Peyton Sawyer once said, “give me tragedy,” and it speaks for all of the entries on this list. These moments are so sad! For a show with so much drama, there are bound to be a lot of ups and downs. For this list, we’ll be looking at the downs, and at the times this teen drama had you sobbing into your pillow. If you haven’t seen the whole series, be warned, a spoiler alert is in effect.