JT from Degrassi. I saw that death as unexpected. I don't know where the whole backstory what led to his death came from (Something about a riot at a basketball game; I may need to watch those episodes), but that sort of hit me.
Also, Rick from Degrassi. Okay, I know that he was driven over the edge because of some cruel prank, and it didn't help that he was given a terrible reputation, but that episode arc was pretty hard to watch.
I always thought how interesting it was that Toby (who kind of faded into a background character with no major stories after season 2 was at the forefront of both those tragic storylines. It's like he disappeared only to comeback for tragedy.
I've been rewatching Stranger Things to get ready for the new season and while I'm not there yet, Bob's death got me. He makes sure everyone can get out safely and it costs him his life. He was such a lovable goof.
I felt more emotional in the second one when they were beating him to a pulp. Then he got fixed up and gave the bad guys what they deserved, especially towards Oscar and Jones (Saunders gave in too easily because he clearly had a conscience). But then came towards the end when we all thought he was dead, until Ben revived him.
Well, after his near-death experience, you then have to deal with his mixed-up talk, which freaked me out, a little. I mean there was worse nightmare fuel (IN THAT MOVIE ITSELF, hence the original mention), but still this was a bit off putting.