History TearJerker / EpicRapBattlesOfHistory

** It's a small moment, but there's what exactly causes Lee to [[MyGodWhatHaveIDone realize he went too far.]] He makes a crack about the death of [[SesameStreet Mr. Hooper]] and [[DudeNotFunny Henson visibly recoils.]] Fans of classic [[Series/SesameStreet Sesame Street]] will remember Mr. Hooper's death as the king of all tearjerkers.

** The implication at the end of the battle is that both of these great men are to be [[spoiler:[[TheAssimilator assimilated]] into [[EvilOverlord Walt Disney]]'s "[[TheEmpire Empire]] [[CrapsaccharineWorld of Joy]].]] For DramaticIrony, [[spoiler:Disney]]'s reveal happens right after Henson proclaims that "[[TemptingFate there is no man who could ever muck with what [they] left behind]]".

-->'''Stan Lee''': But the truth is I miss ya. You were gone too soon; you were like watching a beautiful sunset...at noon.

-->'''Stan Lee''': It's like watching a beautiful sunset...at noon.
** Just Henson in general...During his verses, the track takes a very somber tone, and he speaks very softly with a somewhat sorrowful look on his face. The disses are quite minimum compared to most rappers in this series, as he seems to spend more time trying to make peace with Lee.

* Peter and Lloyd's second battle sees the two launching such vicious attacks on each other that several fans were seriously worried they were watching the final episode.

* While his appearance is awesome, [[spoiler: Lincoln's]] utter shame at how far the Republican Party has fallen is pretty sad. Unlike last time where he dissed both equally, this time he focuses all his fury on Trump who he hits twice. The guy is clearly disappointed with how his party could seriously consider electing someone like Trump.

* [[spoiler: Pompey the Great being ruthlessly garroted by Catherine the Great after only getting ''half a line''. What really drives it home is how excited he looks at having a chance to battle before being killed.]]

* It also goes towards NightmareFuel, but Jack the Ripper's lines about leaving families heartbroken by his murders, and how he got away with it all are a very firm reminder of what happened in Victorian London. It's as horrifying as it is saddening.

* It also goes towards NightmareFuel, but Jack the Ripper's lines about leaving families heartbroken by his murders are a very firm reminder that yes, people like the ripper ''existed''.

-->'''Freddy Mercury:''' I took one for both teams from a disease no one knew existed. I didn't leave a mark on history; I French-kissed it!

* Frank Sinatra mocks Freddy for dying of AIDs. Freddy's delivery shows that by his death the disease got the attention it needed for people to work towards a cure.

* Stan Lee realizes he takes a diss a bit too far, and confesses how much he misses and respects Jim Henson. Henson simply comforts Lee in response.

-->'''Stan Lee''': Its like watching a beautiful sunset...at noon.

-->'''Stan Lee''': Its like watching a beautiful sunset...at noon.

'''Stedman''': ''[pained look on his face]'' You can't go baa-aack...

* The line is the 'Bill Gates Vs Steve Jobs' Rap the line "The whole world loved you, [[WorthyOpponent but you were my friend]]!" right after Steve Jobs dies, considering even though they were business rivals they were actually friends its a little upsetting to hear.

* The line is the 'Bill Gates Vs Steve Jobs' Rap the line "The whole world loves you, but you were my friend!" right after Steve Jobs dies, considering even though they were business rivals they were actually friends its a little upsetting to hear.

* "The whole world loved you, but you were [[WorthyOpponent my friend!]]"

** Just the death of [[spoiler:Romeo and Juliet]] was enough to throw [[spoiler:Bonnie and Clyde]] for a loop.

* Poor Stedman. Just...look at him...he's so sad...And it's even sadder when he and Oprah have been in a very on-again, off-again relationship.

* [[spoiler:Romeo and Juliet vs. Bonnie and Clyde]]. Even the announcer didn't see it coming.

* "The whole world loved you, but you were [[WorthyOpponent my friend!]]"

* Billy Mays' death, right after delivering his famous 'ButWaitTheresMore' line. He clutches his chest, obviously in pain, then slowly falls out of frame, with the next shot revealing his tombstone.