All those years, I kept a secret from the world. A shred of faith. See, I never believed that life... the universe, a higher power, whatever you want to call it, nothing... would allow me to suffer so much and then die... without knowing true love. It'd just be too cruel. And when I met you... my faith was rewarded.

Lorenzo "Enzo" St. John was a main character, minor antagonist, and anti-hero in The Vampire Diaries. He was formerly a major recurring character in the fifth season of the series, before being promoted to main in the sixth season. He was a vampire who was previously Damon Salvatore's cellmate in the 1950s, after being captured by the Augustines. He was first mentioned by Dr. Wes Maxfield, being dubbed as the "Augustine Vampire".

In the fifth season during Man on Fire, Enzo and Stefan fought intensely with one another. Enzo attempted to set Stefan on fire, but Stefan pushed his hand inside of Enzo, grabbing his heart. Stefan refused to kill Enzo, but Enzo stepped back and his heart was extracted. Enzo told Stefan that his revenge was making Stefan explain to Damon how he killed his best friend. Enzo later passed through Bonnie to the Other Side.

While on the Other Side, Enzo realizes that since Markos has entered the world of the living, that the dimension is falling apart. He tried his best to figure out how to get out of the Other Side and put his trust in Bonnie. In Home, Markos was sucked into Hell and Enzo successfully passed through Bonnie, returning to life.

In the sixth season, Enzo began a mission to save Damon and Bonnie from the prison world they were trapped in with the help of Caroline Forbes. He flirted with Caroline and antagonized Stefan for abandoning his search for Damon. After Damon's return, Enzo developed a jealousy towards Stefan and vows to make his life miserable. He forced Matt Donovan to assist him in doing so but later changed his mind when he began to care about protecting Stefan's niece, Sarah Nelson. He later encountered Lily, the woman who turned him into a vampire and who also happens to be Damon and Stefan's mother.

In the seventh season, Enzo allied himself with Lily and the Heretics because of his love for her. Eventually, he began working for the Armory as he was interested in his past and finding out what his family stands for. Enzo also hid Bonnie from the Armory because they needed her to open a mysterious vault. He gave her pills to mute her magic and the two end up falling in love. Enzo is last seen running after Damon into a vault in the Armory when suddenly discolored, long-clawed hands grab his face and pull him backward out of view.

He and Damon are then enslaved by Sybil and required bring her victims to feed off from. Enzo is freed from her control and he Bonnie begin spending time together. After they arrive at her house, Enzo overhears something about the cure. When Stefan uses the real estate agent, Karen, to sign the house over and invite him in, Enzo tries to get in, but to no avail. Bonnie notices something wrong and she sees him fall to the ground, dead, with Stefan having extracted his heart out. After his death, Enzo remains with Bonnie after she created her own dimension and he helps her with her grief and anger towards Stefan for killing him. This culminates in Bonnie letting go of Enzo, at his request, to save Lizzie, Josie and herself. In a flash-forward, he watches over her as she begins packing to travel the world.

Lorenzo was a member of the St. John Family.

Early History

Lorenzo, dying from consumption, is found by Lily

Lorenzo was orphaned as a child, with no idea who his real family was. By the age of four, he was forced into the workhouses. By fourteen, he was living out on the streets, fighting for scraps to survive.

In 1903 Southampton, England, Enzo was denied passage on a ship to New York because of his consumption, but Lily Salvatore helped him get aboard the ship so that he could see a doctor on the ship. However, he turned out to be a charlatan. Lily gave Enzo her blood in order to turn him into a vampire, and he later died of consumption before the ship docked in Manhattan Harbor. Before awakening in transition, the Gemini Coven caught up with Lily and her traveling companions, the Heretics. She and her family had killed everyone aboard except the charlatan doctor, leaving him to Enzo so he could complete his transition. He believed that Lily had left him and was unaware that she had been sealed in a Prison World.

Enzo and Maggie during his stay in the Augustine cells.

Enzo was found by the Whitmore family after he left his post in Eastern Europe during WWII. He was imprisoned by Dr. Whitmore, who shipped him overseas in a coffin and forced him to endure his torture and experimentation for ten years. In 1950, Enzo remained a prisoner of the Augustine Society and was used as an experiment in the laboratory at the Whitmore House. Maggie James was responsible for the study of his behavior and took notes about him. They began to develop feelings for each other later on. Later, Maggie wanted to help him escape and she asked him to turn her into a vampire. She wanted to escape and be with him forever, but Enzo, in order to protect her, took off her vervain bracelet, and compelled her to forget about him and leave. He returned her bracelet and she left.

Damon and Enzo kept in a vervain-soaked cage by the Augustines.

In 1953, Damon Salvatore was imprisoned by Augustine and Enzo reached out a hand of friendship to the young vampire. They would talk about many things to keep their hope of escape up. Enzo planned to have Damon take his ration of blood for a year so that he would be stronger and assist in the escape. During the annual New Year's Eve Party at Whitmore, Damon broke free of his chains and attacked everyone but, in the process, caused a fire. Enzo was still stuck in a cage laced with vervain and Damon attempted to free his friend to no avail. Realizing that he could not free his friend and fearful that Augustine would take him back, Damon turned off his emotions and abandoned him. Enzo continuously screamed for his friend to free him and was presumed dead.

Throughout The Vampire Diaries Series

In I Know What You Did Last Summer, Enzo chases Megan King through the Whitmore house, attacks her and throws her out of a second story window. Due to the circumstances of her death, it is labeled as a suicide to cover up the vampire's attack.

In Handle with Care, Dr. Wes Maxfield, under compulsion, reveals to Caroline that the Augustine society has a vampire and that the murder of Megan was covered up because it involved Enzo.

Enzo is seen still alive.

In The Cell, Enzo is revealed to be alive and makes his first present day appearance. Elena wakes up, strapped to a table in a lab as she hears some humming from nearby. She turns her head and Enzo "welcomes" her, introducing himself. She looks to him, shocked after hearing Damon's story of his death as he continues to quietly sing a song.

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In Fifty Shades of Grayson, Enzo reveals that he survived due to one of the scientists helping him but only to further torment him. It ultimately clarifies that when Megan went into the Whitmore House, she had apparently found Enzo only for the starved vampire to chase, feed and ultimately throw her out of the building. Wes Maxfield uses him to distract Damon and Stefan, and grants him leverage over him by injecting a poison that will cause Enzo to desiccate. Enzo appears before Damon, Stefan and Aaron. When telling his "tragic tale" to Stefan and Aaron, he gets ultimately annoyed by Damon's interruptions. Enzo angrily attacks Damon, taunting him on how easy it was to abandon him and "live a merry life." As he begins to fight Damon, his body begins to give into the poison but Damon ultimately saved him by injecting a random amount of syringes labeled "antidote" in Wes' lab. Damon reveals to Enzo what he did and why but Enzo rebuffs his pleas of forgiveness, instead refers to him as a monster that cannot redeem himself.

Lorenzo

In The Devil Inside, when Aaron goes into his room, Enzo is there. Damon returns home to find Enzo lounging on the Salvatore couch and drinking up his best bourbon. Damon groans and notices a body bag on the floor and some leftover blood smeared on Enzo's face. "You missed a spot," he says, before asking what's in the bag. Enzo did some research and discovered that Damon did indeed kill off all the Whitmores (except for one in each generation so that they could keep reproducing) like he promised back then. Enzo apologizes and offers Damon Aaron. Enzo thinks they can stay friends and wants them to have a fresh start. Damon refuses to kill Aaron and Enzo gets his neck snapped by Damon.

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The episode ends with Aaron driving alone at night and stopping for a stranger in the middle of the road. That stranger turns out to be Enzo and he says they've been waiting for him. Aaron spins around and finds Damon leaning against his car. Aaron points out that Elena won’t like it if Damon kills him but Damon doesn't care because they broke up. "Elena was too good for you," Aaron spits out in anger after Damon goes into detail about how he relished the sound the Whitmores made as Damon tore them to shreds. Aaron reminds Damon he killed his whole family and Damon says they deserved it. He bares his teeth and attacks Aaron, killing him. Enzo says – "That's the Damon Salvatore I remember". Then they both look down at Aaron's body.

Stefan asking Enzo to leave

In Total Eclipse of the Heart, Enzo and Damon are trying to find Wes and kill him. Stefan asks him to leave his brother alone, because he is worried that Enzo is a bad influence for Damon. They captured one of the Augustine workers, Dianne, and compelled her to tell them everything she knows about Maxfield's whereabouts. When she tells them she doesn't know, Enzo kills her. When Damon kidnaps Jeremy, Enzo stays with him while Damon is forcing Bonnie into helping them. When it is taking too long, Enzo calls Damon and then begins "motivating" them by hurting him as long as Jeremy is almost dead. When Stefan and Katherine save Jeremy, Enzo leaves with Damon to kill Wes but they walk straight into a trap.

They are ambushed by Travelers and when the attack is over Damon and Enzo then hear a noise, which they go to inspect and when Enzo goes and checks one room, Damon checks the other where he finds Joey. Damon then feels his body elevate at the smell and sight of Joey's blood which causes Damon to savagely feed on Joey to the point where he rips his head clean off. Damon then turns to a shocked Enzo, realizing that Damon now feeds on vampire's. They both know this is going to be a major problem for their plan for revenge.

Enzo not wanting to leave Damon.

In No Exit, Damon and Enzo's friendship is tested as Damon tries to resist feeding on Enzo as Damon is now an Augustine Vampire and they're trapped in a house by the Travelers and Wes. Enzo concludes that after turning and feeding the farmer, Damon will have to feed again within the next 8 hours. To ensure that he won't feed on him, Enzo chains him up but Wes shoots him in the neck to further test Damon's limits. Damon then broke free of his chains and proceeded to feed on Enzo. Enzo repeatedly pleads for Damon to stop to no avail until the Travelers raise the acidity of his blood. Wes and the Travelers then allow Enzo to leave but Enzo refuses to abandon Damon until Damon urges him to leave him behind. Enzo then leaves with a saddened look on his face.

Enzo meets Caroline

In While You Were Sleeping, Caroline is searching for a cure for the Ripper Virus when she comes across Wes's recording about using the werewolf venom from Nadia's bite. She is surprised by Enzo who appears in the laboratory. He says to her that he is there for the same reason that she is. He wants the vampire-feeding virus out of their lives. Caroline teases him saying he just wants to get to Damon because killing innocent people is not as much fun when he is alone. Enzo tells her that Damon mentioned that she gets a little judgy and that he also said that she had a thing for accents. Caroline gets upset and tries to leave the lab but Enzo stops her telling her that he has the antidote. Then she calls Stefan and Enzo is listening to the conversation. She tells him that he has to meet with her, after insisting, Stefan accepts.

Enzo calls the travelers

Stefan finally meets with Caroline and they arrive at some abandoned train station. They're talking about Damon and Elena and as Stefan is going to tell her that Damon killed Aaron, Enzo then arrives and interrupts them. Caroline asks him where is the antidote and Enzo nods and a group of travelers disperse through the stockyard. One particular woman walks right over to Caroline and Stefan, she is Sloan. Stefan ask her if she has the antidote to the ripper virus, and she answer yes thanks to Enzo. Enzo tells them that Wes was experimenting with him and in doing so discovered the antidote. Caroline asks what does that have to do with them, Sloan says that when Wes died, the travelers took it. And seeing as Elena is valuable to them, they are in the process of using Wes' resources to find a cure for her virus. She also says that they have to find something, Stefan asks what do they need and Sloan say another one of him.

