saturn Japanese (NTSC-J) Software
Only released in Japan, Princess Maker 2 is a game where you need to raise your 10 year old daughter through the age of 18, making the right decisions to earn her a position as royalty. Picking bad tasks gets bad outcomes. This is a pretty mature game, as some of the themes in the game are definitely more adult in nature.
Not a member? Register for free!