Why it's sad: West seems to be musing about one of the biggest pain points of the industry. Once you're famous, once you have something to offer, can you ever really trust someone? Can you ever really call someone your friend? This song has so much loneliness in its undercurrent.
The saddest lyrics: "Lookin' for all my real friends / How many of us? How many of us are real friends / To real friends, 'til the real end / 'Til the wheels fall off / 'Til the wheels don't spin"