To summarize, here is the definitive ranking of the most painful WoW Rose relationships and romantic storylines :

Perhaps the most controversial yet deeply rooted romance in modern WoW is the bond between the Banshee Queen, Sylvanas Windrunner, and her champion, Nathanos Blightcaller. Before Nathanos was a rotting corpse, he was Nathanos Marris, the only human ranger ever trained by the high elves of Quel’Thalas. He was Sylvanas’s student—and her secret lover.