Enzo talking with Stefan and Caroline

Enzo tells to Stefan and Caroline that they will find another doppelgänger of Stefan and that he doesn't know the traveler lore. He also says that the last remaining pair of doppelgängers are special. Caroline asks what he means by "special" but Sloan interrupts telling her that it is none of their business. Enzo anyways replied to her talking about Markos, the leader of the travelers. He says to them that Markos wants the blood from the last remaining pair of doppelgängers, Stefan and Elena. They need to use Stefan to find his doppelgänger and then kill him. Later, Caroline and Stefan are talking privately and Enzo arrives with Sloan to do the spell. Enzo says that will take care of the antidote for Elena and Damon. One of the travelers comes behind Enzo and hands him the serum. Enzo invites Caroline to join him but she says that she will stay with Stefan. Enzo comes where Elena and Damon are, and he gives them the antidote.

Enzo and Caroline depart.

Later, Caroline and Stefan are talking and Enzo arrives, he thanks her for her call and says it's time to go. Stefan ask her what is happening and Caroline says as Sloan was going to fry his brain to kill his doppelgänger and that she wasn't about to let that happen, so she have volunteered to help Enzo deal with it, that means to kill Tom Avery. Stefan disagrees on that but then she tells him that they only want one doppelgänger alive, so it's either Stefan or the other. Stefan then decides to accompany her but Enzo interrupts them telling that he can't because the travelers still need him. Caroline says him that she will be fine and Stefan tells her that he don't trust Enzo and Caroline says don't worry because she doesn't trust in Enzo too and that she will be safe. She goes downstairs and Enzo extends his hand to help her but she ignores him, Enzo says goodbye to Stefan with a wave and leaves with Caroline.

Enzo talking with Sloan

In Rescue Me, Caroline and Enzo are at an Atlanta diner when her phone starts buzzing on the table but before she can pick it up, Enzo snatches it from her and he talks with Sloan. She gives the doppelgänger's name and whereabouts. Caroline hears their conversation and she isn't happy that Sloan is still using Stefan and frying his brain and jerks the phone from Enzo's hand. She threatens Sloan that she will kill her if she does that again. Caroline hangs up the phone and flings it across the booth. Enzo makes fun of her and calls her a "perky, blonde angel of death.". Caroline signs in at the hospital reception and she goes where Enzo is. She tells him that the receptionist doesn't know Tom personally, but that she compelled her to call someone who does. She sits besides him and they wait for someone to come speak with them.

Enzo with Caroline

Enzo just stares at her until Caroline pulls out a magazine and starts reading it. Enzo asks why she’s avoiding him. He reminds her that he delivered the cure and Caroline says she doesn’t trust him. She asks why he’s there and he says that he needs a new murder buddy since Damon is doing better, then he tells her that he’s joking. Caroline is clearly not interested in speaking with him any further, so Enzo picks up his own magazine and starts reading from it. He flirts with her and Caroline concludes that the only reason that Enzo is there is her. He tells her that Damon says he’s her type and tells her she reminds him of someone; Maggie that worked for the Augustines. Caroline teases him but he tells her that Maggie reminded him that he's a good guy, Caroline seemed surprised by his answer, but before she can retort, a doctor comes to talk to them. He tells them that Tom disappeared four months ago, Enzo and Caroline look at each other surprised. Caroline calls Sloan and tells her the info is bad. She asks for Stefan and she tells him that Tom has been gone for months. Sloan starts the spell again. She goes back into Stefan's head to get more information. Caroline stays on the phone and tries to help him, Enzo listens with interest. Finally he gives her Hazel's address and describes her.

Caroline and Enzo arrive to the witch's house

Later, Caroline and Enzo come to the house and notice four months of mail has accumulated. They knock on the door but no one opens. Enzo with force takes the knob off in his hand and the door opens. They see Hazel kneeling on the floor and Caroline realizes they can't come in because the homeowner is there. Enzo throws the doorknob and it crushes Hazel's skull. She kneels over dead. Caroline is angry with him for killing their only lead. He reminds her he’s a murderous vampire and they can now enter the house.

Hazel lies dead on the floor and Enzo tells Caroline she was in a trance and couldn't answer questions. He says he's only doing what needs to be done to save Stefan. Caroline tells him she's a good vampire and doesn't just go around killing people. Enzo tells her he's not judging her, he’s preparing her. He tells her hesitation can cost her life. She tells him this is not war and she will do almost anything to save Stefan. Then they both hear a heart beating and got to investigate.

Enzo and Caroline find Tom

In the basement, they find the doppelgänger knocked out. They wonder why they kept him knocked out for four months and Caroline says that’s the same time that Silas died. She tries to rouse Tom but she can't. Enzo tells her to go upstairs while he kills him but she won't. She puts her hands around Tom's neck and starts to choke him but he comes to and asks what's happening and who they are. Caroline compels him and tells him she’s his friend and he should trust her. She promises he won't feel a thing. Then she uses her vampire speed and snaps Enzo's neck. She frees Tom and tells him she’s getting him out of there.

Enzo argues with Caroline

Enzo later finds Caroline and Tom and then he kills Tom. Caroline asks him why he did it and Enzo says she's not the only one who cut a deal to save a life. Caroline tells him that she has lost her respect for him and he says that the Travelers told him they know where Maggie is and he's willing to do anything to save someone that he loves unlike her. He tells her where are the Travelers and says she can feel free to tell Stefan that she’s the one who took Tom out to save his life. He leaves leaving Caroline bewildered.

Damon and Enzo play pool.

In Resident Evil, Enzo is playing pool and talking with Damon about his breakup with Elena. He taunts him about all their actions after the separation. After that they take time to be playing and talking about Elena, Damon gets a call from her. He ignores the call, but immediately gets a call from Caroline, Enzo looks that it is her and Enzo picks up Damon's phone and immediately responds, calling her "gorgeous". Caroline asks for Damon and tells him that something is going on between Stefan and Elena. Damon responds asking her what's going on, Damon is annoyed and tells her to get a witch immediately and drive her to his home, he hangs up the phone.

Caroline, Enzo and Elena

Caroline arrives at the Salvatore house with Elena. Enzo opens the door asking her for the witch, but Caroline throws her jacket at his face and tells him that they said they’d call her and that they didn’t say they'd pick her up. Enzo continues holding her jacket and they enter into the house and Damon appears. He greets Elena and all maintain an awkward silence until Enzo asks who could use a drink from the library and Caroline responds positively and goes with him. Enzo is with Caroline in the library listening to the conversation between Damon and Elena. She is worried and tells Enzo that they have to do something but Enzo invites her to stay and gives her a drink and so they continue being entertained with the conversation between Elena and Damon.

Enzo talking with Caroline

Then, Caroline and Enzo continue listening to Elena and Damon. They hear that Damon and Elena are now talking as friends and Enzo tells Caroline that until it's officially out there and explicitly stated, there’s still hope, and hope can trick you into all sorts of hilariously unrealistic scenarios. Caroline realizes that he is referring to Maggie. She asks him what happened and Enzo tells her that the travelers did not tell him where Maggie was. She tells him that if he finds Maggie now, she must be very old but Enzo replied, that the whole time he was held captive, Maggie's face was the only thing that he clung to and he doesn't want to date her, but he wants to thank her. Caroline looks at him and smiles. Later, Enzo is with Damon and Elena in the living room of the house. They're listening to Luke who is telling them the plans of Markos, and the whole thing about the travelers then Caroline arrives. She don't understand what he is saying. Enzo tells her to break out the popcorn because Elena's little sex romp isn't over yet.

Damon and Enzo meet Markos.

After Elena has had other of her visions with Stefan, she tells Damon and Enzo where is Markos this so they can go find him. Enzo and Damon come to the address that Elena gives them. They enter to a house and Enzo continues taunting Damon of the visions of Elena with Stefan at the moment they meet Markos, Enzo calls him "The universe".

Damon asks Markos what's going on with Stefan and Elena. Markos says he is going to tell everything elsewhere. Enzo wants to accompany them but Markos tells him that he has to stay. Enzo resists to do it but Markos convinces him asking him if he still wants to know where Maggie is, Enzo remains in silent. Markos and Damon leave the house, leaving Enzo alone.

Enzo talking with Damon on the phone

In Man on Fire, Enzo answers his phone while walking down a street and it is Damon. Damon is looking for a traveler and want to know if Enzo knows where one is. Enzo says he does not know where they are and asks why he is looking for them. Damon invites him to join him but Enzo says that he can't because he has to meet some people. Enzo walks into the restaurant where Bonnie, Elena, and Stefan are studying. Bonnie keeps glancing at Liv, who works at the bar. Enzo approaches Elena and Stefan. Stefan behaves hostile to him and Enzo starts talking to them about Maggie but Stefan and Elena are confused by what Enzo is saying, then he produces a picture that Sloan gave to him and it is Maggie with her head cut off. He shows it to them because he thinks that it was Stefan who killed her. Stefan doesn't seem to know who she is, and tells Enzo that he wasn't the one who killed her because he wasn't a Ripper in the 60s, Enzo doesn't believe him and Liv walks over and raises her hand over Stefan and Elena. She chants a spell, causing their heads to ache. She is helping him because he is threatening her brother's life. Enzo pours himself a drink while remembering his time with Maggie.

Enzo torturing Stefan

Enzo begins to read Maggie's diary that was found by the police. Enzo hears Bonnie typing on her phone, and vamp-runs over to her and takes it. Enzo calls Damon and asks him for Stefan's diaries and Damon says that Stefan burned his diaries, and then Enzo says that he will kill Stefan because he was the one who killed his girl in the 60s. Damon tries to tell him that Stefan wasn't a Ripper in that decade but Enzo hangs up the phone. Then Stefan recalls that he met her but he tells Enzo that he only scared her so she would leave, but he didn't kill her. Enzo doesn't believe him. Enzo starts to torture Stefan, although Elena begs him to stop, he doesn't.

Enzo turning off his humanity

At that time Damon arrives and tries to convince Enzo to let Stefan and Elena go free. Enzo reminds him that it was Stefan who killed Maggie and so he has to die, then Damon tells him that Stefan was not the one who killed Maggie, that he was the one who did it. Enzo is surprised and in shock. Damon tries to explain but Enzo is too hurt by it. Enzo states that despite all, he can't find himself to hate his only friend and Enzo closes his eyes. He sorts through several emotionally-charged memories – compelling Maggie to leave, Damon explaining how he was able to leave Enzo to die, Damon watches Enzo and realizes what he's doing. He rushes over and shakes Enzo but he has decided to turn off his humanity. Enzo feels good now that he is free of his emotions. He tosses a bottle in the air and it crashes on the ground, and decides to attack Liv. Damon gives Stefan a piece of glass so he can cut the ropes that bind him. When Damon tries to stop Enzo, Enzo attacks him with another piece of glass in his throat. Stefan attacks Enzo and punches him but Enzo throws him a container with vervained water and escapes, but he takes Elena with him.

Enzo and Stefan

Enzo takes Elena to the Whitmore campus, and he tries to kill her. Enzo walks over to a sign and starts to break a piece off. Elena attacks him, putting her bound wrists, soaked in vervain, around his neck. Enzo throws her off and snaps her neck. Stefan finds Enzo who is about to stake Elena and they start fighting. After a long fight, Stefan falls rendered next to a car, Enzo continues attacking and beating him. Then Enzo lets some gasoline from a car spill on the floor. Enzo has the upper hand and attempts to burn him. Stefan tells him that Damon saw something good in him and Enzo asks if he also sees that but Stefan tells him he doesn't know now that Enzo has his emotions off.

