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Stefan (Paul Wesley) wants to return to Mystic Falls to find Enzo (Michael Malarkey) to kill him because Enzo killed Ivy (Emily C. Chang). Stefan goes to the car garage where he works and asks his boss, Dean (Jayson Warner Smith), for few days off. When Dean denies it, Stefan tells him the whole truth, compels him and asks him to bury Ivy.
Damon asks Stefan to help Liv while he goes after Enzo, believing he can help him. Stefan gives Liv some of his blood to save her life and then runs after Enzo as well. Enzo wants to kill Elena because he knows Damon loves and cares about her, but Elena fights back, so he snaps her neck. Stefan gets there in time to stop him before he stakes ...
To make things worse, Enzo tells the other vampire hunter about Ivy and all the other vampires and the vampire hunter kills Ivy but is killed by Damon before the vampire hunter would kill anyone else. Enzo, figures out that Stefan's niece, Sarah is alive and that Damon had thought that he had killed Sarah before she was born but Sarah was born ...
Enzo gets forced outside the house as he waits for Bonnie to take the cure, which she is supposed to give to Enzo. However, Stefan ends up taking the cure as a self-defense mechanism of Bonnie when he kills Enzo and threatens to kill her too. Bonnie becomes unforgiving to Stefan, even after he gets to become a human again.
In season eight, Enzo is killed by Stefan while he is under the influence of Cade. Bonnie's grief over his death creates a separate afterlife dimension where Enzo's spirit resides and communicates with her. However, Bonnie eventually lets Enzo go in order to allow Josie and Lizzie Saltzman to siphon from her and Enzo finds peace.
Elena only remembers bits and pieces but not enough to love Damon again. Damon decides to let Elena go while dropping her off at her dorm. Stefan and Caroline need to get Tripp back from Enzo before the people who want Tripp back kill Caroline's mom. Enzo secretly turns Tripp into a vampire without Caroline or Stefan knowing.
A humanity-less Damon and Enzo are on a killing spree as per the vault monster's orders. Based on fresh leads, Stefan and Bonnie visit the slaughterhouse that Damon and Enzo now call home and try talking sense into them, but the duo are in no way even close to disobeying the vault monster.
Stefan finds Caroline and Enzo where they agreed to meet. The travelers are also there and inform Caroline and Stefan that they managed, with the help of Enzo, to find an antidote for the ripper virus but they need something in exchange to hand it over to them. The travelers need Stefan to help them find his doppelganger by linking him to Stefan.