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** Australian Nicholas Hamilton as Henry Bowers.


* ActingForTwo: Molly Atkinson plays both the reprised role of Eddie's mother and the new role of his wife.

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* ActingForTwo: Molly Atkinson plays both the reprised role of Eddie's mother and the new role of his wife. Also, Katie Lunman plays one of Pennywise's victims, Betty Ripsom, in the first film (and voices her in the second), and plays the male character Chris Unwin (who, in the book, is supposed to be the youngest of Webby's gang at 15) in the second film.



* DawsonCasting: Jake Weary (28) as Webby, the leader of the gang of homophobic teenagers who attacked the gay couple Adrian Mellon and Don Hagarty. Averted, though, as the actor playing gang member Chris looks -- and sounds -- about 15, just like his character.

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* CrosscastRole: Katie Lunman as Chris Unwin.
* DawsonCasting: Jake Weary (28) as Webby, the leader of the gang of homophobic teenagers who attacked the gay couple Adrian Mellon and Don Hagarty. Averted, though, as the actor playing gang member Chris looks -- and sounds -- about 15, just like his character.


* DawsonCasting: Jake Weary (28) as Webby, the leader of the gang of homophobic teenagers who attacked the gay couple Adrian Mellon and Don Hagarty. Averted, though, as the actor playing gang member Chris looks -- and sounds -- about 15, just like his character.



* {{Jossed}}: Following the inclusion of the intro to [[Music/{{Skylarking}} "Dear God"]] by Music/{{XTC}} in the first film, viewers who also happened to be fans of the band predicted that at least some of the song's main body would be included in the sequel, as the intro is sung from the perspective of a young Andy Partridge, with most of the rest of the song being sung by the actual, adult Partridge. Come the release of ''Chapter Two'', and "Dear God" was nowhere to be heard.

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* {{Jossed}}: Following the inclusion of the intro to [[Music/{{Skylarking}} "Dear God"]] by Music/{{XTC}} in the first film, viewers who also happened to be fans of the band predicted that at least some of the song's main body would be included in the sequel, as the intro is sung by a (female) child singer, from the perspective of a young Andy Partridge, with most of the rest of the song being sung by the actual, adult Partridge. Come the release of ''Chapter Two'', and "Dear God" was nowhere to be heard.

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* {{Jossed}}: Following the inclusion of the intro to [[Music/{{Skylarking}} "Dear God"]] by Music/{{XTC}} in the first film, viewers who also happened to be fans of the band predicted that at least some of the song's main body would be included in the sequel, as the intro is sung from the perspective of a young Andy Partridge, with most of the rest of the song being sung by the actual, adult Partridge. Come the release of ''Chapter Two'', and "Dear God" was nowhere to be heard.


** And from the ''Franchise/StreetFighter'' franchise: Pennywise/It (Yohei Tadano) is Gen, [[Creator/DaisukeOno Ben Hanscom]] is El Fuerte, [Creator/KentaMiyake Mike Hanlon]] is Zangief, [[Creator/JunichiSuwabe Richie Tozier]] is Vega and [[Creator/NobuoTobita Mr. Keane]] is Zeku.

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** And from the ''Franchise/StreetFighter'' franchise: Pennywise/It (Yohei Tadano) is Gen, [[Creator/DaisukeOno Ben Hanscom]] is El Fuerte, [Creator/KentaMiyake [[Creator/KentaMiyake Mike Hanlon]] is Zangief, [[Creator/JunichiSuwabe Richie Tozier]] is Vega and [[Creator/NobuoTobita Mr. Keane]] is Zeku.

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** And from the ''Franchise/StreetFighter'' franchise: Pennywise/It (Yohei Tadano) is Gen, [[Creator/DaisukeOno Ben Hanscom]] is El Fuerte, [Creator/KentaMiyake Mike Hanlon]] is Zangief, [[Creator/JunichiSuwabe Richie Tozier]] is Vega and [[Creator/NobuoTobita Mr. Keane]] is Zeku.


