Elena - In 2x21/Finale.
Damon - The I love you scene/Finale
Jer - When he got killed by Damon, and shot by Liz
Vicki - When she died.
Bonnie - When her grams died.

Oh and Tyler when he was transforming in 2x11 but it was more like shocked tears D:

Credit goes to Nina Dobrev on this one. No matter how I feel about the character Nina knows how to bring the tragedy. I was crying long after the 2x21 credits rolled.

Jenna and Rose most off all! I couldn't stop crying when they died... :(((((((((((((((((((((((((((((((

and Jeremy.

Every time he got knocked back by Elena, every time he tried to be good and failed, every time he thought Elena was gonna hug him and hugged Stefan instead, every time I saw in his eyes how much he loved Elena and Elena told him she loved Stefan, every time his hopes were raised only to have them dropped...I cried. I choose Damon every single time.

The first time I would have to say when Anna died then rose idk but it was just sad watching them die :(((( and when Stefan and Elena had there first serious breakup bit then it got old after a while

Damon all the times something bad happens to him. Also when he told Elena he loves her.

Elena, when Damon broke Jeremy's neck, when Rose hit her, during the sacrifice and in the finale. Also when she read Johns letter.

I also cried for Damon and Jeremy, when Damon broke his neck.

Bonnie, when her grandmother died, when they pretended Bonnie was dead.

Jenna during the sacrifice.

Stefan when he cried over Elena breaking up with him. Stefan and Damon when Stefan found out his brother had been bitten by Tyler.

To me Stefan has the saddest upset/cry face ever
I cry every time the guy gets upset.

I've only cried one other time besides for Stefan
and that was when John died and his letter was read.

Damon- I Love You scene in Rose
Damon- Speech about loving Elena to the song Losing Your Memory (that song kills me!).
Damon- making that dream for Rose and then having to kill her.

Elena- Telling Jenna to turn it off so she wouldnt be afraid.

Bonnie/Elena- in the last dance when Bonnie looks at Elena one last time.

I don't cry watching things :D.

Once in my Life for TV-Series :OO

Aww, Caroline in 2x13, and in 2x22 when she hugged her mum! Also, Elena, Bonnie, Stefan, Damon...depends on the storyline really.

and Elena.

and Caroline and Elena.

by FAR

and I cried a lot during Jenna, Rose, and John's death <3

And Elena, Caroline, Tyler (God, I CRIED with Tyler's transformation), Jenna...

My poor baby </3

He made me cry.. so often this season :( I've never cried because of a character that often.. at some point it was almost unbearable to watch his pain.. I hope S3 is gonna be a lot better and not that heartbreaking for him <3

But also Elena, Rose and Jenna made me cry.. actually it kinda was a sad season, right?

I've cried so much at Damon/Delena scenes

Def Elena, when she cries I end up crying. Espec during 2x18, 2x21 & 2x22. Then I'd say Damon, Jenna & Katherine sometimes during the flashbacks.

Damon-all the time
Tyler-first transformation
John-2x21 his voiceover letter and 2x17 when he was talking with Elena at the end.
Jenna-when she died
Rose-died
Jeremy-shot by the sheriff
Elena-end of 2x21