History TearJerker / ItChapterTwo

** Worse that Dean is also Richie's fan (turned ex-fan) at the Chinese restaurant earlier that Richie had mistaken for Pennywise in disguise as a CreepyChild and lashed out at him to leave him and his friends alone until he realized his mistake that he was a normal kid who would had been sent to a bawling mess, but did not and instead stopped being Richie's fan and even turned down Richie's offer to take a selfie with him as a way to take back what he did. Meaning that, after Pennywise killed Dean in front of Bill, Richie has really lost a young fan boy who was not only accidentally scared off by Richie, but now dead and is forever unable to make amends with him for the incident back at the restaurant.

** Eddie's death scene is drawn out for a while, but the moment where he first gets impaled is particularly brutal -- not least because he's sitting on top of Richie as it happens, which means Richie quite literally gets ''showered in Eddie's blood''. The sad, scared way they say each other's names and the fact that Richie can only watch in horror as Eddie is dragged away from him doesn't help much, either.

** Worse that Dean is also Richie's fan (turned ex-fan) at the Chinese restaurant earlier that Richie had mistaken for Pennywise in disguise as a CreepyChild and lashed out at him to leave him and his friends alone until he realized his mistake that he was a normal kid who would had been sent to a bawling mess, but did not and instead stopped being Richie's fan and even turned down Richie's offer to take a selfie with him as a way to take back what he did. Meaning that, [[spoiler:after Pennywise killed Dean in front of Bill, Richie has really lost a young fan boy who was not only accidentally scared off by Richie, but now dead and is forever unable to make amends with him for the incident back at the restaurant]].

** Made even sadder is that it didn’t even come off as him hitting on Henry’s cousin at all. He was just sheepishly asking him if he wanted to play again, almost as if he didn’t have friends before this, but he cousin turns around and not only embarrasses him in front of a group of kids but also made him Henry’s personal rival for no other reason other than he felt like it.

** Worse that Dean is also Richie's fan (turned ex-fan) at the Chinese restaurant earlier that Richie mistaken him for Pennywise in disguise as a CreepyChild and lashed out at him to leave him and his friends alone until he realized his mistake that he was normal kid who would had been sent to a bawling mess, but did not and instead stopped being Richie's fan and even turned down Richie's offer to take selfie with him as a way to take back what he did. Meaning that, [[spoiler:after Pennywise killed Dean in front of Bill, Richie has really lost a young fan boy who was not only accidentally scared off by Richie, but now dead and is forever unable to make amends with him for the incident back at the restaurant]].

** Richie's reaction is just ''devastating''. He starts hugging Eddie's body, clearly in denial that he's dead, refusing to leave him behind and saying that he can still be saved. As the Neibolt house collapses upon their escape, he is ''screaming'' and has to be physically held back by Ben and Mike to stop him from running back in.

** Worse that Dean is also Richie's fan (turned ex-fan) at the Chinese restaurant earlier that Richie mistaken him for Pennywise in disguise as a CreepyChild and lashed out on him to leave him and his friends alone until he realized his mistake that he was normal kid who would had been sent to a bawling mess, but did not and instead stopped being Richie's fan and even turned down Richie's offer to take selfie with as a way to take back what he did. Meaning that, [[spoiler:after Pennywise killed Dean in front of Bill, Richie has really lost a young fan boy who was not only accidentally scared off by Richie, but now dead and is forever unable to make amends with him for the incident back at the restaurant]].

* Stan's [[DrivenToSuicide fate]] hits harder with the added flashback scenes, with a young Bill and Beverly promising that there would be nothing to be afraid of if they stuck together.

** Richie's reaction is just ''devastating''. He starts hugging Eddie's body, clearly in denial that he's dead, refusing to leave him behind and saying that he can still be saved. As the Neibolt house collapses upong their escape, he is ''screaming'' and has to be physically held back by Ben and Mike to stop him from running back in.

** Richie's reaction is just ''devastating''. He starts hugging Eddie's body, clearly in denial that he's dead, refusing to leave him behind and saying that he can still be saved. In the end, as the Neibolt house implodes, he is ''screaming'' and has to be physically held back by Ben and Mike to stop him from running back in.
-->'''Richie:''' EDDIE! '''''EDDIE!!'''''

** After It is defeated, the surviving Losers each receive a letter from Stan, explaining that he committed suicide because he was too scared to return to Derry and knew they would have a better chance without him.

** Made even sadder is that it didn’t even come off as him hitting on Henry’s cousin at all. He was just sheepishly asking him if he wanted to play again, almost as if he didn’t have friends before this, but he cousin turns around and not only embarrasses him in front of a group of kids but also made him Henry’s personal rival for no other reason other than he felt like it.

** Richie's reaction is just ''devastating''. He starts hugging Eddie's body, clearly in denial that he's dead and saying that he can still be saved. In the end, as the Neibolt house implodes, he is ''screaming'' and has to be physically held back by Ben and Mike.

* In a flashback, Richie actually has a good time playing an arcade game with a cousin of Henry Bowers he had feelings for, only to then be turned against and accused of being a "fairy."

* In a flashback, Richie actually has a good time playing an arcade game with a cousin of one of the members of Henry Bowers' gang, only to then be turned on and being accused of being a "fairy."

* The realization Bill has [[spoiler: blamed himself for Georgie's death for 27 years, as he faked being sick since he didn't want to play outside that day.]]

-->[[spoiler:'''Fake Georgie''']]: You lied and I died. [[SuddenlyShouting YOU LIED]]! [[WhatTheHellHero AND I DIED!]]
* [[spoiler: Eddie, mortally wounded by Pennywise, dies with his friends by his side after he proved once and for all that he could be the bravest of them all. Even worse, Richie was in love with Eddie in this continuity, but never had the courage to tell him before it was too late.]]

* Richie crying in the quarry for Eddie, which is followed by Bill, Ben, Bev, and Mike hugging him in a manner similar to the first film when the Losers consoled Bill after he found Georgie’s raincoat. Bill Hader nailed that scene.

-->[[spoiler:'''Georgie''']]: You lied and I died. [[SuddenlyShouting YOU LIED]]! [[WhatTheHellHero AND I DIED!]]

* Richie crying in the quarry for Eddie, which is followed by Bill, Ben, Bev, and Mike hugging him in a manner similar to the first film when the Losers consoled Bill after he found Georgie’s raincoat.

* A little boy who reminds Bill of Georgie is lured inside a funhouse filled with mirrors with Bill in close pursuit. Eventually, the kid gets trapped, with Pennywise on one side of the glass and Bill on the other. While Bill desperately struggles to break down the glass and save the little boy, Pennywise draws out every last ounce of suspense and anticipation until he gets bored and goes right for the kill. The agony in [=McAvoy's=] performance is palpable.

* [[spoiler: Eddie, mortally wounded by Pennywise, dies with his friends by his side after he proved once and for all that he could be the bravest of them all. Even worse, Richie was in love with Eddie in this continuity, but never had the courage to tell him before it was too late.]]

* [[spoiler: Eddie, mortally wounded by Pennywise, dies with his friends by his side after he proved once and for all that he could be the bravest of them all. Even worse, Richie is a closeted gay man in this continuity and was in love with Eddie, but never had the courage to tell him before it was too late.]]