- "Little Susie" from HIStory: Past, Present And Future, Book I. Made more poignant by the singing of a small girl at the beginning.
- "Heal The World" from Dangerous. It's sadder now that he's gone.
- "Gone Too Soon", also from Dangerous, is a song written for Ryan White, an AIDS victim (due to a tainted blood transfusion) who was also one of the earliest advocates for research and acceptance of those afflicted with it. He and Jackson were friends for a while. MTV played it after Jackson himself died. And people all over wept.
- "You Are Not Alone" and "Earth Song" from HIStory: Past, Present And Future, Book I, "Man In The Mirror" from Bad, "Will You Be There" from Dangerous and "Cry" from Invincible. Made EVEN sadder when these songs (along with the aforementioned two) were played right after he was pronounced dead. "You Are Not Alone" is especially sad because it seems like he is singing it to himself.
- Then there are "She's Out of my Life", from Off the Wall. He even breaks down crying near the end.
- The music video of Earth Song, with all the images of slaughtered animals and the general air of the worst of humanity on full display.
- In This Is It, the video for "Earth Song" has a little girl in a rainforest who seemingly dies trying to save a single flower from a bulldozer. In an interview with the actress who portrayed the little girl, she mentions that in the actual concerts she was supposed to emerge to the stage, with the plant, alive.
- Once again, the song, "Childhood" from HIStory: Past, Present And Future, Book I.
- "Who Is It". Michael believes that his lover is cheating on him, having found a business card with the name "Alex" printed on it. Turns out that she's a high class prostitute who has her appearance changed for each client and that the card Michael found is hers, one of her many aliases. Towards the end, she escapes from her handlers and flees to Michael's house but it's too late, he has already left and when she begs to be let in Michael's employee just drops a handful of her name cards at her feet showing her that she's been found out. She's forced to return to her handlers, one slapping her for running off, before being having her makeup cleaned off so she can get back to work.
- Also, "Ben". How much of a tearjerker this is may vary depending on whether or not you're aware that Ben is a rat. Not a scummy guy, a literal rat.
- It is given even more poignant meaning after it was covered by Marti Webb as a tribute to Ben Hardwick, an infant who won a televised bid for a liver transplant, only to tragically pass away only a year after.
- "Is It Scary". Especially for people who get made fun of because of their appearance.
- To a lesser extent, "Threatened" from Invincible.
- The breakdown of "Morphine," from Blood on the Dance Floor: HIStory in the Mix where the Industrial Metal drums suddenly cut off and are replaced with an orchestra, while Jackson comes as close as he ever could to outright confessing his addiction to painkillers. Because it was on one of his later, less-acclaimed albums, no one really noticed it until his later work was being re-evaluated after his death... from an overdose on painkillers.
- The poem at the end of "Will You Be There". Even more so, after his death.
- "Stranger in Moscow" from HIStory. He's really alone...
- The unreleased song "Someone in the Dark" from the E.T. the Extra-Terrestrial Storybook Album. Not only does the song sound really sad but it's even sadder when one remembers his passing, especially the line "Oh I believe you and I could never really say goodbye."
- The song "Be Not Always" from the The Jackson Five album Victory.
- "Best of Joy" could be considered one as well, from the posthumous album "Michael." While the track itself is lighthearted enough, it was, according to "Man in the Music," one of the last songs he ever recorded. The end where his voice fades away over repeated choruses of "I am forever" brings a tear to the eye.
- "They Don't Care About Us," The song itself is sad with its message of being ignored and uncared about by the government, but especially so tied with the music video in Brazil considering how true it is. No one cares about Brazil until the World Cup rolls around.
Tear Jerker / Michael Jackson