Enzo dies

Then Stefan attacks Enzo by clutching his heart but without taking it out. After talking, Enzo makes the decision of not setting Stefan on fire. He tells him that his best revenge will be when Stefan have to tell Damon that he was the one who killed Enzo. He pushes himself away from Stefan, whose hand is still holding Enzo's heart. Stefan stares at the organ in his hand, shocked, and watches Enzo's body die. He drops the heart, gets up and pulls the phone out of Enzo's jacket. He listens to Damon's message.

Enzo appears in front of Bonnie to move to the Other Side. He knows that Stefan has asked her not to say anything about his death and says to her that she will see him again. He mentions that he is good in revenge. Enzo passes through Bonnie, and she gasps. Later, Stefan and Damon are talking about Enzo and Stefan decides to hide the truth about the death of Enzo. Enzo appears to be on the Other Side plotting his revenge on both of the brothers.

Caroline walking through Enzo's ghost

In What Lies Beneath, Caroline is with Elena and Stefan in the cabin of her father, she goes to follow Stefan and Elena inside but hesitates, sensing something. She looks out at the land in front of the cabin, but sees nothing. Enzo appears behind Caroline and when she goes inside the cabin, she walks through Enzo's ghost without seeing him, Enzo says that he thought that he would feel better.

Stefan and Elena are talking about Enzo and why he wanted to cause his own death, he is in the shed as ghost with them listening to what they are saying, he is still upset that Stefan has decided to hide the truth about his death to Damon and that Elena and Stefan seems not to care what happened to him, when Stefan and Elena left the shed Enzo lashes out and smacks a hanging lamp, and is surprised that he actually moves it, he realizes he can touch physical objects and he plans his next move.

When Elena is preparing to take a bath, Enzo appears behind her planning to lash out at her. While Elena is taking a bath, a ghost Enzo who now has the power of touching things in the real world tries to drown her for revenge, she is screaming for help fighting, when Damon arrives to help her, Enzo has disappeared.

Damon and Enzo

Caroline and Stefan are talking about Enzo's death and Damon arrives telling them Elena just told to him the truth. Caroline is surprised because he didn't know either. Stefan tells them that they should talk about that some other time but Damon is upset about it, Stefan tells them the other side is falling apart and he think it's allowing Enzo to mess with them. Damon begins to speak loudly waiting for Enzo's reply, Enzo is looking at them as ghost, Caroline says that it doesn't make any sense because If Enzo wanted to kill Elena, drowning her wouldn't have worked, Enzo says that she is smart and he see why they like her so much, they can't hear Enzo, and Caroline continues telling them that maybe he's just trying to scare them, Damon realizes that Enzo was just trying to distract them and that he figured out a way to kill them all in one fell swoop. Damon, Stefan and Caroline walk out onto the front porch and realize that Luke is gone.

Enzo attacking Damon

Stefan and Damon find Luke in the shed, they try to help him, but there is gasoline around and Enzo pulls out the lamp which causes a fire. Enzo attacks Stefan burying a tube in his chest and also smashes a large hunk of wood into Damon's belly, pinning him to the shed wall, he tries to kill them by burning the shed, Enzo shoves the wood harder into Damon, who groans, Damon tells him that he can find a way to return him to life as Markos did the same, Enzo considers it then stops and agrees to it, saying that is better that Damon not let him down again, Damon escapes from the shed.

Enzo and Bonnie

In Promised Land, he spends most of the time with Bonnie due to her being the only one who can talk to him. At first, he's seen at the Salvatore house, as he shoots Damon with a sharp object, giving him a sign of his anger for being ignored. Damon, in annoyance, calls Bonnie immediately who too is annoyed with Enzo constantly following her everywhere. He tells her she won't get rid of him until he is safely brought back to life. Bonnie pleads Damon to fix this but he instead, due to the mess the Travelers are causing, convinces Enzo that Bonnie too can help him come back. Just as she is about to reveal what is happening to the other side, Jeremy arrives before she can explain. Enzo,then ready to come back to life tells Bonnie to call Liv.

Enzo on the other side with Maria

He is later seen listening on Bonnie's conversation with Caroline where she confesses that she lied about the spell and that the other side is doomed. Enzo, angry waits for her outside as she packs and slams her box onto the ground, wondering when she planned on telling him about his and her impending death. He then proceeds to give her a speech, saying they shouldn't give up trying to save themselves until the end comes. This inspires her and just then, Maria, one of the Travelers appears, ready to pass through Bonnie, leaving her in pain. Bonnie, who later figures out how she, Enzo and Maria could come back to life finds him and tells him to find Maria. Sadly, before Maria can give him more information, she, despite him trying to help her, gets sucked into the mysterious darkness. Just as Bonnie and Caroline leave the dorm for one last time, Enzo appears and tells Bonnie with a sad tone what happened. Just then, Stefan is killed on the parking lot and appears to Bonnie who tells him she lost the way to get them all back. Then, he passes through her as she cries while Enzo watches.

In Home, he is with Bonnie while she is talking to Damon and Enzo reminds her that he is still on the top of the list to resurrect. He listens to Bonnie talking to Jeremy and he later reveals he has found a Traveler, Silas, to do the resurrection spell. He is later almost sucked into oblivion until he puts his back to a tree and grabs Bonnie, who also lets Silas be sucked into oblivion.

When the spell begins, Luke goes through Bonnie, and then when Bonnie asks about the others, Enzo says "You don't have to tell me twice", and grabs her by the shoulders and is resurrected. He later sees Caroline and tells her he will see her around.


Enzo with Caroline

In Yellow Ledbetter, Enzo is kissing a witch trying to get information about how bring back Damon to the life, and is interrupted by Caroline. Enzo decides to take Caroline on a road trip, while in the car, he asks her why she dropped out of school and he says she should go back since looks only take you so far. She reminds him he was using his looks to get info from the witch. He says he has no idea if the Gemini coven lead is legit and says they're going somewhere else which turns out to be Stefan's new home.
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Stefan stunned that Caroline and Enzo have come, serves dinner and they all eat. Ivy asks how they know Stefan and Caroline says he dated her best friend in high school. He explains that he met Ivy when she brought her car into the auto shop where he works. Caroline is floored and Enzo compliments Ivy's clavicle. He says he's a neck person and so is Stefan who says – not any more. Ivy asks Caroline if Enzo is her boyfriend and she says no and asks if she would date that. Enzo asks Ivy if she believes in the supernatural and says he does. He says he had to get a witch to do a locator spell to find Stefan, everyone starts to laugh uncomfortably.

Enzo kills Ivy

The evening took a nasty turn when Caroline is annoyed to learn that Stefan has been living there for more than two months. She says that's odd since everyone thought he was busy investigating. He says to drop it and to let him do what's happy. Enzo says it's likely a big misunderstanding and Enzo decides to stab Stefan in the hand with a fork and Caroline compelled Ivy to remain calm and leave the room with her. Enzo calls him a coward for giving up on Damon and stabs him in the neck. Stefan throws him across the room and then snaps his neck.

Stefan cleans up his apartment and stares at Enzo's body. He tells Caroline she should get him out of there before he comes to, after the discussion Caroline is mad with Stefan and she calls him a dick and says if he wants Enzo out to throw him out himself. Caroline is seen crying in the car and as Enzo gets in the car, he says that was a bust then turns her face to him and sees her tears. He get mad for seeing to Caroline crying and enter again to the house, Enzo kills Ivy and vows to bring Stefan pain every time he sees him giving up because he is being a horrible brother to Damon and for hurting Caroline, when Stefan tries to charge him, Enzo snaps his neck easily.

Enzo is attacked by Stefan

At the party, Caroline sends Enzo to get ice and when Enzo is coming back, he is attacked by Stefan, then they are attacked by a vampire hunter and Enzo saves his life, but Stefan still wants to kill him to Enzo for what he did to him, when Stefan is about to shoot, Caroline appears and comes between them, she asks to Stefan what he is doing and Stefan upset tells her that she should ask Enzo, Stefan leaves and Caroline asks to Enzo what he did to him, Enzo remains in silent. At night, Enzo is responsible for burying the body of the vampire hunter's and takes Matt's car to do it.

Later, Enzo returned to the restaurant, and Tripp is there too, then he is attacked by him because Tripp learns that Enzo was killing people on the restaurant, Tripp injects to Enzo a syringe with vervain and is surprised as it hasn't effect on him, Enzo attacks to Tripp and is about to kill him but Stefan attacks him on the back stabbing a stake in him, Enzo falls unconscious and Stefan tells to Tripp that he can kill him and it is better if it is painful.

In Black Hole Sun, he is seen near the end when Tripp shows Matt that he captured Enzo and tells him he's responsible for killing Jay. Tripp also tells Matt that he's going to get Enzo to give him all the names of the vampires he knows.

In The More You Ignore Me, The Closer I Get, Enzo is still chained up by his wrists and ankles. Matt walks in and gives him a glass of blood. Matt tells him he deserved to be locked up, especially if it was Stefan who turned him in. Since Matt won't help him get out, he threatens that he'll give out the names of the others, as in Elena, Stefan, Caroline and Matt since he's a friend of theirs. Tripp comes in and tells Enzo that the house he gave him was a bust, but he found Ivy near Whitmore instead and Tripp gives him until later that day to reveal the others' names unless he wants to go over the magic line on the Mystic Falls border. Enzo is later seen in the van and greets Damon. He then tells Damon that Stefan turned him in because he killed his girlfriend. Alaric soon shows up to slow Tripp down, but he slams down on the gas after Alaric reveals himself. The van flips over and crosses the border, which causes Damon, Alaric and Enzo to relieve their human deaths. Enzo then reveals as he is coughing up blood, that he died of consumption. Stefan arrives and saves both Damon and Enzo.

In Do You Remember the First Time?, Enzo is seen interrogating Tripp, who is chained to the chair, as Matt and Stefan watch. Enzo also reveals he heard a lot of urgent phone calls and visits from Tripp's hunter friends. Tripp soon reveals they are doing the same thing, which is tracking the other vampires, and brings up Caroline's name. After that, Stefan tells Enzo to get the names of the men and then to get rid of him. He later calls Caroline and tells her that Tripp is still alive and torture-resistant. She asks him not to kill him as Tripp's men kidnapped her mom. Stefan and Caroline arrive at the warehouse, and Enzo greets her. He slaps Tripp and then gets on Stefan since he was being an ass to Caroline before all the events happened. He then reveals to Stefan that Caroline actually doesn't hate him, but she has a thing for him. Enzo tells Caroline to give her mom his best and then leaves. It is then revealed that after Tripp crossed over the border, he dies from exsanguination since he was in transition as a vampire beforehand and Enzo turned him.

Enzo kills Sarah

In I Alone, as Matt and Monique talk, Enzo joins them telling her she can have better company than Matt or Stefan, mainly him. As she goes to accept Enzo's handshake, Matt tells her he killed Tripp. Enzo says Tripp tried to kill him first, but Matt tells him to leave and that he might pick up where Tripp left off. Stefan then shows up and he says he's brutish for making threats in front of family. Enzo listens in on Stefan and Monique's conversation and makes up what they're saying to Matt, insulting him as he goes. After they leave, Enzo wonders why Matt doesn't find it a bit strange as to why they just left. Enzo says he cares about truth and admits he hates Stefan. He gives his reason as to why, which is abandoning Damon, turning him over to Tripp and hurting Caroline. He also says no matter what Stefan does, he's still considered the hero while Enzo the villain. Matt says it's because he kills people and Enzo disagrees saying that he's upfront about it, unlike Stefan. He then says he wants to open Stefan's little box of secrets. He then arrives to where Stefan and Matt, and captures Monique. He compels her not to scream or move, and declares he wants the true story about Sarah. He digs into Stefan as to why he wants Monique to leave and keep quiet, then snaps Monique's neck as Stefan's 5 seconds were up. Stefan holds Matt from going after Enzo and he tells them that it could've been avoided if Stefan had just told the truth, but then says he'll find out the truth sooner or later.

