History Funny / ItChapterTwo

* A meta-example: during filming, Bill Hader approached Bill Skarsgard (who was in full Pennywise costume and make-up at the time) and asked how they achieved the effect of Pennywise's eyes moving in different directions. Only it's not an effect; Skarsgard can ''actually do that''. His response? "Oh, you mean ''this''?" [[https://wegotthiscovered.com/wp-content/uploads/2018/09/It-Chapter-Two-Pennywise.jpgHader's reaction is priceless.]]

* A meta-example: during filming, Bill Hader approached Bill Skarsgard (who was in full Pennywise costume and make-up at the time) and asked how they achieved the effect of Pennywise's eyes moving in different directions. Only it's not an effect; Skarsgard can ''actually do that''. His response? "Oh, you mean ''this''?" [[https://scontent-lhr3-1.xx.fbcdn.net/v/t1.0-9/69711841_10213704704923195_1508112744480505856_n.jpg Hader's reaction is priceless.]]

* Richie making fun of Eddie's marriage and wife. Re-watch it a second time with the knowledge that Richie had been in love with Eddie his entire life, and all you'll see is a guy trying to get his crush's attention.

-->'''Richie''' ''(to the waitress)'': Can we get the check, please?

* When the Losers leave the restaurant, what appears to be a CreepyChild appears and tells Richie that his time's coming. Richie gets in the boy's face and gives him a vicious, foul mouthed death threat, only for the boy to reveal that he's just a fan quoting Richie's standup and later revealed to be Dean when Bill encounters him again. The fact the child was WiseBeyondHisYears to develop mature NervesOfSteel in response to Richie's threat rather than being sent crying for his parents as an expected reaction from any kid being chewed out like that helps with the moment's CringeComedy. However, it later turns into both NightmareFuel and a TearJerker when Dean is later killed in the carnival funhouse in front of Bill, which also permanently denies Richie the chance to formally reconcile with Dean.

** This quick exchange after the other losers enter the library and are shocked by Henry’s dead body:

'''Richie:''' [[{{Understatement}} No, I’m not all right! I just]] ''[[{{AtomicFBomb}} fucking]]'' [[{{Understatement}} killed a man]]!\\

* Eddie's near MajorInjuryUnderreaction when Henry stabs him in the cheek. The two laugh nervously as Eddie backs up into a tub and pulls the shower curtain closed, as though to shield himself. Henry stalks forward only to get stabbed in the chest. As Henry stares in shock, Eddie (slinking away slowly) drops the following line:

* Bill riding on Silver - [[RealityEnsues forgetting that it has been put on display for years and is basically rusting away]]. So him trying to cycle around the neighborhood goes about as you expected.

* During a flashback in the Losers' hideout, we find out that Stanley's token was basically a shower cap. We see young Richie asking why Stanley brought that of all things and is told that it was to keep the spiders out of their hair. Richie starts mocking the very idea only to turn around and find that ''everyone'' has already put theirs on.

* In A {{Callback}} to the first film, as the adult Losers head deeper into Pennywise's sewer lair, Eddie can once again be seen grimacing and murmuring "Ugh, grey water!" under his breath in an extremely disgusted tone. The poor dude is just so ''done'' with splashing around in dirty water.
** To get to the deepest part of the lair means wading through chest-high sewage water. While the others simply get it over with, there's a shot of Eddie weaving through the floating trash in the most comical manner.

* While having Ben at his mercy in an illusion of the Losers's Clubhouse that he has turned into a deathtrap, part of Pennywise's ReasonWhyYouSuckSpeech is referring to Ben's sit-ups.

** He is a clown after all!

-->'''Teen:''' You got a problem, faggot?
-->'''Adrian:''' Oh no, I don't have a problem. But Creator/MegRyan [[XCalledTheyWantTheirYBack called. She wants her wig back.]]

--> '''Eddie:''' (''sarcastically'') Ha-ha, that's so funny, my mom's a big fat person.
--> (''Beverly chokes on her food while trying not to laugh anymore, while the other boys are visibly losing it'')
--> '''Eddie:''' (''still sarcastically'') Hilarious. ''Hysterical.''

--> '''Richie:''' What ''do'' you do? Promise I won't laugh.
--> '''Eddie:''' Well, I'm a risk analyst, I--
--> (''is interrupted by Richie giving a loud, fake snore'')
--> '''Eddie:''' Fuck you, dude. Fuck you.
--> '''Richie:''' Wait, was this job invented before fun?
--> '''Eddie:''' Oh, it's so not funny.
--> '''Richie:''' It ''is'' funny.
--> (''Eddie catches Ben laughing quietly at their SnarkToSnarkCombat'')
--> '''Eddie:''' What the fuck are ''you'' laughing at?

