I will always love The Vampire Diaries, but that doesn’t mean I have to love every romantic pairing on the show. While Damon, Stefan, and Elena’s love triangle is iconic, not all of them reach the same status. I’m going to highlight the worst couples in the show that maybe shouldn’t have happened in the first place. From boring to toxic, here are the worst couples from all eight seasons of The Vampire Diaries.
Matt and Elena
I know some people think these two belonged together because they were somewhat unlikable and uninteresting, but I don’t. Yes, they were boring sometimes, but their dullest moments were when they were together.
Even after they broke up, Matt was hung up on Elena. She was trying to be a good ex, but that plan flew out the window as soon as Elena met Stefan. Matt was one of the best exes of the show – and I still don’t know why people hate him.
Caroline and Jesse
I fully believe Jesse would have graduated if he hadn’t gotten involved with Caroline. He only had vampire blood in his system because he was around her too much, and that’s what ultimately got him killed.
Had it not been for Caroline’s supernatural life that she tried to hide from him, they might have been one of the cutest couples that I would’ve been rooting for. They had a wholesome relationship that might have only come second to Caroline and Klaus.
Tyler and Liv
When Tyler and Liv started dating, I already couldn’t stand either of them. So maybe they weren’t toxic, but they were just plain dull. Broody girl and broody boy dating? What other stereotypical couple could The Vampire Diaries come up with?
These two started dating after Tyler returned from the dead, and Liv got caught in Kai’s crossfire. After she tried to sacrifice two of his friends, how could he forgive her and start pursuing her immediately after meeting?
Bonnie and Luka
You know the saying about starting a relationship on a firm foundation? With Bonnie and Luka, they met because of a lie. That specific lie was that Luka and his father were going to use Bonnie as part of Klaus’s plan.
Somehow, she forgave him, and they had a little fling before he died. I get that he was desperate to get his sister back, but at what cost? Sometimes, you just need to stay out of supernatural business, and maybe you’ll make it to your next birthday. Luka had to learn the hard way, apparently.
Bonnie and Jeremy
While I loved them together for a long time, I recently realized how boring they were. When they first started dating, they were cute – the perfect best friend’s brother situation most teenage girls dream of.
But around the time Bonnie was sent to the prison world, it just started getting boring. Thankfully, she broke it off when she got back, but it took way too long for that to pass.
Katherine and Mason
Talk about a lousy couple – there aren’t even any good pictures of them together. The only reason they made this list was that Mason genuinely thought they had something going on.
On the contrary, she was only using him to get on Klaus’s good side. Mason was sent into Mystic Falls to get the moonstone. Katherine even planned to use him as a sacrifice in Klaus’s ritual.
Isobel and John
Anytime Isobel is involved in something, I automatically know it’s about to be a bad time. However, her least horrible relationship was with John. At least, that’s what can be said from when they were together in high school.
Other than the accidental pregnancy that resulted in Elena, we don’t know much. But when she comes back, that’s when things take a downward turn. She threatens and uses John so many times that even though he was horrible most of the time, he didn’t deserve that.
Isobel and Alaric
Moving on to Isobel’s next big love, we have Alaric. And while I don’t love Alaric, he was done real dirty by Isobel. Honestly, the only good thing that came from their relationship was Alaric becoming Elena and Jeremy’s guardian.
Isobel should’ve just been upfront with Alaric or at least gotten a divorce. Instead, she made him think she was dead for years. Then Isobel showed up and ripped his heart out all over again. The way she treated him made me glad she died a fiery death.
Caroline and Alaric
This relationship just felt so icky to me. Yes, I understand she’s supposed to seem like an adult at this point despite being frozen at 16 but come on – he was her teacher in high school and college.
While in another world, this could have worked out, it was more out of convenience than love. The cherry on top of this bad relationship was his treatment of Caroline in season eight – he made her feel like their kids weren’t hers because she only carried them for his dead wife.
Tyler and Vicki
Vicki is one of my least favorite characters, but that doesn’t mean I don’t pity her for the way she was treated by Tyler. My only qualm with it, though, was that she kept going back to him and treating Jeremy horribly.
In addition to just being horrible to her, Tyler was just a bad guy in the first season. He didn’t start getting good until the beginning of his relationship with Caroline. So, maybe I’m just biased, but I hope to never see a relationship like his and Vicki’s ever again.
Jeremy and Vicki
In the same way Tyler used Vicki, she used Jeremy. Jeremy was absolutely infatuated with Vicki despite her treating him like a sick puppy. And Vicki just used him to get high.
Her going back and forth between the two ended up with her getting turned and them fighting all the time. Even after Vicki’s death, Jeremy and Tyler never seemed to get along because of her.
Damon and Andie
Before I get to Damon’s second-most toxic relationship in the series, let’s get to the knock-off version of it. Damon and Andie were always a lousy pairing because of his obsession with Katherine.
Andie was only with him for the fun benefits; Damon was just bored. And I’m still convinced if he hadn’t been involved with her, she would have lived a long and happy life.
Damon and Caroline
Moving on to the original version of that relationship, Damon used Caroline in the same way he used Andie. The only reason it’s a bit higher is that he lived for hundreds of years and “dated” a desperate 16-year-old.
In the end, it all worked out because they seemed to get along well enough after so many traumatic events. I doubt Caroline would ever forget the way he treated her, but he did become a better person as time went on, so I guess she forgave him.
Lily and Enzo
Poor Enzo spent years searching for Lily just to have her treat him horribly. I’m so glad he got with Bonnie soon after. Lily was already one of my least favorite characters when she was introduced, but after she broke Enzo’s heart, I couldn’t stand any of her scenes.
Enzo went through years of torture, just holding out hope that he’d see her again. And when he did, she wasn’t the same woman he’d fallen for – she was much more deranged. It didn’t help she was also obsessed with her new “children,” the Heretics.
Lily and Julian
Moving on to another of Lily’s lovers, her relationship with Julian was absolutely horrendous to me. He used her to get anything he wanted. In the end, they both died because they weren’t a good couple.
Julian preyed on Lily’s mental health, and Lily was obsessed with him. She even turned against her own sons to be with him. Mother of the year award, am I right?
Silas, Amara, and Qetsiyah
I know this is the “worst couples” in The Vampire Diaries, but I can’t forget about two love triangles from the show. First off, we have the first immortals, Silas and Amara, with the scorned lover Qetsiyah. When the triangle first started, Silas and Amara were sneaky.
Then, centuries later, Qetsiyah is still just as bitter as when she died. And Silas is still as sneaky as ever. The only person who changed after all that time was Amara – and that’s only because she literally felt every supernatural creature’s death.
Katherine, Damon, and Stefan
The love triangle that started it all also happens to be the worst love triangle. Where Elena was upfront about her feelings for both Stefan and Damon most of the time, Katherine never truly let herself be vulnerable to the brothers.
Katherine with Damon was one of the most toxic pairings in the show; at first, he’s obsessed with her, then he’s obsessed with killing her. On the other hand, Katherine was obsessed with Stefan so much that she sent the Devil to get him.