In Christmas Through Your Eyes, Enzo shows up to meet up with Matt as he says he has information about the real Sarah Salvatore, who Monique was impersonating before her death. Enzo wonders why he is helping him. Matt gives some reasons as to why and then hands a thick dossier. Enzo looks through it and it's shown to be full of blank pages. Enzo then catches Jeremy's arrow, stating that he was already planning for it. Matt then stabs him in the neck and Enzo pushes Matt into the wall until Jeremy shoots him in the back with a wooden stake, then Matt knocks Enzo out. Jeremy and Matt then load Enzo into a van as Matt plans to cross the Mystic Falls border to kill him. Enzo then comes to and asks Matt to turn it to something different, as it's the same tune Tripp played to kill the vampires he had. As Matt crosses the border, he goes to the back of the van to see if Enzo died. Enzo grabs Matt's throat and declares it a Christmas miracle, since Kai sucked up all the Traveler's magic that covered the border. Enzo sits at the edge of the van while Matt is inside the van. Enzo tells him people should kill enemies with haste, so Matt tells him to kill then. Enzo says they aren't and he won't kill him. He asks Enzo what he wants and says that he was right about him being jealous of Stefan. He says that Stefan has what he wants: Respect, family and girls he doesn't deserve, claiming that he throws it all away and yet still comes out a good guy. He then tells Matt that he's going to help him deprive Stefan of any happiness and when he's done, he'll decide if Matt gets to live. He then says happy holidays to him and closes the doors to the back of the van.

In Woke Up With a Monster, Enzo shows up and listens to Sarah explaining her photography and Stefan asks him what he's doing there. Enzo remains coy about it as he sips his wine. Stefan and Enzo then talk and he says that he disapproves of secrets between brothers and threatens to tell Damon about Sarah, and Stefan says he can go ahead if he wants, but even after that, he won't have anything to obsess about. Enzo then says he withdraws his bid and then leaves. Enzo then talks to the instructor at the art exhibition and compels her to box up all Sarah's photographs and looks at the art again.

In The Day I Tried To Live, Matt and Enzo are sitting in the car and he reveals to Matt the real Sarah Salvatore. Enzo tells him he has a few tasks for him to do. Matt doesn't want to and tells him he doesn't want to be his bitch for the rest of his life. Enzo tells him he doesn't want to kill him, but he will if he has to. Enzo then taunts him about his mother, and Matt relents. After Matt talks to Sarah a little bit, Enzo insults him about having a lack of game. He then tells Matt to give him his jacket, phone and wallet. After Sarah helps him, Matt then gets in Enzo's car and asks Matt if he fancies her. Enzo then tells him he's going to turn her into a vampire after she does things she wouldn't normally do.

In Stay, Enzo calls Matt and tells him he sent Sarah to him, but Matt didn't want to as Jeremy was leaving Mystic Falls. Enzo then confronts Jeremy and hears he's leaving town, and says it's probably a good thing since he tried to kill him. He calls Matt and gives him directions to Route 13 and tells him to bring Sarah with him. Unfortunately Matt doesn't want to and Enzo then says he might want to as Jeremy is bleeding. He is on the phone with Matt again and then hits him. He then feigns not doing it to Sarah and then saves Matt by giving him blood, revealing to Sarah that he is not a human.

Sarah, intrigued by Enzo

In The Downward Spiral, he is seen drinking tea while Sarah takes pictures of him. She notices he's gone and then he appears next to her. He then tells her what he is and talks about it. Caroline then shows up and almost says Sarah's actual birth name, but Enzo compels her to go somewhere else. Enzo then looks shocked that Caroline turned off her humanity and she invites him to a rave later on. He arrives and she asks where his date is. She later flirts with him, touching him, but he says it was more fun when it was actually her. He leaves and it is later revealed Caroline stole his phone.

In A Bird in a Gilded Cage, he visits Caroline so he can get his phone back and then tells her that her plan was both clever and unsettling. He goes to Ric's office and asks him for help in getting Caroline and Stefan to the Salvatores' basement cell. They arrive at Whitmore and Ric tells Enzo to abandon the revenge plot on Stefan just because he's lonely. Unfortunately, before they can get to the humanity-off vampires, they throw a vervain bomb and it knocks out both Ric and Enzo. Caroline later moves them somewhere else and before Stefan can kill them, she starts fighting him so he wouldn't. Later, Enzo visits Sarah and tells her he abandoned his ridiculous revenge plot because of what Ric said. He then tells her birth-name.

In I Never Could Love Like That, he is seen taking Sarah to the Boarding House for her to meet Stefan and Damon. But, Lily opens the door and he tells Lily that it must've been the wrong house. He tells her Lily turned him into a vampire in 1903. He tells her Lily is the most dreadful woman he's ever met and it flashbacks to when he was turned. He compels her to go to her dorm room and forget she was ever a Salvatore. But, it's revealed she's on vervain because of Matt and stabs Enzo in the neck with a syringe full of vervain. He later wakes up in her dorm room with his hands tied behind his back. She also reveals what he was trying to do by reading all his texts to Matt. He then tells her Stefan compelled away the truth, but the emotional scars still linger, as she has a morbid fascination of death. He tells her Lily abandoned him after he woke up from his transition and tells her he wanted to do what was done to him--make her a monster. He reveals that he has gotten out of his bondage and bounds her instead. He gets the vervain out of her system and asks her what kind of place she wants to disappear to. She asks him to turn her and also doesn't want to know her real family, but he refuses, telling her to have a good life.

In Because, he arrives at the Mystic Grill and talks to Lily. She recognizes him and reveals as to why she suddenly disappeared in 1903. He later sees her in the road and she shows him that she bit off a man's head clean off. He hugs her and tells her she won't be lonely anymore.

Enzo and Damon at Alaric's bachelor party

In I'd Leave My Happy Home For You, he is at Alaric's bachelor party because he was invited by Damon. He talks to Matt and Tyler, then later leaves and appears in Stefan's room. He asks Stefan to help him get Lily from falling off the wagon before it's too late. He later talks to Damon and tells him even though he promised to take the cure, he really doesn't want to. He then later arrives a little late to help Stefan with Lily and compelling the witnesses to Lily's feeding on another woman. After Stefan and Damon lock up Lily, Enzo is seen keeping watch and talking to her. Stefan goes up to him and tells him he's taking over, while Enzo says Lily would rather have someone she trusts instead, then promises her he will see her later.

In I'll Wed You in the Golden Summertime, he is first seen knocking at the door of the Salvatore boarding house. Bonnie is the one who answers the door only to close it immediately when she sees him. He holds it open and explains that he's there to visit Lily who must be lonely and hungry. When Bonnie refuses to let him in, he gives her an iPod, asking her to give it to Lily and telling her that it contains loads of songs from the last era she knew. He thought it might bring her some comfort. Later, Lily escapes the Salvatore's house and finds Enzo at a bar, drinking. She thanks him for the iPod and he questions her on how she got out of the cell and if he should be concerned about "an imminent Ripper binge". She reassures him by telling him that she was getting her family back today. Towards the end of the episode, Enzo is seen walking behind Lily as they march around a block of warehouses outside of town. Lily begins to panic, telling Enzo that no one's here, therefore it couldn't be the place. Enzo answers that his companions perhaps gave her the wrong address but she replies that they weren't the one who gave her the address. With a confused face, Enzo asks who did.

In I'm Thinking Of You All The While, Enzo grabs Stefan and Caroline and places them in the back of his car. After they wake up, Enzo tells them about Kai and other current events that happened. They arrive at the warehouse and Enzo stays in the car with Caroline while Stefan talks to Lily.

After Kai dies permanently, the invisibility spell on one of the warehouses wears off and Lily opens the door to see her companions and goes and hugs one of them, while Lily tells Enzo that they found their family.

In Day One of Twenty-Two Thousand, Give or Take, he is seen in New York at a bar and Lily sit next to him. She asks about a stone he was supposed to look for, and when he asks what it's for, she doesn't reveal it to him and he tells her to find her own stone. He is then seen sitting on a memorial bench and he takes off the plate that has Liz's name on it. He is talking to Caroline and she tells him he needs to choose a side. Afterwards, he talks to Caroline again and tells her he chose a side, which is revealed to be Lily's when he stabs Caroline with a syringe filled with vervain in her neck, making her unconsciousness.

In Never Let Me Go, Enzo is tying Caroline to a chair using vervain-soaked ropes. He tells her that someone killed Malcolm and Lily needs to retaliate. When Caroline says that Enzo doesn't look like Lily he starts joking around with her, trying to lighten her mood. He tells her to be glad that he's the one who found her. Caroline complains that her ropes are too tight. As he loosens them up she quickly slips them from her wrists and puts them around Enzo's neck and headbutts him really hard. Then she breaks the chair that holds her, grabs a piece of wood from the chair, and stabs Enzo in the leg with it. Enzo finds her upstairs, caught between Mary Louise and Nora. He tells them that he has everything under control. They don't believe him and take Caroline for themselves.

Enzo can hear Caroline screaming with pain somewhere in the Salvatore house. He pours a drink as Lily walks in with Beau. Enzo tells her what happened with Caroline. He reminds Lily that she promised that Caroline wouldn't get hurt. Lily tells Enzo that they are headed to the cemetery but Enzo isn't invited as they need someone to stay home and watch the house.

Enzo looks distraught again when Caroline screams again. Valerie, who is quietly leaning against the wall, tells Enzo that Lily usually lets Mary Louise and Nora get away with anything. She advises Enzo to go around Lily to get what he wants. He asks Valerie if he should condone someone he cares about being tortured to which she replies that he should just stop caring.

Enzo answers the door to find Damon on the other side. Damon tells him that Lily kidnapped Caroline the night before and he also knows that Enzo isn't crazy like the rest of them. Damon asks Enzo for help in getting Caroline back but Enzo admits to being the one who kidnapped her. Damon can't believe Enzo chose to be Lily's errand boy over them but Enzo retorts that he chose Damon and his friends many times and many times Damon's friends chose each other instead of Enzo. Damon challenges him on how Lily abandons families, as he steps over the threshold to the house, much to Enzo's surprise. Enzo tells him that Malcolm was more of a Salvatore than Damon ever was, why else would Lily bury Malcolm in the family crypt next to Elena? Damon reminds him that it is sealed shut. Enzo has the last laugh when he reminds Damon that Lily is the mother to a group of magic siphoners.

Later, Enzo is playing his guitar and asks Lily if she considers him part of the family, like the others. She says that she does. Enzo tells her that is the problem; he isn't here to be one of her children. He tells her that he chose her, not the family.

In I Carry Your Heart With Me, he walks to the kitchen to see Valerie is cooking breakfast, and when he reaches for a mushroom, she swats at his hand and he notices that she's acting uncomfortable around him. Before Valerie can reply to him, Lily walks in and asks if she can have a word with Valerie alone, and proceeds to walk out. He appears when Matt is trying to address the tour guide to leave and mocks them about ghosts. They exchange some minor snarks before Enzo asks if he have access to the town surveillance as he has a Heretic to track.

