Saddest Vampire Diaries Moment

ElizabethClarkson

The Top Ten

1 Elena's Slumber Goodbyes. 6x22

I remember watching this Episode for the first time I cried So hard Elena was my 2nd Favorite Character On the show so I was Deeply saddened

. The blast from the past had tears rolling down my cheeks

Kai casts a spell linking Elena and Bonnie's lives, rendering Elena unconscious while Bonnie is alive. In a series of visions or dreams, Elena and her friends and family say their goodbye. - ElizabethClarkson

2 When Stefan and Elena Broke Up, for Real. 2x06

I loved the and they were goals and the best couple on T.V.. End of discussion.

I love them stefan is better than damien

When Stefan and Elena broke up because of Katherine, it was so painful. - ElizabethClarkson

I really voted for this one because the look on Stefan' s face broke my heart - fangirl1967

3 Aunt Jenna's Funeral. 2x21

My eyes were bawling out and I sobbed out loudly, she didn't deserve this to happen to her, and this is shown by how her heart remained pure even when she died. All the factors that lead up to death such as her relationship with Elena and Jeremy, not to mention John's monologue and the music in the background. This was the saddest moment pre-season four in my opinion.

This is so sad!

This is the first episode of any show I ever really cried about. So heartbreaking :(

4 When Caroline's Dad Died. 3x13

I cried so much, Caroline is so sweet and didn’t deserve this

Caroline's dad didn't want to be a vampire so he chose to die instead. - ElizabethClarkson

5 When Alaric Died. 3x20

cries

Everyone loved Alaric, for what he did for Elena and Jeremy by taking them in. And when he died! The scene became more painful when they all said their goodbyes - ElizabethClarkson

This was the saddest thing ever. Their goodbyes made me cry.

I literally wouldn't stop crying. I felt like a huge piece of my heart was yanked out. When Damon sat there drinking with tears rolling down his eyes, I literally thought a family member died. ah I hate the fact that all of this is over😭😭😭

6 When Elena Died. 3x22

The actual saddest

Stefan was the one who saved her and Matt. Elena sacrificing herself, Stefan respecting her choice. Then she became a Vampire. - ElizabethClarkson

7 When Damon Went to Alaric's Grave. 4x02

This made me tear up

I sober my eyes out in this

This was the saddest moment for me. I almost cried man and I don't cry

The saddest moment EVER! I cried, and I don't cry in movies. When Damon was talking and Alaric was listening and Damon tried making jokes to hide his grief. :'(

8 When Liz Forbes Died. 6x14 (Stay)

She was such an amazing character, and the fact that she was surrounded by the supernatural yet still died from natural causes...so sad.

Always my number 1. I cried like a baby

Liz Forbes (Caroline's mom) dies of glioblastoma in this episode.

This was the moment I cried like a baby

9 When Stefan Died 8x16

It was so sad when he was speaking to elena

This episode broke me like nothing I've ever felt before

This scene was pretty sad I cried

100% the saddest moment

10 When Damon ''Died''. 5x22

I cried do bad

Watching damon talk to elena without her knowing it made me break down

It's like a part of everyone died! It's a promise from seasons past (season 3) broken! Died for his brother! Unbelievable!

This scene absolutely ruined me, saddest moment ever!

The Newcomers

? When Damon Almost Died from Werewolf Venom 2x22

Cried so bad

? When Elena was put under the spell by Kai

I cried so much and like that moment when everyone was going to see her so sad it just shows how much people love her

The Contenders

11 When Stefan Killed Enzo

I cried sooo hard

The Worst tragedy which I never expected. After Stefan(Humanity-Off) ripped Enzo;s heart... I was hoping that this has to be someone's dream. But, its not the case.

Benzo was the best couple on the show, so pure with so much development
Bonnie and enzo deserved better and every time I watch this scene I cry.

"when your favorite character kills your amother most favourite character you die."

12 When Stefan Saw Lexi. 4x22

They was so happy

Their friendship is unlike any other. It's too bad she didn't get to stay long. - ElizabethClarkson

13 When Damon Cries and Lets Go of His Brother 8x16

Damon doesn't seem to get emotional so when he did it was heartbreaking.

This got me

Never seen Damon cry
Heartbreak
When he says I love you little brother
😭😭😭😭

14 Elena Switched Her Humanity. 4x15

She was so hurt by jeremys death and named all the people she loved that died

It broke my heart when Jeremy died. Seeing Elena so sad made me cry so much. And when Elena burnt down the house it was probably the saddest thing ever.

Before she turns off her humanity and is just listing off everyone she loves that had died - that hurt

When Jeremy died, Elena couldn't handle the pain, she decided to switch off the pain by switching off her humanity. - ElizabethClarkson

15 When Enzo Died

At the start I didn't like and I but I loved how happy him and Bonnie were together and I grew to love him but after he died I couldn't watch VD for weeks after

This was heartbreaking!