-->'''Richie:''' [[OhCrap Are those your parents?]]
-->'''Dean:''' Yes.
-->'''Richie:''' [[MyGodWhatHaveIDone You want a picture?]]
-->'''Dean:''' [[BrokenPedestal I think I'll pass.]]
* Pennywise appearing with dozens of red balloons in his hand singing about knowing Richie's dirty little secret [[note]][[HarsherInHindsight him being gay]][[/note]].

* Ben tries to hide from Pennywise by getting into a locker only for Pennywise to manifest within it and shout [[Film/It1990 'kiss me, fatboy!']].

--> '''Ben:''' Are you all right?
--> '''Richie:''' [[{{Understatement}} No, I’m not all right! I just]] ''[[{{AtomicFBomb}} fucking]]'' [[{{Understatement}} killed a man]]!
--> '''Ben:''' ... I meant Mike.

-->'''Eddie:''' [[{{Understatement}} Is it that bad?]]

-->'''Richie:''' [[YouHaveGotToBeKiddingMe You gotta be fucking kidding!]]

-->'''Richie:''' Damn it!
-->'''Eddie:''' Uh, all right! Not Scary At All!
-->'''Richie:''' ''(grabs Eddie)'' No, no, no! NO. They, are, uh, they're ''flipped!'' He's fucking with us!
-->''(opens the Very Scary Door to find a closet)''
-->'''Betty Ripsom''': ''(voice)'' [[CallBack Where's my shoe?]]
-->''(Richie turns on the light and out comes the rest of [[BrickJoke Betty Ripsom's torso]])''
-->'''Richie''': ''(beat after screaming)'' He's ''not'' fucking with us! Let's get the Not Scary At All!
-->''(They open the door, only to see a [[BrickJoke Pomeranian]] waiting for them. They aren't convinced)''
-->'''Richie:''' Shit.
-->'''Eddie:''' No way I'm falling for this shit again.
-->'''Richie:''' Yeah, this thing's a fucking monster. ''(to the dog)'' I know your moves, you little ''bitch''.
-->''(They turn to find that Pennywise had left them)''
-->'''Richie:''' ''(to the dog)'' SIT.
-->''(the dog complies)''
-->'''Richie:''' He did it!
-->'''Eddie:''' Aw, that's cute. That's a good boy. ''(baby voice)'' That's a good boy, a good boy.
--> ''(the dog then transforms into an EldritchAbomination as the two scream)''
-->'''Eddie:''' SHIT! Next time we just go with regular Scary!
-->'''Richie:''' ''Next time?!''

-->'''Richie:''' Who killed a psychotic clown before he was fourteen?
-->'''Eddie:''' Me.
-->'''Richie:''' Who stabbed Bowers with a knife he pulled out of his own face?
-->'''Eddie:''' Also me.
-->'''Richie:''' Who married a woman ten times his own body mass?
-->'''(Beat)'''
-->'''Eddie:''' ...Me.

--> '''Richie:''' Y'know, sometimes she'll put her arm around me, and she'll go (''does his Jabba the Hutt impression'')

--> '''Eddie:'''(''seriously'') Well, I'm a risk analyst, I -
--> ('' is interrupted by Richie giving a loud, fake snore'')

* As everyone burns their tokens, they bicker over how some of them will take a very long time to burn (e.g. Richie's arcade token; Eddie's inhaler). Then Mike's turns out to be the rock that Beverly threw at Henry, which Eddie points out will ''never'' burn. The others shushing them like they're still little kids just seals the deal.
* Richie's reaction when Mike explains to the Losers that they are about to witness It's true form.

* Richie making fun of Eddie's marriage and wife. Re-watch it a second time with the knowledge that Richie had been in love with Eddie his entire life, and all you'll see is a guy trying to get his crush's attention. Kinda {{Heartwarming,}} in a way.

* Richie making fun of Eddie's marriage and wife. Re-watch it a second time with the knowledge that Richie had been in love with Eddie his entire life, and all you'll see is a guy trying to get his crush's attention. Kinda [[Heartwarming,]] in a way.

