History TearJerker / OFWGKTA

* "Some Rap Songs" takes this UpToEleven, especially the last three songs.

* A lot of Frank's stuff, especially "Bad Religion" and "Thinkin Bout You". Music/{{Beyonce}} said she cried the first time she heard the latter.

* "Some Rap Songs" takes this UpToEleven.

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* The news that Odd Future has broken up.
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* "Some Rap Songs" takes this [[Up To Eleven]].

* A lot of Frank's stuff, especially "Bad Religion" and "Thinkin Bout You". {{Beyonce}} said she cried the first time she heard the latter.

* "I sit in grandmother's living room and just pout and shout loud inside, sometimes I just wanna die!"

* Tyler's "Answer" from Wolf, in which Tyler lashes out at his father for being absent still, says he's better off without him, rants about how much he hates him for two verses only to say he hopes he answers his phone at the end of each one, and he laments Syd's bipolar disorder and Hodgy's alcoholism. A few other tracks from the album as well, which seems to hint at some CreatorBreakdown along with some ArtistDisillusionment.
* Also from Wolf, the track "Lone", which talks about the death of his grandmother and this awkwardness he faces when he's obliged to see her for the last time. He makes a last conversation with her in her hospital room, not even being able to maintain eye contact from the anxiousness he's feeling. Cue the beautiful string sample. "She died that night."
* Also "48," from Wolf, which is a criticism of the morality of drug dealers where the protagonist eventually goes from boasting to My God, What Have I Done?
* Again from Wolf, the MoodWhiplash at the end of "Pigs" when Samuel faces a similar MyGodWhatHaveIDone moment.
* Earl's "Chum": "Been back a week and I already feel like calling it quits."
* The music video for IFHY, especially the look of shock on Tyler's face when he realizes he's been [[StealthPun burned]].
* "Burgundy", "20 Wave Caps", and "Sunday" off of Earl's ''Doris'', as well as the aforementioned "Chum".

* Earl's "Chum"
** "Been back a week and I already feel like calling it quits."

* Parts of Earl Sweatshirt's ''Doris'', especially "Burgundy", "20 Wave Caps", "Sunday" and "Chum".

* "Chum"

* The music video for IFHY, especially the look of shock on Tyler's face when he realizes he's been [[StealthPun burned]].

* A lot of Frank's stuff, especially "Bad Religion" and "Thinkin Bout You". {{Beyoncé}} said she cried the first time she heard the latter.

* The music video for IFHY, especially the look of shock on Tyler's face when he's been [[StealthPun burned]].

** "Been back a week and I already feel like calling it quits."

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* ''Nightmare'' from "Goblin'' also qualifies.

** Hell, the last four songs of ''Goblin's'' standard edition are nothing but this mixed with [[HeroicBSOD Heroic]]/VillainousBSOD and MyGodWhatHaveIDone.
* A lot of Frank's stuff, especially "Bad Religion" and "Thinkin Bout You". Beyoncé said she cried the first time she heard the latter.

** Hell, the last four songs of ''Goblin's'' standard edition are nothing but this mixed with [[HeroicBSOD Heroic]/VillainousBSOD and MyGodWhatHaveIDone

* "Chum"