Later, he returns to the house with a young woman dressed as a nurse bleeding form a bite and starts slowly telling Valerie it's good to get out of the house and she asks if he's accusing her of something. He tells her about seeing the town surveillance and saw her going to and back from Whitmore, which coincidentally is where Oscar was. He tells her he is accusing her of something, but he's just not sure whether it's lying to Lily, or murder, possibly both. When Valerie feigns nothing happened, he starts using Lily so she could punish her, but Valerie admits killing Oscar. She tells him she killed him so that he wouldn't bring a monster back into their lives. He asks her what monster, and when Valerie smirks smugly about him not knowing Julian, and she leaves him to think about the information she told him. He goes to where Lily is and asks about Julian, and he listens to what she tells him about Julian. She tells him Julian was the love of her life, and he questions "was" or "is", but before she replies, she gets a selfie of Damon and Oscar, and leaves Enzo alone near the fireplace. He later joins Valerie at the Grill and keeps Matt from shooting at her. She asks him what he wants and he asks her how they're going to prevent Julian from walking back into Lily's life.

In Live Through This, a flash forward shows he and Bonnie kissing passionately implying that they are gonna be in a romantic relation some time in the future. He helps "Oscar" by giving him blood bags and asks about the fresh flowers Lucy put on the table. When Lily tells him a guest coming, his smile falters and presumes it's Julian. When Lily asks him to keep an eye on him, he feigns politeness, saying he's happy to help. She also asks him to let her know if he hears from Valerie, and she, Nora and Mary Louise leave, leaving a displeased Enzo with "Oscar". He then calls Valerie to tell her Lily and the others are on their way to find Julian and tells "Oscar" doesn't remember anything. He catches Bonnie sneaking into the house and gets frustrated with their exchanges after Bonnie mentions Lily. He tries to get her out of the house and she tells him she needs to talk to "Oscar". They hear Lucy scream and they run into the room seeing "Oscar" feeding on her. When Bonnie tries talking to "Oscar", he listens in interest and recognizes the stone she pulls as the one Lily has been looking for. He gives "Oscar" a few more blood bags and asks Bonnie where she got the stone from. He tries to get the stone from her, but they are interrupted by "Oscar" who attacks Bonnie, and Enzo flings him backward into the table. They then run away from the "Oscar" and he picks up the stone Bonnie dropped. She spells them in a room and before he leaves her, she asks for the stone and she tells him that it's some sort of trap for a bunch of souls, which is probably why Lily wants it back. He realizes Julian must be in the stone and before he can retort back after Bonnie tells him he deserves better, "Oscar" uses the siphoning to get in. When he comes in, Bonnie tells "Oscar" that Enzo has the stone and leaves him to fend for himself. Enzo is thrown into the hallway and throws the stone so "Oscar" can get it, and while his back is turned, Enzo stakes him, killing "Oscar" in the process, and picks up the stone. When Lily arrives back later, he tells Lily the real Oscar died two nights prior and both Damon and Bonnie tried to resurrect him back using the stone, but it didn't turn out right. Lily tells him the soul has to be reunited with the proper body and asks why Valerie would want to keep Julian away. She tells him and asks for the stone, but Enzo asks why as he thinks Julian may or may not have complete control over her. When she asks if he's trying to have her choose between him or Julian, he tells that's what he's asking, she takes the stone from his hand and he becomes teary-eyed, not surprised by her choice and leaves her in the room.

In Best Served Cold, he shows at the party with a bouquet of flowers and sees Bonnie came at the same time. He tells her he was invited and she sees that he's trying to scope out the competition, but he tells her he isn't and adds that since she's here, she's his date. He gives Lily the flowers and joins the rest of the party while he leaves Bonnie talking to Lily. He and Julian meet each other, and he thinks Enzo is one of the caterers. Bonnie walks up to him and tells him to have dignity, but he smiles at her and tells her that he intends to find Oscar's car first before Julian. When Lily comes up, Bonnie fixes his tie with affection and he is confused by what she is doing. Overwhelmed by the feelings he experiencing, he takes a breath, backs away and tells her that he got what he came for and leaves the party.

In Mommie Dearest, he and Bonnie go to a junkyard to look for Oscar's car. They exchange retorts with each other and she tells her not to treat Lily as a prize, but to take her to dinner, bring flowers, "listening" instead. They find his car and Enzo opens the trunk, lifts the carpet covering the spare tire compartment and finds a shortsword with an "X" on it. He tells her he doesn't research about how to use it, but she thinks Julian might want it kill someone with it or he's worried about being killed by it. Enzo tells her they can find out if they ram through his chest, and they exchange more retorts. She shoves the sword against his chest and tells him they can go ahead and kill each other, since it would be a win-win for her.

He later goes to the Salvatore house and Julian opens the door, and the two exchange mocking retorts. Enzo continues to rile Julian up and he is briefly pinned against the wall until Julian lets him go. He tells Enzo that he promised that there would be no bloodshed in the house and Enzo asks if he made any promises about the outside, which Julian smirks and jerks his head toward the door in response. They walk towards the cemetery and Julian talks, which continues to bore Enzo. Enzo chooses a sword and they both begin to fight it out. He manages to give Julian a cut on the neck and he brings out the shortsword, which makes Julian widen his eyes in horror. He throws dirt in Enzo's face and speeds away, causing Enzo to be alone after wiping his eyes. He begins walking through the cemetery and Julian lunges at him, causing Enzo to lose the longsword by being pinned to the tree by Julian. He struggles against Julian as he continues to fight him, but before Julian can behead him, Damon shows up and shoves the sword in Julian. He reveals to Enzo about Lily and Julian being linked up, which causes Enzo to punch him in anger. Before anything else can be done, Julian comes up behind Enzo and breaks his neck, causing his body to fall to the ground.

Later, he arrives at the Grill and sits next to Bonnie with two shots of whiskey. He tells her that he's giving up on Lily as she made her intentions clear. He's surprised when she tells him that he's better off without her and they look at each other as they drink the shot glasses.

In Hold Me, Thrill Me, Kiss Me, Kill Me, he is at Lockwood Mansion to listen to Damon and Stefan's plan to kill Julian once and for all. He seems displeased and is skeptical about how they're going to get Beau, Mary Louise and Nora's help to unlink Lily and Julian. He tells them that they wouldn't turn on him since they treat each other well. Valerie comes in and tells him she can win, and he asks how she can turn them over, which she replies with the truth. He later heads to the abandoned bookstore to see Lily is there looking for a book for Mary Louise and Nora. He tells her he's looking for a self-help book about his personal love life. When he hears she's looking for "The Nymph's Reply to the Shepherd", he recites a line and she is impressed. He heads towards and plucks a book for the shelf and hands it to her. He asks her if she can convince the Heretics to side with them even though Julian spoils them. He tells her to run and let her sons take over, but she tells him she can't as this is her doing. He tells her she's not safe and cups her face in his hands, and before he leaves, they kiss passionately. He gives her luck as she'll need it and leaves the store. He is then at the Grill feeding on a girl until Matt walks in with his gun aimed at him. It is clearly shown that he is drunk and lets the girl go. He tells him drunkenly about not getting the girl and how he's managing to stop his buzz while the Heretics are throwing a murder party. He then heads out to the back door of the Grill and is then shot with multiple vervain darts, and falls unconscious. Two men then pick up his body and places him a fortified cell in the back of a black armored truck. In the woods, he is confronted by Matt and tries to force his way out, but to no avail. Matt tells him that he found some people and tells him he guesses that someone wanted him after all. He closes the doors and Enzo yells in anger trying to break free.

In Postcards from the Edge, Enzo arrives at the mental institution in Cincinnati, Ohio and stabs Rayna in the neck, thus saving Bonnie from strangulation. He tells Bonnie that he was taken by people who work for an organization called the Armory. When Bonnie shows up with Mary Louise and Nora in the room, it is revealed that he has taken Rayna's body.

Afterwards, Enzo is seen watching Rayna's body burst into flames and smoke begins to build up. A figure is seen walking towards the glass door and it's a much younger Rayna, who looks at Enzo.

In This Woman's Work, he and another Armory member watch Rayna as she punches the glass. He then tells the individual that they're going to have to sedate her, Rayna breaks the glass, bringing Enzo to the floor, looking at her. He then calls Damon to as Bonnie isn't taking his calls and he wanted to ask about Rayna's sword. He then threatens and mocks Damon about killing Elena, and tells him to bring the sword to Whitmore or he'll tell Bonnie the truth. He is then seen sitting in the back row when Bonnie and Damon walk in. The lights turn on and it's revealed he's been tied up by Rayna. He then introduces Bonnie and Damon to Rayna as they are confused to who she is. When Damon heals Bonnie, Enzo impatiently asks if they could help with the ropes and is still strapped in by the time Damon comes back from fighting Rayna. He asks again if he's going to be untied and before Damon gives him an option with a coin to live or die, Enzo reveals Elena is in fact alive. He tells him that Tyler thought it was best to have an empty decoy coffin due to Damon not being of sound mind. He tells him Elena is in New York where she's safe and alive.

In Moonlight on the Bayou, he greets Damon and Bonnie at the entrance of the Armory. As they walk through and are curious about the various objects, Enzo tells them what the Armory does and that they took great care to remain a secret. He tells them he's assigned to getting Rayna back and also they have someone he wants. He tells them about Alex and her needing his help, to which she could also help him about finding out about his family. He asks that if they can use Stefan to lead Rayna back to keep her locked and Bonnie replies they're in after exchanging a silent look with Damon. Sometime later, Enzo is talking to Bonnie about the Armory and them telling him about his family. He angrily tells her about his early history and how he would do anything for answers. When Damon and Bonnie try to leave, Enzo shoots Damon with a vervain dart and hits her on the head with the butt of the gun. When Damon comes to a room with Tyler, Enzo tells him him they found Tyler in a pool of blood and has been in a coma since. He also reveals what Matt did and they'll be keeping Tyler in the room until his werewolf transformation stirs, which shouldn't be much longer. He then explains tonight is a full moon and tries to come to an agreement with Damon; he'll let him out if he gives them Stefan's location, and Damon proceeds to stay in the room. He goes to Bonnie to hand her a towel full of ice for her head and tells her about Damon's predicament with Tyler. When Bonnie tries to perform a spell on him, it doesn't work, and he tells her that she was injected with an anti-magic thing for awhile, and he walks away. He is then confronted by Bonnie and asks what happened to him to want to screw everybody else over for a family who abandoned him. He tells her he doesn't have anything else and wants to get what he wants. She then hits him with a vase, leaving him disoriented and is shot with the vervain dart gun. While unconscious she drags his body to the door and uses his hand to open up the lock. When Bonnie comes back, he wakes up and she tells him that she would have been a better friend, bringing the ax she has down and cuts off his right hand, leaving him screaming in agony. He awakens in the room where Damon and Tyler were in with his hand reattached. He angrily tells Alex the is terminated and she replies his family is there. She tells him his father founded the Armory and her full name is Alexandria St. John, and that they are family.

In I Would for You, he comes in the Armory surprised that Bonnie actually came and shows her his hand was reattached. Alex comes in to welcome Bonnie and they go to a room that has The Eight Everlastings in it. When Bonnie lets it known that there only two bodies left, Alex gets angry and Enzo exclaims one must have just happened. He then tells her that every time Rayna dies, one of the bodies decays, and if they lose all of them, Rayna dies for good. He threatens Bonnie about what is currently happening and how Damon is handling it. He shows her the spell the shamans used on Rayna and tells her if she dies, then her victims die along with her, and Enzo replies that Stefan has one of those scars. He sees Bonnie slamming books on the table and asks what she's doing. She tells him she's trying to find a spell and notices that she has no idea what Damon is planning. He is later staring at the last preserved corpse of the Everlastings and Alex asks where Bonnie is. He is then confused as Alex tells him about ever saying to let Bonnie go.

