What is the most unexpectedly sad movie?

I saw it for the first time back in high school, a few months after the movie came out on DVD. I was babysitting the 3 year old son of one of my favorite elementary school teachers. My mom also watched him during the school week while his parents were at work so he was almost a part of our family. He loved the show Thomas the Tank Engine, so for his 2nd birthday we gave them all of the little wooden Thomas train characters and railroad tracks that used to be my favorite toys as a kid. While he's playing with the trains, I decided to play the Toy Story 3 DVD that his mom left on the TV stand since it was his favorite movie. I heard it was a real tearjerker of a film, but being the "tough guy" I was I thought there was no way in hell I'd cry because of a movie. Well, we get to the end of the film and it hits me like a fucking train (no pun intended). There was no stopping the tears from falling. Watching Andy give his favorite toys to the little girl and playing with them one last time before moving on to adulthood, and then looking over at the kid I'm babysitting who's playing with my beloved childhood toys. I couldn't help it, shit got real in that moment because pretty soon, I would be the one going to college and moving on to adulthood. The little dude thought I was sad and he wanted to cheer me up, so being the sweet little guy he is, he asked me if I wanted to play with his trains with him. Mind you, I was 17 years old and this was on a Friday night, a night when I'd rather be out with my friends getting drunk and smoking weed. But this time I didn't even care that I was missing out on whatever good time my bros were having that night. I was having plenty of fun just chillin with this little dude and playing with my old Thomas trains.

/r/AskReddit Thread Parent