[[Music/HarryChapin This folk-rock artist]] [[TearJerker is pretty much the master of tear-triggering songs]].

* "[[http://www.youtube.com/watch?v=zH46SmVv8SU Cats in the Cradle]]" is definitely a tearjerker. The chorus was probably the most tearjerking part. The song is sung from the father's perspective, telling about his son and the fact that they never got to spend time together because of his work. Every time the son asks his father to play, the father answers with little more that vague promises that they will someday have a good time together.
-->'''And the cat's in the cradle, and the silver spoon\\
Little Boy Blue and the Man on the Moon\\
[[WhenYouComingHomeDad When you comin' home, dad?]]\\
I don't know when, but we'll get together then,\\
You know we'll have a good time then...'''
** Despite all this, the son looks up to his father, telling that someday he'll be just like him. Sadly, the father never did get to spend some time with his son. Time passes until the day his son graduated from college, and the father wants his son to sit down for a nice talk. This time, his son was too busy with his friends to do so and instead asks to borrow his car keys. Fast forward to present day, when the son has a family and house of his own. The father called his son, asking to visit. The son replied he can't because of his work and new family. The father then realizes that his son really did grow up to be like him. If you listen to it for a few times and keep the meaning of the song in mind, you'll probably cry.
* "Mr. Tanner" is about a man who gives up everything to sing, which is what makes him feel whole, only to get poor reviews and his dreams crushed.
* "The shortest story" Is about the 20 day long life of a starving child, barely two minutes into the song the narrator simply states that there is nothing now to do but die which ends the story.
* "Taxi".
* "W.O.L.D."
* "Shooting Star".
* "A Better Place To Be". Not really tearjerker material until the final reprise of the chorus sinks in. That total loneliness, given a moment of silence, will make you sob.
* "Sniper". Scary, yes. Haunting, yes. Heart rending, very. Anyone who has a dry eye after hearing this obviously didn't understand what the heck just happened.
* "Flowers are Red". In the end, the little boy gets out of the AssimilationAcademy and has a new teacher who encourages her students to be creative. But all his pictures are of flowers in neat rows of green and red, and when the teacher asks him why, he just repeats the chorus.