The entirety of Almost Famous would fit this category, but I'll try to keep it to one Cameron Crowe Reference

• "Mona Lisas and Mad Hatters" in Almost Famous- This song plays when Penny Lane sees Russell and his ex wife/current girlfriend thing, Leslie at dinner in New York and without a word spoken, everyone knows what's been going on. So sad. So poignant. So Elton John.
• "As Time Goes By" in Casablanca- Famous scene, my favorite movie, nothing else to say
• "Hero" in (500) Days of Summer- This plays during the Expectations vs. Reality scene, which I relate to so much. Also the lyric "he never ever saw it coming at all" sums up Tom's unrealistic expectations perfectly
• "In Your Eyes" in Say Anthing- So I lied about only one Cameron Crowe reference. I can't help it. You know the scene, you love it too. Stop judging.
• "Can't Take My Eyes Off of You" in 10 Things I Hate About You- This is possibly the most adorable moment in movie history. Still miss you Heath!
• "Superfreak" in Little Miss Sunshine- I request this song at every dance I attend just so I can pull out Steve Carell's rocking moves from this scene