Let's get a list of moving, powerful, ineffable, vulnerable, wrenching songs. An example I have is Eddie Vedder's Long Nights. It's lonely, it's harrowing, and when his voice trembles it's like the character is trying to keep a stiff upper lip, but it's shaking, which just breaks me.
Are there any songs you can think of that give you the sense of someone trying to be strong while showing cracks in their armor? Sometimes, it's more tragic and heartbreaking to see/hear/witness than outright, bashless (word?) sadness.