In Days of Future Past, he is seen the backseat of Detective Martel's car and vamps to Matt and puts him in a choke hold. He tells Matt he compelled Martel and says that Alex has probably decided that he released Rayna, but that's untrue. He then asks why Matt released Rayna, squeezing his throat harder. They then talk as Enzo sits in the driver's seat, while Matt is in the back. He tells him hes in Dallas for work and wondered why the police failed to respond to the hostage situation with Caroline. He becomes more curious when Matt names Stefan and Enzo is pulled by Nora. He grabs Nora in a choke hold and forces a pill in her mouth before she spits it out. They then watch as Matt drive away in his truck. He tries to put another in her mouth, but reveals that the pill is the reason Mary Louise is dying and that she was sent by Alex to capture him. He tells her he wants to call a truce as he cares about the pill if it it is fatal to witches and they look at each other warily. He then receives a call from Damon and he tells them he'll give him coordinates to an airfield the Armory uses. He asks Nora to follow his plan to lure Alex out to the airfield with Mary Louise and he calls Alex with the phone Nora has. Later at the airfield, Nora acquires Alex and shoves her towards Enzo. When Alex reveals that they tried to create an antidote, but failed, leaving Enzo horrified. He tells her he didn't steal any of the Armory's supplies, but she knows better since they are family and tells him to Bonnie her best regards.

In Somebody That I Used to Know, he pins Bonnie behind the couch and when the Armory agents hear a whooshing sound, the two are gone. When she asks what's going on, he tells her Alex wants to bring her in, but he won't let them and injects her with an anti-magic sedative and she passes out. In the present, he watches her with concern as she packs up her belongings in the psychiatric facility. He embraces her and tells her that Damon wants to help them. He grabs Bonnie's belongings and walks out the door with her after she tells Enzo to drive, but Damon can follow. While on the road to the safe house, Enzo talks to her about Damon and they arrive, with Enzo helping get her things. When they go inside, Damon asks where Rayna is and leads him to the storm cellar. In a series of flashbacks, it's shown how Enzo tries to keep Bonnie safe from the Armory and how they fell in love with each other. They stand in front of her and tells Damon about her still getting visions from the stone and vampires. They broker a deal with her about trading her last life with Bonnie and they'll kill the vampires that were released from the stone. He, Bonnie and Damon then head towards Richmond to kill the vampires on Rayna's list. In Atlanta, Georgia, he is in a furniture store and is confronted by Alex. She asks about Bonnie and he tells her he doesn't control her movements. She then reveals that her sister, Virginia, had killed Lucy Bennett after she sealed the Armory and her other sister, Yvette, was locked inside. She tells him she needs Bonnie to help get Yvette out, but Enzo seems conflicted as to whether to trust what she says or not. He calls Bonnie to tell her about Alex's offer afterwards and says he'll meet back up with them with he can get a car to finish Rayna's list. When he wonders why Bonnie doesn't answer immediately, he tells her that she maybe has a week or less once the first scab appears.

In Huntsville, Alabama, he and Bonnie are being lovable towards each other and when Damon gets a text from Rayna, the head inside a restaurant and see a bunch o bloody bodies with three vampires. He speeds over to a vampire to kill him, but he stops when it's revealed to be Beau possessing the body. After Damon kills Beau, Enzo deposits the bodies in the dumpster and they begin to argue about the choices they made. He is then grabbed into a choke hold while Damon tells him what he did and he'll kill him if anything happens to Bonnie. He is then let go when Bonnie shows up and gets in his face before ultimately leaving so Bonnie can talk to Damon. Later on, Bonnie is sitting on the couch at the safe house and he then lays his head on her lap. He begins to play guitar and they get playful with each other, barely paying Damon no mind.

In Kill 'Em All, he is with Damon in Frankford, Delaware to kill more of the vampires on Rayna's list and just watches as Damon kills one. Later, Damon calls Rayna and she tells him about Bonnie taking her blood to keep her hidden from the Armory. He takes the phone and talks to Bonnie, asking why she would poison herself more and she tells she wants to spend her remaining time with him instead. He is hurt by what she did and shouts angrily, walking away. Damon talks to him and tells him to go to her and he'll deal with the vampires. At first, Enzo says he can't give up, but Damon says he's not asking for him to give up, he just wants to make sure Bonnie doesn't. He later arrives at the safe house, placing his jacket on Bonnie and she tells him she wants to be happy and think of all the times they did do together. When Bonnie finds out the deal Damon did, Enzo tells him that Bonnie can make her own decisions. After Bonnie does a spell on the vault, Enzo and Damon are arguing about the choices that were just done and Damon tells him he she'll hate him more for the decision, not Enzo. Bonnie does another spell on the outside of the Armory and he shocked to see what she is doing. When she is done, she collapses and Enzo grabs her before she hits the ground, cradling her in his arms. They are then at the Salvatore house and he tells Bonnie that Caroline is making her soup, and also Damon and Rayna are preparing the transfer for her.

In Requiem for a Dream, he and Damon notice Bonnie hasn't woken up yet. They then talk about Rayna and giving her last life to Bonnie means she's giving her huntress lifestyle to her as well. He talks to Stefan and how Rayna had to kill him, but didn't want to as she saw his humanity. Enzo decides to delve into Bonnie's subconscious as a way to get her not to harm vampires that aren't vicious monsters. He confronts Matt when he arrives at the Salvatore house, talking to him about Penny and Bonnie, telling him he could barge in the house or table his feelings until Bonnie is awake. He then appears in one of Bonnie's dreams and reunites with her. He tries to convince her to live and take Rayna's life. As she tells him to let her go, he tries to convince her again otherwise, but she hits him with a guitar and then stabs him with a broken piece, marking him in the process. Afterwards, he tells Damon that Bonnie is fighting, just not the way they want her to, and that if waking up means killing them, she'd rather slip away. Much later, Enzo joins Damon for a drink and reveals to him that he tracked down the shaman that helped Rayna give Bonnie her last life. Enzo tells him that Bonnie's life is linked to the last Everlasting and if they sever the link, it might also sever the curse. He says the last Everlasting is in the Armory and that Bonnie sealed the whole building up considering the vault monster escaped and could be anywhere.

In Gods and Monsters, he goes to the mental health center Bonnie had went to. He begins to talk to Virginia about Bonnie opening the vault and what is inside it, compelling her in the process. Afterwards, he is talking to Damon on the phone about the monster and agrees to meet him at an airplane runway. The two walk down the runway towards a plane and when the maintenance man tells Damon of a call, he asks if it's a spot of turbulence. Later, he is driving his car and calls Bonnie so she can chase him instead. He arrives at the safe house and cooks, waiting for Bonnie. He tries to urge her to stop, but she raises the shotgun, apologizes and shoots at him, but he avoids it. He knocks the gun out of her hands and grabs her. She breaks free, grabbing the guitar and breaking it over his head, and he falls to the floor. She wraps a guitar string and wraps it around his throat, choking him. He recovers and grabs her arm, throwing her over his shoulder. He scrambles backwards as she recovers her shotgun and tries to avoid it, but he's not quick enough and is shot in the side of the abdomen. Before the stake she has plunges into his heart, he grabs it and desperately tries to fight her. As she pleads to him to hold her back, he tells her he's at his limit and tells her not to remember this moment, but the others instead. He tells her he loves her and when Damon destroys the last Everlasting, Bonnie stops herself from plunging the stake into Enzo, and they both embrace, kissing each other. When Damon calls Bonnie, Enzo listens and tells Damon he could've tried to destroy the Everlasting a little sooner. He then listens as Damon thinks Elena is in the vault and tells him to get out. He opens the vault door to find Damon and sees him inside. He tells Damon that he snuck off and wanted to find him on his own. He is then grabbed from behind by decrepit hands, yelling while being dragged into the darkness by it. Three months later at an unknown warehouse, it's revealed that Enzo and Damon have been killing multiple people.

