|“||Ironically, he's recently become one of the more stable people in my life.||”|
The relationship between the vampires Caroline Forbes and Enzo St. John. They are first seen interacting during While You Were Sleeping in the Season Five, when Enzo appears in front of Caroline in Wes Maxfield's laboratory. 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.
He leads Caroline and Stefan to Sloan and the Travelers to obtain the cure for the ripper virus. While they work together to get the antidote, Enzo flirts with her but Caroline usually isn't sympathetic with him. They then decide to take a road trip to Atlanta together to save Stefan and kill his doppelgänger.
After Enzo kills Tom for Caroline, their relationship seems to worsen, but Enzo still tries to be nice to Caroline, and tells her what his real intentions of finding Maggie, his love of the past, Caroline seems to warm up to him a little.
In Season Six, after the death of Damon and Bonnie, Caroline and Enzo are the ones who do not give up on finding a way to bring them both back. They become allies and look for clues together. After Enzo discovers Stefan leading a new life away from his old friends he kills Stefan's girlfriend Ivy, but Caroline does not let it get to her. Enzo shows concern for Caroline when seeing her deeply hurt by Stefan's actions and this leads to a direct confrontation with Stefan. Because of those situations, they become much closer. Caroline even admits that Enzo has become one of the more stable people in her life, while she and her old friends grow apart.
Throughout The Vampire Diaries Series
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, and 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 isn't 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 her 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 the conversation, she tells him that he has to meet with her, after insisting Stefan accepts. Stefan finally meets with Caroline and they arrive at some abandoned train station. They're talking about Damon and Elena and as Damon is going to tell her that he 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. Slon walks right over to Caroline and Stefan and Stefan asks her if she has the antidote to the ripper virus, and she answers yes thanks to Enzo. Enzo tells them that Wes was experimenting with him and 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 to them they have to find something, Stefan asks what do they need and Sloan say another one of him.
Enzo tells Stefan and Caroline that they will find another doppelgänger of Stefan and that he don'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 replies anyways to her talking about Markos, the leader of travelers. He tells them that Markos wants the blood from the last remaining pair of doppelgängers, Stefan and Elena, and 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, and one of the travelers comes behind Enzo and hands him the serum. Enzo invites Caroline to join him but she says that she will stays with Stefan.
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 had volunteered to help Enzo deal with it, which means they'll kill him. 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 tells him that she will be fine, then Stefan tells her that he doesn't trust Enzo and Caroline says not to worry because she doesn't trust 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.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 she'll kill her if she does that again. Caroline then 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, and 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 just stares at her until Caroline pulls out a magazine and starts reading it. Enzo asks why she’s avoiding him, and 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 for why he is there is because of 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 to 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. Someone from the hospital comes to tell them that Tom Avery disappeared four months ago and no one knows where he is. Caroline calls Sloan and tells her the info is bad. She asks for Stefan and she tells him Tom has been gone for months. She asks if he saw anything else and he tells her that he blacked out after the spell. Sloan says they need to go deeper and Caroline says he’s seeing old memories but then Sloan starts the spell again and Caroline stays on the phone and tries to help him. Enzo listens with interest. Caroline begs Stefan to say something to her and he comes to and gives her Hazel’s address and describes her.
Enzo and Caroline come to the house and notice four months of mail has accumulated. They knock on the door and then the knob comes 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 keels over dead. Caroline chews him out 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. In the basement, they find the doppelgänger knocked out under an IV. They wonder why they kept him knocked out for four months and Caroline says that’s the same time that Silas – another doppelgänger died. She tries to rouse Tom but 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 vamps over super fast and snaps Enzo’s neck. She frees Tom and tells him she’s getting him out of there.
Enzo later finds Caroline and Tom then 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. He says the Travelers told him they know where Maggie is and he’s willing to do anything he has to so he can save someone he loves. He tells her where the Travelers are and says she can feel free to tell Stefan she’s the one who took Tom out to save his life.In Resident Evil, Elena tries to call Damon as he don't answer her, Caroline calls Damon instead, Enzo sees it's her and he responds immediately 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 then hangs up the phone.
Caroline arrives at the Salvatore house with Elena and Enzo opens the door asking her for the witch, but Caroline throws her jacket on 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 the house and Damon appears, he greets Elena and all maintain an awkward silence. Enzo then asks who could use a drink from the library and Caroline responds positively and goes with him.
Caroline is with Enzo 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 to be entertained with the conversation between Elena and Damon. Then, Caroline and Enzo continue listening to Elena and Damon, they hear that Damon and Elena are now talking as friends. 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 that was what happened and Enzo tells her that travelers told him where Maggie was. She says to 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, he wants to thank her, Caroline looks at him and smiles. Later, Enzo, Elena and Damon are listening to Luke that is telling them what the plans of Markos, and the whole thing about the travelers, then Caroline arrives, she don't understand what they are saying, and Enzo tells her to take out the popcorn because Elena’s little sex romp isn’t over yet, which is referring to the dreams.In What Lies Beneath, Caroline is at her father's cabin with Stefan and Elena. Elena and Stefan carry supplies inside and Caroline goes to follow them but hesitates, sensing something. She looks out at the land in front of the cabin, but sees nothing. Enzo is standing behind her and she goes inside, walking through Enzo's ghost without seeing him, Enzo says that he thought that he would feel better.
