#5: Red Dead: Redemption (PS3, X360)
If Shadow of the Colossus’ ending can be labelled as ‘not happy, exactly,’ Red Dead: Redemption’s ending goes in the complete opposite direction, being outright upsetting. Tracked down by the federal agents he worked with (for, would be the better term), throughout the game, John Marston is cornered in on his home farm, and gunned down in a merciless storm of bullets, so soon after reuniting with his family. The ending is made all the more powerful by the fact that in the missions following his reunion with his family, there is little to no combat. They are peaceful missions, depicting the life Marston was yearning for throughout the course of the game: a simple life with his wife and soon. When his end comes, too soon, most would think, it’s made all the worse because of how the game makes you feel about Marston in its final missions. Of course, in the your post-credit wanderings, you take control of Marston’s son, all grown up, and can totally take revenge on the federal agents who did your dad in. It’s a win-win: the official story ending in a profound moment of heartbreak, coupled with the option to totally kill the guys responsible.