Stefan starts to build a friendship with Caroline Forbes after she is turned into a vampire. Stefan helps Caroline control her bloodlust and they build a friendship. In season two, Katherine tells Damon that she loved Stefan and never loved him. When Caroline is turned into a vampire in season two, she tricks Matt into breaking up with her, for she can't control her bloodlust around him. By season eight, Damon and Enzo have gone missing. Matt later moves into the Gilbert house when Elena moves out, due to Jeremy's urge to kill her. Elena and Damon then begin to mend fences, and Elena cares for Damon when he is bitten by Tyler at the end of the season. In season six, Liv continued attending college and had developed a romantic relationship with Tyler Lockwood. She manages to forgive Stefan and uses her power to see Enzo, but she breaks off the connection in order to channel her power into saving Caroline's twins. Later, Kai also returns to the living world, leaving Bonnie all alone. When Bonnie drops the veil to the Other Side, she is overpowered by Silas. He then breaks up with her due to the fact that he has too much to handle with work and school and doesn't want to deal with the fact that Caroline is a vampire. In season five, Luke was seen attending Whitmore College. At Elena's request, Damon makes Jeremy forget this, and Jeremy becomes more stable and stops using drugs. Stefan injected Damon with his blood, giving him the cure, then shoves a human Damon aside and sacrifices his life to kill Katherine and save Mystic Falls. However, they later get back together. Damon Salvatore (based on Damon Salvatore from the novels) is a vampire, turned by Katherine Pierce one hundred and forty-five years prior to the beginning of the main storyline. Stefan later gave himself up in servitude to Cade (alongside Damon) in order to save Caroline's twins. She decides to give him the cure to prove that her love is real, though he eventually leaves her to be with his family in New Orleans. He is born as one of the twins of the Gemini coven along with Josette Parker. From season seven, she becomes one of two female leads. Tyler is shown to have a short temper and in season two Tyler learns from his uncle, Mason Lockwood, that he acts this way due to the werewolf gene. Julian (in Tyler's body) ripped out Stefan's heart, killing him and sending him to the disintegrating Other Side. It is eventually revealed that Elena met Damon the night of her parents' death, though he compelled her to forget. Later, Jeremy came to the conclusion that it was time for him to move on with his life and leave for Santa Fe, New Mexico. Tyler ended up on the Other Side, but thanks to Bonnie and Damon's sacrifices, he was able to come back to life and he discovered that he was no longer a hybrid. She later admits to Stefan that she has feelings for Damon as well, but that she never stopped loving Stefan. Her newfound strength allows her to break the spell over Elena and reunite with her best friend. He snaps Jeremy's neck (though Jeremy is wearing a ring which reverses damage done by supernatural creatures), incurring Elena's wrath. In season seven, out of love for Lily, Enzo allies himself with the Heretics. When Jeremy tells Bonnie, she asks him to no longer talk to Anna and completely shut her out. Banished to an island to die because of her psychic abilities, Seline chose to become a cannibal to avoid starvation and deceived her "sister-by-choice" Sybil into becoming a cannibal as well. Because it contains Qetsiyah's calcified blood, it is considered extremely valuable in some witch circles. Damon and Elena eventually kill him and all the remaining Travelers. Realizing this, Lily faked her death and abandoned her family, protecting them from the threat she posed. Stefan refuses to leave her alone as he feels at fault for her no humanity bender, angering Caroline and as revenge she kidnaps Stefan and Damon's niece, Sarah Salvatore, and blackmails Stefan to turn off his humanity. Enzo is murdered by Stefan (on Cade's orders), which causes Bonnie to unleash her psychic powers. Jenna then appears in the series finale, where she and her family reunite with Elena as she passes. When Matt learns that Caroline is a vampire, he suspects she had something to do with Vicki's death. Stefan manages to return to the land of the living, though Damon and Bonnie apparently die in the process. Elena is then left to face Damon and see if her feelings will return. Before leaving town, Isobel compels Alaric to get over her and tells him that she realizes it was a mistake to become a vampire. It is unknown what happened to Tyler's spirit during this time, or if he agreed to the plan. The earliest ouroboros known at this time was discovered in the Enigmatic Book of the Netherworld found in the tomb of Tutankhamen, dating to 14th century BCE. When the doorway to the Other Side is opened, they are able to touch and secretly hang out. There, she is shown to have a strained relationship with her daughter. When Isobel returns to town, John obtains the invention, and it is revealed Isobel and John were working for Katherine and planning to kill the tomb vampires. In the series finale, Alaric opens a school for gifted youngsters with Caroline in Stefan's name, where he and his daughters are watched over by Jo. He is over 2000 years old and unlike the Originals is truly immortal. Damon attempts to sacrifice his life to save Mystic Falls (and Elena) and kill Katherine with the Hellfire. He returns again in season eight and is killed by Damon. In season seven, Caroline and Stefan attempt to form a romantic relationship but his past with Valerie prevents this.

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