"These Days" by Nico in The Royal Tenenbaums

I'll admit this is on the cusp of being too obvious to include but good lord did this hit me like a sack of bricks as a ten year old watching for the first time. Sobbed. Tear up every time since.

There is something so unique about the longing portrayed in the shot. Not wholly romantic, not wholly familial. Something that occupies the space between, which of course could not be more appropriate for the two characters highlighted here.

SO many honorable mentions from this movie:

"Judy Is a Punk" soundtracking Margot's growing up montage

"Me and Julio Down by the Schoolyard" soundtracking Royal's day out with his grandkids

and of course, the iconic

"Needle in the Hay" soundtracking Richie's suicide attempt