Does anyone know if Grayson Gilbert (Elena's Adopted Father) Possesd one of the Gilbert Rings? There are 2 theories going around since he was shown in a photo with Megan, the roomie who was killed:
Damon caused the accident that killed Elena's parents in his quest for revenge, and Grayson faked his death, knowing the ring would save him.
Or since he was experimenting on vampires, perhaps he had drank vampire blood, and that's why he waved Stefan off during the accident, knowing he'd turn.