In Hello, Brother, he and Damon are on a road waiting for more victims. Enzo is hit and begins snapping his bones into place as Damon talks to the couple, Buck and Cindy. Arriving at the warehouse, Enzo and Damon tell the two they are looking for the worst in humanity to give to the monster to feed off of and ask which one is the worse. After hearing Cindy's answer, Enzo compels Buck for his answer and deciding he's the worse, Enzo feeds on Cindy until she dies and tells Damon he'll deal with her body while Damon takes care of Buck. Enzo then arrives as Buck is being fed on by the monster, looking away as it happens. He asks Damon if he wants to watch some TV, receiving the answer "no" and walks off. The next morning, Enzo goes to the tank where Damon is sitting reading a book, he says the monster wants real evil, not what they have been giving it, getting annoyed with Damon. Enzo wonders how much longer they are going to slaughter people and hears gurgling from the tank. Enzo faces it and while his back is turned, Damon kicks him in and is grabbed by the skeletal hands. He then flies out of the water, grabbing the edge of the tank's opening, glaring at Damon furiously. Much later, the two are confronted by Stefan and Bonnie, who want them to return with them. As Stefan and Bonnie try to reason with them, Enzo looks at her with a blank expression, but clearly shows he has some shred of humanity left as he pleads for her to go. At an art show, Enzo listens in annoyance as he hears Damon talking to an artist. When the compelled artist whispers into Enzo's ear on why he uses human blood for paint, Enzo is shocked and while he walks away with the artist, Damon confronts him about covering their tracks better. Damon suggests to Enzo that he should his humanity off as the monster can read their thoughts and see who they love, which Enzo considers. They arrive at the warehouse again and Enzo drags the artist with him so they can feed the monster in the tank. The two walk toward the door as the monster feeds, but they stop when they hear singing. They turn toward the monster and see a naked woman instead, with Damon commenting that she finally had enough to eat. In Today Will Be Different, he is a few tables away chewing on a toothpick as Damon chats up a businessman. Afterwards, he is cleaning the pool while Sybil is lounging by the pool, trying to seduce him. She pries a tidbit from his mind and sees a name, Sarah Nelson, appear. He tries to lie his way out, but knows it's a lie and she means something. While at Duke University, he and Damon talk about his resisting of instruction. He tells Damon that the preview of Hell was mind games and they then approach Sarah. He goes with Sarah to her apartment and is surprised to be confronted by Stefan, Caroline and Bonnie. While avoiding direct eye contact with Bonnie, he tells her about Sybil and how she is a siren. He tells her she's not safe and Sybil has been digging in his mind for ways to leverage his obedience. He grabs Sarah's bag and heads towards the parking deck with Bonnie. They argue while at the parking deck and he tells her that he has been fighting Sybil every moment of every day so she can't hold anything against him. He asks Bonnie if she understands, she replies with "yes" and "no", stabbing him in the neck with a vervain injection, and shoves him into the car. He slowly wakes up in the car and tells Bonnie to stop driving. He groans in pain as Sybil's siren call as he's too far away from her. He stumbles out when she stops and Bonnie pleads with him to stay, but he doesn't want to risk her safety and tells her to let him go. Later at the pool, Enzo is annoyed and Damon vamp speeds to him, ripping into his chest, grabbing his heart as Sybil begins her probing. She sees the memory of Enzo and Bonnie from earlier in the day, and how they embraced each other before he left again. In You Decided That I Was Worth Saving, Enzo is being pressured by Sybil to turn off his humanity switch as she probes his mind. Sybil brings up Bonnie's name as her Plan B, but Enzo says it won't work as she doesn't mean anything to him, and Sybil gives Damon the mission to kill Bonnie. After Damon gets stabbed in the stomach by Caroline, Enzo gets it out for him and chuckles as he got beat by the two girls. Unfortunately, Sybil knows better and probes his mind, seeing that Bonnie and Damon have a history together. As Sybil probes Damon, Enzo is seen acting a little nervous and concerned, and stares at the two after she is done. It is later revealed Sybil willed them to fight each other to the death. When Stefan tries to reason with Damon not to fight or kill Enzo, Enzo states not to bother as Sybil has been messing around in his mind and the damage she has caused while doing so. He tells Stefan he doesn't have enough free will to run and when the clock strikes 3pm, he and Damon begin fighting. After breaking Stefan and Caroline's necks, Damon and Enzo continue fighting as Bonnie tries to plead with Damon to stop. When she chooses Enzo, Sybil decides Damon to kill Bonnie, which shocks Enzo. Enzo decides to turn off his humanity switch so no one will have to die, telling Bonnie that he knows she can bring him back. When Sybil asks if he cares if Damon kills Bonnie, Enzo says he doesn't have any objections, but before anything can happen, Alaric arrives and Stefan snaps Enzo's neck. In Coming Home Was a Mistake, he is on the floor awaking from a vervain nap at the safe house. He had been eavesdropping on Bonnie while she received a call about Tyler's death. He tries to worm his way to her and imploring to set him free, and they can go anywhere they want. She takes the restraints off both hands and wrists, and he vamp speeds to the door, finding that it has been magically sealed. He is shocked and wonders if she is a witch again, but she tells him no, and she's using a dark object called a Flame of Imprisonment. She tells him she won't let him out unless he turns his humanity back on. While Bonnie talks to Caroline on the phone, it's revealed that she dried him out, starved him, played the guitar and told him their history, but nothing worked. After she's done talking to Caroline, Enzo tells her to take him off her plate with all the burden she's dealing with. He argues that he's better with his humanity off and that she's cold for abandoning her friends and missing Tyler's funeral. He tries to convince her that everything came back to him while she was gone, but she doesn't buy it. She tells him she's going to desperate measures and will light the safe house on fire as he's afraid of people leaving. As the fire burns, Bonnie refuses to leave, while he keeps trying to convince her to let him go. While she's groaning and coughing as the smoke gets to her, he tells her she's good as dead, and after she passes out, he tells her to wake up. When she comes to, Enzo is coughing and is revealed that he saved her, regaining his humanity again. He apologizes to her repeatedly as she tells him she's never leaving and he's stuck with her. Later, he attends the funeral for Tyler with Bonnie and the others, remarking that Tyler fought the darkness inside and won, also saying he respected the hell out of him. In Detoured On Some Random Backwoods Path to Hell, he and Bonnie are lying on her bed, and they kiss. Enzo's cell begins ringing and it's from Damon, he answers and Sybil's siren song echoes, putting him in pain. The two then go to the Armory and he is still in pain due to Sybil worming her way back into his head, stating the pain is moving and he feels like he's being cut open. He tells Stefan he's going to be heading into dark places as he goes into his mind. In Enzo's subconscious, Sybil is dissembling him on an operating table as punishment for escaping her. After issuing an AMBER Alert and Sybil leaves the diner that she was at, Enzo begins coughing up blood, slowing dying. Sybil is still torturing him inside his mind and when he tries to broker a deal for the twins, Stefan intervenes and Enzo tells him not to trust her. Afterwards, he wakes up, embraces Bonnie and they kiss. Back at Bonnie's house, he and Bonnie talk, with him telling her he's fine. He tells her that he'll always fight for her. He tells her he kept a secret from the world that he believed nothing higher would allow him to suffer so much without knowing true love. He sees his faith was rewarded and that Bonnie is the whole world to him. In The Next Time I Hurt Somebody, It Could Be You, he and Bonnie are in bed as he watches her unwrap her Christmas present. He tells her they are going to Paris, with her jumping for joy and they kiss. As he listens to Bonnie and Caroline talk on the phone, he asks about the tuning fork and thinks it's stashed where she is currently staying at. After receiving information about the Pond Estates, he and Bonnie go to their destination and arrive at a house where Enzo would need an invitation. Seline allows the owner, Tammy, to invite him in and that she won't do anything like what Sybil did. They listen to Seline talk to Alaric, but no dice, and sees she has a long list of names written in reverse chronological order. She tells them she picked up the habit from Stefan in Monterey. She tells the two she didn't see evil in Stefan, but anguish. She gives Enzo the tuning fork and they leave Seline, telling her they'll relay a message to Alaric for her. They arrive at the Salvatore house and Enzo uses the tuning fork, affecting both Sybil and Bonnie. While on the road, they discuss about the tuning fork affecting Bonnie and that Sybil, Seline and Cade were psychics. He tells her that is a reason to get out and replies that she is the gift he's always wanted. In The Simple Intimacy of the Near Touch, he and Bonnie return from their trip to Paris. He arrives at the Mystic Falls Founders' Hall dressed up in a suit and stops Bonnie from exploring what Sybil is doing to Violet further. He tells her to leave the fights to the immortals and they talk a little about the vial of blood around her neck. They talk about her turning into a vampire and being together, but Bonnie tells him that she would take it if they were together always, but she takes it off and hands it back to him, also stating that she can't wear it if it's a promise of anything more than her love for him. He and Bonnie then bring the rest of the others outside from the Hall while Caroline wraps up the Miss Mystic Pageant. He talks to Bonnie again in the woods and tells her that it's dangerous and he can't protect her if she goes back to the Hall. He tells her he fears for her life and doesn't want to lose her. He then tells her he fell in love with a human who makes him feel alive. He says he spent many years waiting for someone like her and what he would do without her when she does die. She ponders about their forever, making him wonder, and she suggests that he could take the cure. In You Made a Choice to Be Good, Enzo is driving in a truck with Bonnie and the Maxwell bell in the back. Enzo and Bonnie talk about taking a day off to have some fun. Enzo agrees and they go to a motor raceway so Enzo can speed and drive a race car around. After he's done racing him and Bonnie talk. He wants to go skydiving and she tells him about the cure and what he's risking if he takes it. He tells her he wants to take it. They leave the raceway and go to a B&B that Bonnie bought with some money her dad left for her. Bonnie invites him in they talk for a few. Enzo sees that Elena and her coffin are there with him and Bonnie at the B&B. As Enzo and Bonnie talk about their future together Enzo's invitation to the B&B is revoked by Stefan. While Bonnie is taking some of the cure from Elena's body. Stefan arrives at the B&B and attacks and kills Enzo by ripping his heart out from behind. Bonnie is horrified and saddened by his death. After his death Bonnie runs outside crying to hold Enzo's body. As she is crying and screaming another dimension is created. In The Lies Will Catch Up To You, it's revealed that Enzo is currently in a dimension created by Bonnie's emotional trauma. She manages to contact Enzo briefly in the dimension with Cade's help and they talk a little bit before she lets go as he tells her not to trust Cade and that he's trying to find Enzo's soul. Later, they make contact again and he tells her all that matters is her.

Bonnie and Enzo in the alternate-dimension.

In It's Been a Hell of a Ride, Enzo briefly appears in the alternate-dimension created by Bonnie. Upon her talk with Stefan, Enzo appears and comforts Bonnie. Later, they are, again, seen together in the alternate-dimension. Enzo asks why Bonnie won't forgive Stefan, stating that he has done numerous bad feats in his past and while a servant of Cade, including kill. While Bonnie is reluctant to forgive Stefan, Enzo convinces Bonnie that she cannot hate him forever; it will eat her up inside.

In We're Planning a June Wedding, he appears to Bonnie when she is listening to music and suggests that she listen to less melancholy music. He tells her she doesn't need pain to keep connected and they then dance. He tells her to go to the wedding and that the version of Stefan that killed him is gone, and the real one is back. He tells her to share in Caroline's happiness and when she asks if he is, he tells her he certaintly is. He tells her about a place he saw in the French countryside and imagined what it would've been like when they were married, to which they begin kissing. When the fire starts getting near Bonnie and the twins, he encourages her to push through and get them to safety, but this causes her to lose her connection to Enzo in the process, but he tells her that he believes they'll be together again.

In I Was Feeling Epic, Enzo appears with Bonnie and Elena telling Bonnie that it isn't her time yet. When Bonnie is using her magic against the hellfire, he appears beside her and tells her she's not alone, since he's there and her ancestors are as well. In a flash forward, Bonnie is seen getting ready to travel the world and he tells her she's forgetting her passport, but she can't hear him, but feels him.

Personality

Lorenzo

Enzo is a charismatic person who had lived quite a fulfilling life prior to his imprisonment by Augustine. Despite his imprisonment, he remained optimistic and hopeful to one day escape and possibly take revenge on Augustine for their torture on him. After it is revealed that he was still alive and imprisoned, Enzo seems to have become mentally unhinged as a result of the five decades of torture, as he slowly hums a song just after he introduces himself to Elena. He also showed immense anger towards Damon for being unable to save him, nevertheless after rekindling their friendship, he refused to abandon him when he turned into an Augustine Vampire. He shows that he is loyal and would never abandon those important to him. He is also shown to have a vengeance streak as seen when he helps Damon with the Augustines, when he finds out Maggie was killed by Damon, and that the people who knew that he was dead didn't mention anything to Damon.

Enzo continues to show acts of loyalty to his friends, mainly Damon, looking for leads to find Damon, and punishing Stefan for giving up on Damon. Enzo clearly misses his friend and even kills Stefan's girlfriend for giving up on Damon, and for making his friend Caroline cry. Enzo is willing to do whatever possible for those he cares about.

Physical Appearance

Enzo is very handsome, with short jet black hair, dark eyes, light olive skin and a solid jaw line. He physically appears to be in his mid twenties despite being nearly one hundred years old. Enzo presents a devil may care attitude in his appearance and is always seen with a cocky smirk, much like his close friend, Damon Salvatore.

His style consists of darker clothing; black shirts, scarves and thick jackets, boots underneath darkened jeans and black trousers, although on occasion has been seen wearing lighter colors, which in general is a "bad boy" style.

Powers and Abilities

Enzo possessed all the standard powers and abilities of a non-Original vampire.

Unlike some of the other younger vampires Enzo possesses a high resilience and tolerance to pain, torture, offensive spells and psychic attacks, having been the Augustine's "lab rat" for approximately 70 years while enduring countless horrific experimentations. He was observed impaling himself with a wooden shaft with no visible signs of discomfort, as well as being able to momentarily ignore the effects (losing consciousness and significant weakening) of a concentrated vervain shot used on him by Tripp.

He is also a skilled fighter. He is physically strong enough to fight Stefan and Damon (individually) on near equal grounds, though ultimately nearly losing his heart due to extraction from Damon. Given his age and prowess, he like many others, were no match for superior supernatural species such as Bonnie when she was the Supernatural Shamanistic Huntress.

He is also one of the few vampires to express knowledge and skill in swordsmanship, having confronted Julian, a vampire more than three times his age, in a sword fight and proved quite capable of fending for himself. However, it should be noted Julian ultimately defeated Enzo.

Most recently, Enzo has demonstrated that he has a mental fortitude beyond comparison for a vampire of his age (due to the Augustine experiments). When on guard, he can repeatedly fend off the psychic attacks from Sybil who has only been able to enter his mind when first surprised (her initial release from the vault) and a second time when Damon struck his chest and gripped his heart.

Weaknesses

Enzo had the typical weaknesses of a non-Original vampire.

Attitude towards humans

It is unknown what Enzo's original views on humans were but after years of torture, Enzo seems to have little respect for human life. He has fed directly from them and did not show any remorse when attacking or killing people. He did however fall in love with a human named Maggie James, and was unwilling to turn her when she asked him to help him escape Augustine. Instead, he compelled her to forget and leave him, not wanting to see her harmed or corrupted by becoming a vampire.

