Elena Gilbert. Although she's a straight A student, there is one thing she doesn't know how to do. Fall in love. Stefan Salvatore. His compassion is clouded by the choices he makes and his attitude towards everything. Caroline Forbes. Her looks could reel any man in, but her personality may just send them all running for the hills. Damon Salvatore. Always up for a bit of fun, but fun always seems to turn into trouble for him. Katherine Gilbert. She's a bright girl but with a past like her's, the brightness seems to fade away. All these things, make these five extraordinary people, incredibly likeable but also make them sour. So what word should we use to describe them? Well, there's only one. Bittersweet.