* AllStarCast: Definitely. While the first film was the vehicle that launched most of the child actors' careers, the second one has a lot of established big names in Hollywood, such as Creator/JamesMcAvoy, Creator/JessicaChastain, Creator/BillHader, Creator/JamesRansone, Andy Bean, Isaiah Mustafa, Jay Ryan, and of course, our Pennywise, Creator/BillSkarsgard. The budget "[[StealthPun ballooned]]" to over twice that of the previous film as a result.

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* AllStarCast: AllStarCast:
**
Definitely. While the first film was the vehicle that launched most of the child actors' careers, the second one has a lot of established big names in Hollywood, such as Creator/JamesMcAvoy, Creator/JessicaChastain, Creator/BillHader, Creator/JamesRansone, Andy Bean, Isaiah Mustafa, Jay Ryan, and of course, our Pennywise, Creator/BillSkarsgard. The budget "[[StealthPun ballooned]]" to over twice that of the previous film as a result.result.
** The Japanese dub is not a slouch either, as most of the voice cast are well-known {{Anime}} voice actors, including Creator/YoshimasaHosoya (Bill), Creator/AyahiTakagaki (Bev), Creator/DaisukeOno (Ben), Creator/HiroshiKamiya (Eddie), Creator/JunichiSuwabe (Richie), along others.


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* RelationshipVoiceActor:
** The Japanese dub is basically a reunion of many alumni who worked in the TV adaptation (and games) from ''Franchise/JoJosBizarreAdventure'':
*** From ''Manga/JojosBizarreAdventurePhantomBlood'': [[Creator/YumikoKobayashi young Eddie]] is Poco and [[Creator/NobuoTobita Mr. Keane]] is Straits.
*** From ''Manga/JojosBizarreAdventureStardustCrusaders'': [[Creator/DaisukeOno Ben Hanscom]] is Jotaro Kujo, [[Creator/DaisukeHirakawa Stanley Uris]] is Noriaki Kakyoin, [[Creator/KentaMiyake Mike Hanlon]] is Muhammad Avdol, [[Creator/AyahiTakagaki Beverly Marsh]] is Mariah, and [[Creator/JunichiSuwabe Richie Tozier]] is Terence T. D'Arby.
*** From ''Manga/JojosBizarreAdventureVentoAureo'': [[Creator/JunichiSuwabe Richie Tozier]] is Leone Abbacchio and [[Creator/JunyaEnoki Victor Cross]] is Pannacotta Fugo.
*** From ''VideoGame/JojosBizarreAdventureAllStarBattle'': [[Creator/HiroshiKamiya Eddie Kaspbrak]] is Rohan Kishibe from ''Manga/JoJosBizarreAdventureDiamondIsUnbreakable''.
** Also from ''Manga/AttackOnTitan'': [[Creator/DaisukeOno Ben Hanscom]] is Erwin Smith, [[Creator/HiroshiKamiya Eddie Kaspbrak]] is Levi and [[Creator/YoshimasaHosoya Bill Denbrough]] is Reiner Braun.


* TheCastShowoff: One of Richie Tozier's character traits is his ability to do "voices" and impressions. Creator/BillHader is a well-known impressionist, famous for the celebrity impressions he did for years on ''Series/SaturdayNightLive''. With this in mind, screenwriter Gary Dauberman wrote a scene in which Richie does an impression of Creator/AlPacino, a voice that Hader is quite good at. However, Hader requested that the impression be removed from the script because the Pacino impression was old material and he didn't feel like doing it again. In the finished film, Bill Hader deploys his skills doing a solid impersonation of Bill Skarsgard's Pennywise.

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* TheCastShowoff: TheCastShowoff:
**
One of Richie Tozier's character traits is his ability to do "voices" and impressions. Creator/BillHader is a well-known impressionist, famous for the celebrity impressions he did for years on ''Series/SaturdayNightLive''. With this in mind, screenwriter Gary Dauberman wrote a scene in which Richie does an impression of Creator/AlPacino, a voice that Hader is quite good at. However, Hader requested that the impression be removed from the script because the Pacino impression was old material and he didn't feel like doing it again. In the finished film, Bill Hader deploys his skills doing a solid impersonation of Bill Skarsgard's Pennywise.


