Matt Ishida's deaths in Season 1. You can shed those manly tears.
"TK tell mom and dad if you see them that I love them. Tai please make sure Burizalor pays for all the Digimon and the people he's murdered he needs to his just desserts he must die by a Ascendant's hands "
When the kids return back to the real world at the end of Season 1, their parents happily cried. They have no idea that their kids went into dangerous situations, and some of them (Matt, Sora, and Izzy) were once killed before bought back to life.