Relationships

Damon Salvatore

Main article: Damon and Enzo
"Enzo's friendship kept me alive, he gave me a reason to hang onto my humanity"
—Damon to Elena about Enzo

Damon and Enzo

Enzo met Damon in 1953. They were both captured and tortured by the Augustine society for scientific purposes. Having been in captivity ten years longer, Enzo taught Damon how to "live for the future", when they're free instead of the moment, individually planning their revenge. Enzo seemed to care for Damon, one day allowing himself to be tortured in Damon's place. On the night of their planned escape, Dr. Whitmore opened the cell and lead Damon out near the party guests; Damon got himself free from his bound chains and gouged out Dr.Whitmore's eyes; causing an uproar with the house guests, a guest (trying to escape) accidentally knocked over the candelabra and it caused a fire to happen and Damon was unable to free Enzo, and turned off his humanity to escape the pain of his "death" before abandoning him. Damon and Enzo are currently best friends. However, after recent events that strained their friendship, for example: Enzo choosing Lily over Damon, they aren't as close as they used to be and are currently frenemies. Currently, the creature from the Armory has mentally incapacitated both Enzo and Damon to act violently. They are working together, are close friends again, and they are killing numerous of people across the United States East Coast.

Bonnie Bennett

Main article: Bonnie and Enzo

7x19 BonnieEnzo21.jpg

Initially, Bonnie and Enzo met under tense circumstances and they sometimes interacted with each other in hostile manners. They always shared a semi-antagonistic relationship, but Bonnie saves Enzo's life after he was almost sucked into Oblivion from the Other Side collapsing. After this, they remain sort of cordial with each other, especially since they began an alliance at the beginning of Season Seven. Also, during Season Seven, Bonnie gave Enzo advice on how to handle Lily Salvatore's rejections and Enzo saved Bonnie's life before the Armory could snatch her. While in hiding from the Armory, Enzo and Bonnie grow closer in friendship despite still acting slightly antagonistic with each other, but this is short lived when they share their first kiss in the cabin they were hiding in together. Three years pass and Enzo and Bonnie are in a romantic relationship and are in love with each other. Bonnie desperately tried to save Enzo's life from the siren which mentally incapacitated Enzo as well as Damon Salvatore. Bonnie is eventually able to rescue Enzo and restore his humanity. The two move into Bonnie's recently purchased B&B in upstate New York - they express their deep love for one another and a shared desire to get married and, eventually, have children, to which Bonnie offers him the opportunity to take the cure. Their relationship, however, is tragically cut short by Stefan by murdering Enzo. Bonnie eventually lets Enzo go and continues on to fulfill his final wish for her - for Bonnie to live her life to the fullest and travel the world. Having found peace, he watched over Bonnie as she packed her bag for her trip to Africa.

Caroline Forbes

Main article: Caroline and Enzo

Caroline and Enzo

They meet when Caroline is surprised by Enzo who appears in the laboratory of Wes. He says that he is there for the same reason that she is; he wants the vampire-feeding virus out of their lives. Enzo tells her that Damon mentioned that she gets a little judgy and that he also said that she had a thing for accents. Enzo tells her that he knows of the cure to the ripper virus. While they work together to get the antidote Enzo flirts with her, but Caroline usually isn't sympathetic with him. They decide to take a road trip together to save Stefan and kill his doppelgänger. He tells her that She reminds him of Maggie. After Enzo kills Tom for Caroline, their relationship seems to have worsened, but Enzo anyway is always trying to be nice with Caroline besides tell her what his real intentions to find Maggie, his love of the past, Caroline seemed to like that.

Maggie James

Maggie and Enzo

"Forget that I love you."
—Enzo to Maggie

Maggie never appears on the show in the present except for a couple of pictures of her dead body. They meet when Enzo was a prisoner on the Augustine Society. She worked for the Whitmore's and would take notes on Enzo, his behavior, etc. She would never get really close and always wore her vervain bracelet but in time they fell in love. She wanted Enzo to make her a vampire and escape with him. Enzo loved her enough and knew it would be too dangerous, so he tricked her and compelled her to leave. A couple of years later she somehow still remembered and went after Damon Salvatore because she thought Enzo was dead, but Damon killed her instead. In the present we see Enzo looking for Maggie and helps the Travelers to get some answers but turns off his emotions when he finds out she is dead. Since she would be old by now, he mentions that he isn't looking to date her, but to thank her.

Sarah Nelson

"You deserve better, Sarah Salvatore."
—Enzo to Sarah

Sarah and Lorenzo

Enzo first saw Sarah in Woke Up With a Monster, after he learned about the "secret" of Stefan. Enzo due to personal dislike to Stefan decides to find out who this Sarah is and Stefan tells him that Sarah is the daughter of his nephew Zach, that is distant niece of Stefan. Enzo decides to take revenge on Stefan through Sarah, that is, use her, and then turn her into a monster. Lorenzo forced Matt to wriggle Sarah's confidence to know about her, and soon is brought together enough information and act out scenes where he is like hero saves Matt in front of Sarah, he shows her his vampire-face. Enzo knew that she would look for him after that. Lorenzo was right, Sarah found him in a cafe when he drank tea, and she photographed him. Enzo noticed it and again showed his vampire-face. Then, he was behind her back and said that he other angles look much better. He slightly shocked Sarah his abrupt appearance. Sarah began to threaten Enzo that she has proof on a flash drive, about what he is. Then Enzo broke flash drive and told Sarah that he was too strong, fast and rich. The girl said that she wanted to know everything about him, as Enzo planned. Enzo, hoping to frighten Sarah revealed that he is a vampire. Sarah did not seem surprised, and that shocked Enzo. Later it turned out that Stefan compelled Sarah not to be afraid of all that is associated with vampires. When Alaric told Enzo yesterday because of him innocent girl excised spleen, Enzo rethink his attitude toward Sarah and decided that this was a bad idea and that he is better than this. He came to Sarah in the hospital and she was pretty happy to see him. She asked if she had called him last night, but Enzo said that letting her into his life was a mistake. Then, he said that she deserves better and left. Before that, he called her real name, making her to think. However, Enzo, because of his friendship with Damon, who also is a distant uncle of Sarah, who killed her mother, wanted to acquaint her with the Salvatore brothers. But the door to the house was opened by Lily, mother of Damon and Stefan, and Enzo was terribly surprised and frightened when he saw her. He quickly said that was wrong house, took Sarah and they got into the car and drove away. Sarah did not understand what was happening, and Enzo explained that he knew this woman. He said that she is the Ripper. Enzo realized he did not know what to do, and that idea with Sarah was initially unsuccessful. Enzo compelled Sarah to forget everything that was, but it is on the vervain and inject a dose of Enzo him to tell her the whole story. Enzo woke up tied up in the house of Sarah, she said that Matt told her about the plan of Enzo and she seemed very angry and upset that have believed Enzo. Enzo told her that she was dragged from her dead mother, and that he really wanted to use her and changed his mind. Enzo said what exactly because of this Sarah attracts the darkness and she confirmed his words. Enzo was frank with her and talked about how he became a vampire and he wanted to make with her the same. Sarah asked him about that he did not do it because she does not want to know any of the biological family. Enzo let go of her and wished her a good life.

Other Relationships

  • Enzo and Stefan (Frenemies/Former Allies/Enemies)
  • Enzo and Elena (Acquaintances)

Appearances

Season Five

Season Six

Season Seven

Season Eight

The Originals Season Three


Episode Absence


Name

  • Lorenzo is a Spanish and Italian masculine given name of Latin origin derived from the name Laurentius. It is used in Spain, Italy, and other Latin European and Latin American countries. Enzo is of Italian and Old German origin, and the meaning is "home ruler", variant of Henry.[4]
  • St. John is Hebrew and means "Jehovah has been gracious; has shown favor". In the bible John the Baptist baptized Christ in the Jordan river. It can also mean "the grace or mercy of the Lord".[5][6]

Trivia

  • He is experiment number 12144 in the Augustine Society.
  • Damon and Enzo were best friends and in the present day, his only friend is Damon.
  • Enzo is one of only ten recurring characters that appear in more than 10 episodes in it's inaugural season. The other nine being Annabelle who appeared in 11 episodes during Season One, Elijah Mikaelson who appeared in 12 episodes during Season Two, Rebekah Mikaelson, who appeared in 17 episodes during Season Three, Atticus Shane who appeared in 12 episodes during Season Four; Nadia Petrova and Wes Maxfield who appeared in 12 episodes each in Season Five; Josette Laughlin and Malachai Parker who appeared in 17 and 16 episodes respectively in Season Six and Rayna Cruz who appeared in 13 episodes in Season Seven.
  • Damon left him to die in the fire at Whitmore when he turned off his emotions because he couldn't free him from his cage.
  • He was a Soldier in WWII which lasted from 1939 to 1945 which puts him the army around the same time as Stefan Salvatore, who we see in his uniform in flashbacks in We'll Always Have Bourbon Street and TO's Thierry who was also a soldier in the 1940's.
  • He met Caroline Forbes in While You Were Sleeping and has shown an attraction towards her.
  • Enzo built up a resistance to the vampire weakness of wood due to the experiments he endured, this is proven when he jabs the wooden end of a shovel into his own body, and was amused that Stefan thought he could hurt Enzo, asking what he thought he could possibly do to him that wasn't done 100 times over. Even when Stefan went to rip his heart out, Enzo was not in pain like a normal vampire.
  • Enzo is the only TVD character that does not appear to be based off any character from the novels.
  • In No Exit, Enzo was turning humans into vampires to feed Damon and satisfy his hunger for vampire blood every 8 hours.
  • In No Exit, The Travelers confine Damon and Enzo in a house using magic so Wes could test Damon's limitations of his new strengths.
  • In No Exit, Damon fed on both Enzo and Elena (Katherine).
  • He knew about werewolves, but thought they were just a myth.
  • He was looking for Maggie until he found out about her death in Man on Fire.
  • He died with his emotions off in Man on Fire, but was brought back to life in Home.
  • His casting call name was Elliot before it was changed to Enzo.
  • I'll Remember was the first episode to credit him as a main character.
  • It is unknown what bloodline Enzo is from, but it can be assumed he is part of Niklaus, Elijah, or Rebekah's, as those descended from Kol, Finn or Mikael's bloodlines perished with their original deaths.
  • If you calculate the 70 years Enzo spent in captivity with the Augustine Society X the average working hours of 8 hours a day by 365 days a year X 70 years he spent 23.3 years on the operating table and 46.66 years in his cell
  • In Black Hole Sun it is revealed that Enzo turned Ivy into a vampire.
  • In The More You Ignore Me, The Closer I Get, it was revealed that Enzo had originally died of consumption (Tuberculosis).
  • In 1903, Enzo was turned into a vampire by Damon and Stefan's mother Lily to save him from Consumption.
  • In a flash forward in Live Through This, Bonnie and Enzo are shown kissing passionately, implying that they are gonna be in a romantic relationship some time in the future.
  • In Hold Me, Thrill Me, Kiss Me, Kill Me, Lily and Enzo shared their first kiss, he wanted her to run away with him but she said she could not.
  • Both of Enzo's deaths as a vampire were almost identical. Both times he was killed by Stefan Salvatore, despite forcing Stefan on his first death, and died by having his heart extracted by Stefan on both occasions.
    • On his first death as a vampire, his humanity switch was turned off while Stefan's was on, yet ironically on his second death, Stefan's switch was turned off while Enzo's was on.

Quotes




Gallery

22galeria.png Lorenzo St. John has a photo gallery.


References

See also

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