The Vampire Diaries Damon and Elena relationship was the biggest storyline on the show, and it was their will-they-or-won’t-they story that drove the plot, even when one of them appeared to die and leave the show. While The Vampire Diaries started with a love story between a human girl (Elena) and a vampire (Stefan), it wasn’t until Elena and Damon, Stefan’s brother, fell in love that things took off and the show became one of television’s best and most beloved supernatural shows. Despite their romance, Damon and Elena often struggled to get on the same page.