Now, I don't know if this technically counts, but there are so many tear-jerking deaths in all the different Nuzlocke comic runs out there... Seriously, you end up getting so attached to the artist's Pokemon, and then BAM, a critical hit flies out of nowhere and kills a beloved teammate.
Not to mention that it's pretty sad when the same thing happens in your own runs as well.
Not to mention that it's pretty sad when the same thing happens in your own runs as well.