Stefan and Bonnie are talking on the phone about the death of Enzo and Caroline hears the conversation. She walks to Stefan and he hangs up on Bonnie. She is surprised that Enzo is dead and Stefan tells her that he was who killed him, then Damon arrives, Stefan tells that 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 a 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 sees why they like her so much, they can't hear to Enzo, and Caroline continues saying 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.
In Home, everyone is going through Bonnie to return to life, Enzo resurrects appearing back in the mortal world, where he runs into Caroline. He tells her that he will see her around and calls her gorgeous, Caroline just looked at him and then he leaves.
Caroline and Enzo reunite in Yellow Ledbetter. After seducing a witch, 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. 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.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 her she should get him out of there before he comes to. She says she’s sorry and he says he doesn’t care about the Elena thing. Caroline says she liked that he was the one that always cared more than anyone. Stefan confessed that he had to move on. He’d spent weeks going after every lead about Bonnie and Damon. Every lead was a dead end. He had to come to terms with their death in the only way he could. What Caroline couldn't understand was why he left her. “You couldn’t hear that I was completely falling apart without you?” Caroline cried. Stefan had never listened to her pleas. Caroline says she can summarize – 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 and then turns her face to him and sees her tears. He loses it and storms off to find Stefan. 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.
In Welcome to Paradise, Caroline is ready to leave the dorm room after having a sleep over with Elena. She tries to convince her to stay but Caroline declines. Elena then asks her to come to the pool party but Caroline don't want to go and tells her about her breakfast date with Enzo, Elena ask if they are now "breakfast buddies" and Caroline says that yes, and that ironically, Enzo's recently become one of the most stable people in her life. A surprised Elena asks her to invite Enzo as well to the party, and Caroline finally agrees saying that she will go to the party.
Later, at the breakfast date with Enzo, Caroline gives him the rules about not mentioning about Elena's love with Damon or any reference about him and if Enzo breaks the rules she will kill him. She's determined to let Elena live her "happy zombie life" which Enzo finds both supported and judgmental. She says that it doesn't mean that she is enjoying marinating all alone in her misery then Enzo says that he will marinate with her, Caroline says that she appreciates what he is doing for her. Enzo gets up to leave when she notices blood on his shirt, she's upset to learn he snacked before they ate. But he's not concerned with attracting attention by killing people, then he leaves and Caroline is mad for that.
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 for what he did to him. When Stefan is about to shoot, Caroline appears and comes between them. She asks Stefan what he is doing and Stefan tells her that she should ask Enzo. Stefan leaves and Caroline asks Enzo what he did to him but Enzo remains silent.
In Do You Remember the First Time?, Enzo calls her to tell her Tripp is still alive, but torture-resistant. She begs him to keep him alive since his men kidnapped her mother. She and Stefan arrive at the warehouse and Enzo greets her with a "Hello, gorgeous". Enzo slaps Tripp and Caroline tells him to quit and insults about being Stefan's sidekick. Enzo then tells Stefan how Caroline actually feels about him. He tells Caroline to give her mom his best and then leaves.
In The Downward Spiral, Caroline comes up to him and Sarah, and he compels Sarah to leave so Caroline wouldn't reveal who she was really related to. He then finds out she turned her humanity off and she also asks him to go to the rave later that evening. He arrives and she asks where his date is. She soon flirts with him and he tells her it's not as fun when it's not the real her. It is then revealed she did it to get his phone since he has Sarah's number.
In A Bird in a Gilded Cage, Enzo arrives at the bar and asks her why she had his phone. She tells why and is both shocked and unsettled. Enzo enlists Alaric's help in getting both no-humanity Caroline and Stefan in the Salvatores basement to get them to turn their humanity back on. Unfortunately, Stefan and Caroline set off a vervain bomb and it knocks them both out. Caroline moves away and stops Stefan from killing them both.
In I'm Thinking Of You All The While, Enzo brings Stefan and Caroline with him to the warehouses where Lily is at. After they wake up, he tells them that Kai is dead and Elena is in the hospital. While Stefan gets out of the car, Caroline stays with Enzo.
In Day One of Twenty-Two Thousand, Give or Take, Caroline bickers with him later on in the episode saying that he should choose a side, the Heretics' side or her side with her friends. Enzo tells her that he already chose a side and he injects her with vervain and takes her as a hostage as an offering for the side of the Heretics.
In Never Let Me Go, Caroline shows resentment towards Enzo as she is forced to be the Heretics' hostage. She also hates that he chose to side with Lily Salvatore.
In Gods and Monsters, they ally together to save Bonnie's life. They are successful and they come out satisfied with their lives in the end.
Episodes Featuring Caroline and Enzo
- He called her "Blondie", "Goldilocks", "Cinderella", "Darling" and "Gorgeous".
- Caroline first met Enzo in the episode While You Were Sleeping.
- Enzo says that she "has a thing for accents".
- He showed an interest towards her due to the way he talked to her.
- He has said that after she got off the phone with Sloan in Rescue Me, she was a "Perky Blonde Angel of Death".
- In What Lies Beneath, Stefan says to Caroline that she and Enzo had a weird chemistry together.
- Michael Malarkey, who plays Enzo, says that Caroline and Enzo have good drama and he likes the deal between the two of them, and thinks they have chemistry together. 
- Enzo is one of the most stable person in Caroline's life at the moment, as of Welcome to Paradise.
- Enzo seems jealous of Stefan and Caroline.