What is the saddest line in the saddest song?

I know someday you’ll have a beautiful life…

I know you’ll be a star in someone else’s sky…

But why, why, why, can’t it be in mine?

Pearl Jam – Black.

But the girl on the car in the parking lot says
“man, you should try to take a
Shot. can’t you see my walls are crumblin'”
Then she looks up at the building
And says she’s thinkin’ of jumping. she says
She’s tired of life, she must be tired of something.

Round here by counting crows. More of a bridge, but gives context. Such a beautiful song.

Tell my wife I love her very much she knows

Darkness imprisoning me
All that I see
Absolute horror
I cannot live
I cannot die
Trapped in myself
Body my holding cell

Landmine has taken my sight
Taken my speech
Taken my hearing
Taken my arms
Taken my legs
Taken my soul
Left me with life in hell

Pretty much all of Hallelujah