I cried too much during this scene

16 When Damon Let Elena Go, 5x22

so sad

17 When Jeremy Died

It was heartbreaking. jeremy was always struggling

This was absolutely heartbreaking

18 When Bonnie Dies 5x4

Bonnie is amazing

Bonnie deserves better :,(

Bonnie died was the most emotional part for me

No matter how many times I watch this show, Bonnies death always has tears rolling down my cheeks. I don’t know, this whole show makes me so emotional but Bonnies death brings the water works.

19 When Klaus Had to Give Up on Caroline

I was really rooting for these two

20 When Rose Died 2x12

I cried every time I saw this scene
Damon comforts Rose as she lies feverishly in bed. She remembers her old life, on a sunny hillside with horses all around, and dreams Damon is there. He's controlling her dream. Rose says she misses being human and mattering to people. She thanks him for making the pain go away. She says she's not afraid anymore. In bed, he gently lets go of her hand.
On the sunny hillside, Rose challenges him to a race to the trees. As she counts to three, back in bed he slowly takes out a stake and positions it over her heart. When she reaches 3, he drives it in.

21 When Damon Confessed His Love for Elena but Had to Compel Her. 2x8

This was so touching

loved it

At first I hated Damon but then as I kept watching the show,I began loving him so much.But what really had my tears run down like a river is when both Katherine and Elena chose Stefan over Damon,when he was always the one who loved them but didn't get it back.And when he confessed it to Elena,he had to compel her so she wouldn't remember him saying it,it was one of the saddest moments for me..

I feel for young isolated Damon. This kind sir deserved better, as well as what he went through with the Augustine alone. Katherine and elana both chose Stefan and as a 4th devorced single 48 year old gramdma I know how it feels to not be the one, you see.. my ex Albert was an optician and e claimed my eyes weren’t pretty enough for his effection he told me this and left me after my first kid... clemon, and then my other ex husband bob left me for my mum when he got me pregnant with my son.. Johnathan. And then when my otherrr ex Timathy devorced me after we had our little girl wang He left me for my other daughter clemon who at the time was 19. So I know what it’s like to never be the one

22 When Nadia Petrova Dies
23 When Sheila Bennett Died. 1x14

The way bonnie reacted actually broke my heart, I cried for a full hour�"

24 When Stefan is Reunited with Lexi in the after life 8x16

He was finally at peace

sweet

25 When Damon Killed Kai. 6x22
26 When Jenna Died
27 When Stefan Phoned Elena 3x1
28 When Mary-Lou and Nora Died Destroyed the Phoenix Stone

I was so sad. When mary-lou is casting the spell and nora too is siphoning it reading the poem.

29 When John Gilbert Died

John sacrifices himself for Elena.

30 When everyone sees the dead people they miss 8x16

So emotional

It’s heartbreaking seeing how happy they are to see them

I was crying that entire episode. When all the characters got to see their loved ones who died, 😭

31 When Elena & Damon Slept Together While Stefan Was Leaving His House 4x7
32 When Katherine's Parents and Her Sister Died

Katherine was the most damaged character on the show. No one suffered or lost as much as she did. She didn't start out a villain, when her family died, that is what killed Katerina, not the rope. - Whitecoat

33 When Joe Died

I cried to heartbreaking

34 When Bonnie Missed Damon and Elena Saving Her from the Prison World 6x9

This moment was so heart wrenching because she lost all hope. I cried for a good 5 minutes.

She could’ve been saved:(

35 Remembering Bonnie. 5x4

I cried so much. It is so sad

36 When Caroline Phoned Stefan. 8x16

Her confessing all her love and care for him was heart wretching

This for my friend and I was one of the most sad moments in this episode. When Caroline phones Stefan and tells him how much she loves him and that she understands that he sacrificed himself for his brother, right before he dies. Currently crying while writing this.

37 When Bonnie Was Going to Kill Herself on Her Birthday 6x13
38 When Bonnie Chooses Enzo Over Damon 8x03

I don't know why but this scene just made me cry so much. Like Enzo is my favorite character in this whole show but I love Damon as well and just Damon's reaction was so ugh and I didn't want Bonnie to have to pick. Either this scene or when Stefan killed Enzo in 8x11

39 When Tyler Died

This was the saddest moment in the show because Tyler was such a great character and one of he few werewolves left. Tyler and Caroline made a much better couple than her and Stefan.

40 When Silas Drowned Stefan in the Box

So sad that no one noticed he was gone for months

41 When Tyler killed Liv

I cried so hard because Liv told Tyler that if he killed her he would trigger the werewolf cure and heal. it was so heart breaking

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