Quest for Glory/Tear Jerker


 * The Quest for Glory series features plenty of such moments (when it wants to), especially the Darker and Edgier fourth game. Just a few highlights:
 * Erana's story stretches all five games, and is just saddening to hear. Half-human, half-fairie, she wandered the world, making peaceful gardens for travellers to safely rest, and all the while fighting off evil. Then she went to Mordavia to stop a cult from summoning an Eldritch Abomination. The Dark One started coming through, so Erana sacrificed herself to stop it. As a result, her soul was trapped in constant battle against the Dark One for two generations, and was losing the whole time. When the hero finally releases her spirit, she has enough time to thank him before passing on. It's up to the player to give her a happy ending in the last game.
 * Moreso of her youth, the fact Erana was a Half Human Hybrid was what caused her to be shunned by both races, wandering a life of deep loneliness.
 * Toby's sacrifice had this troper wavering between Manly Tears and Ocular Gushers the first time he saw it.
 * Nikolai and Anna in the fourth game. It's heart-wrenching to see how broken the old man is over losing his beloved all those years ago, and the conclusion to their storyline manages to be as sad as it is heartwarming.
 * Julanar's story in the second game. A woman who was captured by brigands, all because she wanted to be a healer, and who was turned into a tree by a Djinn so that she could escape from them, but was unfortunately doomed to remain a tree permanently unless someone breaks her spell. One of the quests in the game has the hero help her to remember her humanity, and she thanks you by giving you a magical fruit. However, you cannot change her back, because only her true love can do that, and it is not you. This becomes a crowning moment of heartwarming, however, if you play the latter games, as you can tell a character in the third game about her and he will be moved by her story and say that he'll go visit her. You meet him again in the fifth game, and also the restored-to-human Julanar, who is his wife.