Written by several authors, the Warcraft novel series began to attract masses in the early 2000s. Moreover, popularized by the corresponding video game franchise Warcraft by Blizzard Entertainment, the storyline got an additional boost. In 2016, it reached its peak with the release of the first movie Warcraft. The original trilogy was published by Richard A. Knaak. Later, other authors filled in the backstory and created more sequels both in written and video game format. By creating characters with several layers to them, the authors have opened the plot to interpretation from several points of view. The aim of this paper is to explicate and elaborate on the chosen, morally gray, main characters and related events in the Warcraft series and to show why they make the novels such a good read. The chosen characters of Medivh, Garrosh Hellscream, Thrall, Arthas Menethril, and Illidan Stormrage will be analyzed through original written book sources and philosophical outlooks on morality in popular culture as well as their depictions in the movie Warcraft and Massively Multiplayer Online Role Playing Game (MMORPG) World of Warcraft. Finally, the impact of the MMORPG will be observed through the prism of morality in the players themselves as the video game offers morally gray situations and options.