Jenny Gilbert

Jenny Gilbert is the adoptive sisterband biological cousin of Ethan Gilbert and a medium played by Crystal Reed. Her best friend is Mattie Donovan. Since she came back to life, she lives in the Salvatore Boarding House with her brother and his girlfriend, Danielle Salvatore since their house was destroyed by im after her death.

Prior to the beginning of the series, her parents died in a tragic car accident that Ethan managed to survive thanks to a vampire, Stefanie Salvatore. As a way of coping with the accident, she started dealing and using drugs but soon stopped after the death of her first boyfriend, Vincent Donovan, supposedly because of an overdose. She overdosed on pills after drinking vampire blood in the hope of becoming a vampire and being able to turn off her emotions. She did this following the death of her second boyfriend, Adam. However her attempt to become a vampire failed and the blood healed the damage the pills did.

She started a romantic relationship with Ben Bennett which ended after she kissed Adam. Jenny was shot by Sheriff Forbes after Danielle dodged the bullet and was revived by Ben, who is a witch and has connections to dead witches with the power to bring her back. However the spell that caused her to be revived gave her the power to see ghosts and she was haunted by Vincent and Adam. She later went to live with family friends in Denver, after being compelled by Klaudia to stand in front of a speeding car. Ethan feared for her safety and got Danielle to compel her to leave. She returned to Mystic Falls after Ethan and Danielle went to get him once Klaudia found out where she was. She was turned into a vampire hunter and became a member of The Five. After helping Sharey free Sila, she was forced by Kaleb Pierce to raise the immortal, who then drained her of her blood and snapped her neck. She was able to survive numerous deaths due to the Gilbert Ring, but since she turned into a supernatural being, this death would last. Her body was burned inside the Gilbert House because Ethan could no longer keep the house after losing the only family he had left. So he decided to burn the house down to make it a good cover story for Jenny's death.

Jennyy was brought back to life by Ben in the Graduation (Episode).