* DuelingWorks: The film was released just under a month after ''Film/ScaryStoriesToTellInTheDark2019'', a movie with a similar theme of small-town friends facing supernatural murders. ''Chapter Two'' has been more successful at the box office, though critical reception to ''Scary Stories'' has been more favorable.



* HostilityOnTheSet: More awkward than hostile. Andy Bean (Adult Stanley) said that it was awkward working with the InnocentlyInsensitive Wyatt Oleff (Young Stanley). He was annoyed with Oleff trying to give him notes on how to play Stanley, and he also stated that he felt a little offended how Oleff stated that he'd wanted Creator/JosephGordonLevitt to play Stanley as an adult.

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* HostilityOnTheSet: More awkward awkwardness than hostile.hostility. Andy Bean (Adult Stanley) said that it was awkward working with the InnocentlyInsensitive Wyatt Oleff (Young Stanley). He was annoyed with Oleff trying to give him notes on how to play Stanley, and he also stated that he felt a little offended how Oleff stated that he'd wanted Creator/JosephGordonLevitt to play Stanley as an adult.


** James Ransone and Creator/JackDylanGrazer, in addition to having very similar facial structure, also have pretty much matching scared faces.

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** James Ransone Creator/JamesRansone and Creator/JackDylanGrazer, in addition to having very similar facial structure, also have pretty much matching scared faces.



** Creator/IdrisElba expressed interest in playing Mike (which would have reunited with his ''Film/PromNight2008'' co-star James Ransone, who is cast as Eddie) prior to Isaiah Mustafa's casting.

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** Creator/IdrisElba expressed interest in playing Mike (which would have reunited with his ''Film/PromNight2008'' co-star James Ransone, Creator/JamesRansone, who is cast as Eddie) prior to Isaiah Mustafa's casting.


* AllStarCast: Definitely. While the first film was the vehicle that launched most of the child actors' careers, the second one has a lot of established big names in Hollywood, such as Creator/JamesMcAvoy, Creator/JessicaChastain, Creator/BillHader, James Ransone, Andy Bean, Isaiah Mustafa, Jay Ryan, and of course, our Pennywise, Creator/BillSkarsgard. The budget "[[StealthPun ballooned]]" to over twice that of the previous film as a result.

to:

* AllStarCast: Definitely. While the first film was the vehicle that launched most of the child actors' careers, the second one has a lot of established big names in Hollywood, such as Creator/JamesMcAvoy, Creator/JessicaChastain, Creator/BillHader, James Ransone, Creator/JamesRansone, Andy Bean, Isaiah Mustafa, Jay Ryan, and of course, our Pennywise, Creator/BillSkarsgard. The budget "[[StealthPun ballooned]]" to over twice that of the previous film as a result.


* AllStarCast: Definitely. While the first film was the vehicle that launched most of the child actors' careers, the second one has a lot of established big names in Hollywood, such as Creator/JamesMcAvoy, Creator/JessicaChastain, Creator/BillHader, James Ransone, Andy Bean, Isaiah Mustafa, Jay Ryan, and of course, our Pennywise, Creator/BillSkarsgard. The budget "ballooned" to over twice that of the previous film as a result.

to:

* AllStarCast: Definitely. While the first film was the vehicle that launched most of the child actors' careers, the second one has a lot of established big names in Hollywood, such as Creator/JamesMcAvoy, Creator/JessicaChastain, Creator/BillHader, James Ransone, Andy Bean, Isaiah Mustafa, Jay Ryan, and of course, our Pennywise, Creator/BillSkarsgard. The budget "ballooned" "[[StealthPun ballooned]]" to over twice that of the previous film as a result.

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* ApprovalOfGod: Stephen King has described [[spoiler: Richie being in love with Eddie]] as a [[https://www.vanityfair.com/hollywood/2019/09/it-chapter-two-stephen-king-cameo-interview/ "kind of genius"]] addition to the story.


For ''[[Film/It2017 It: Chapter One]], see [[Trivia/It2017 here]].

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For ''[[Film/It2017 It: Chapter One]], One]]'', see [[Trivia/It2017 here]].

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For ''[[Film/It2017 It: Chapter One]], see [[Trivia/It2017 here]].
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