The Gilbert family kept a big secret. Elena and Jeremy had an older sister. She was three years older than Elena. She was sent away to private school by her birth mother and father, Isobel Flemming and John Gilbert. Elena and Jeremy didn't remember their sister. Elena was ten and Jeremy eight when she left. She called often, but as they grew up, the calls stopped. She met Sam and Dean at Stanford University. She didn't know they were related. She got pregnant by the two boys - two kids with Different dads. Evangeline graduated college at 20. The same summer she got a call saying that her father John Gilbert was dead along with her mother Isobel. She decided to move to Mystic Falls. Isobel left her the mansion she had in Mystic Falls. And she found an adventure. Dr. Evangeline Gilbert was now in town pregnant with twins.