The Expectations vs. Reality scene
This movie is one of my all time favourite 'rom-coms' (if you can call it that), and possibly my favourite scene is the one where it has the split-screen and that great backing track (I don't know the singer/song, though I'm sure everyone else does) showing Tom's expectations on one side and reality on the other. I feel like everyone goes through this in their lives many times with romantic situations - I know I certainly do - and the reality can be so cruel and harsh like it is with Tom here. It made me cry watching that scene, about how inevitable it is that Tom's ideal situation will never come true... he's given hope when he reunites with Summer at the wedding, and it all comes crashing down again, causing him to flee into the distant city (loved the comic book-esque transformation here), lost in an abyss of emotional pain
It felt really personal and painful, and poignant