--> (''Eddie catches Ben laughing quietly at their [[SnarkToSnarkCombat]]'')

--> '''Eddie:''' Are you all right?

-->'''Richie:''' SHIT! Next time we just go with regular Scary!
-->'''Eddie:''' ''Next time?!''

* Pennywise's defeat is just ''dripping'' with HypocriticalHumor. Here is a monster who has been personally tormenting the Losers Club about their deepest insecurities and fears for two entire movies, and yet It can't withstand even two minutes of being called a clown (a form ''It chooses to take'', remember). Many fans have joked that the scene is essentially It being bullied to death.

** [[CrossesTheLineTwice Richie hiding in the shadows of the hideout and doing a passable imitation of Pennywise, legitimately terrifying the others.

* A quick one, when Ben is first introduced, he is shown as this handsome and successful architect giving advice via video-call. As soon as Mike calls, the scenes cuts to Ben in his home and we see that he was wearing shorts in contrast to his nice suit.

-->'''Richie:''' That was long overdue! Get it? Because we’re in a library... (''a beat, and then he pukes'')

* Eddie's near MajorInjuryUnderreaction when Henry stabs him in the cheek. The two laugh nervously as Eddie backs up into a tub and pulls the shower curtain, as though to shield himself. Henry stalks forward only to get stabbed in the chest. As Henry stares in shock, Eddie (slinking away slowly) drops the following line:

** To top it off after the Losers found Eddie bleeding through the cheek, Bev tries to stop it by trying to pinch it shut.
* Also another Eddie moment. Pennywise tries to attack Eddie in the pharmacy basement, putting on the Leper man from the first movie. Eddie using his anger and strength manages to choke Pennywise and nearly kills him. So what does Pennywise do? He vomits all over Eddie and to the tune of “Angel of the Morning.”

* During a flashback in the Losers hideout, we find out that Stanley's token was basically a shower cap. We see young Richie asking why did Stanley brought that of all things and was told that it was to keep the spiders out their hair. Richie starts mocking the very idea only to turn around and found that ''everyone'' had already put theirs on.

* Eddie and Richie fighting over the hammock during the same flashback as above, which culminates in Eddie forcing his way onto the hammock while Richie is still sitting in it, knocking Richie's glasses off and kicking him in the face. [[FunnyBackgroundEvent They can be heard bickering in the background throughout the entire scene, even when the focus isn't directly on them.]]

* As everyone burns their tokens, they bicker over how some of them will take a very long time to burn. Then Mike's turns out to be the rock that Beverly threw at Henry, which Richie points out will ''never'' burn.

-->'''Richie''': ''(after screaming)'' He's ''not'' fucking with us! Let's get the Not Scary At All!

* While having Ben at his mercy in an illusion of Losers's Clubhouse that he has turned into a deathtrap, part of Pennywise's ReasonWhyYouSuckSpeech is referring to Ben's sit-ups.

* Eddie's FamousLastWords to Richie? “I fucked your mom”.

* When the Losers leave the restaurant, what appears to be a CreepyChild appears and tells Richie that his time's coming. Richie gets in the boy's face and gives him a vicious, foul mouthed death threat, only for the boy to reveal that he's just a fan quoting Richie's standup and later revealed to be Dean when Bill encounters him again. However, it later turns into both NightmareFuel and a TearJerker when Dean is later killed in the carnival funhouse in front of Bill, which also permanently denies Richie the chance to formally reconcile with Dean.

* In the climax Eddie and Richie come across three doors: [[CallBack Scary, Very Scary and Not Scary At All]].

-->'''Richie:''' (grabs Eddie) No, no, no! NO. They, are, uh, they're ''flipped!'' He's fucking with us!
-->(opens the Very Scary Door)
-->It opens to a closet and we hear:
-->'''Betty Ripsom''': [[CallBack Where's my shoe?]]
-->Richie turns on the light and out comes the rest of [[BrickJoke Betty Ripsom's torso.]]
-->'''Richie''': (after screaming) He's ''not'' fucking with us! Let's get the Not Scary At All!
--> They open the door, only to see a [[BrickJoke Pomeranian]] waiting for them. They aren't convinced.

-->'''Richie:''' Yeah, this thing's a fucking monster.(to the dog) I know your moves you little ''bitch''.
--> They turn to find that Pennywise had left them.
-->'''Richie:''' (to the dog) SIT.
--> Dog sits.

-->'''Eddie:''' Aw, that's cute. That's a good boy.(baby voice) That's a good boy. A good boy.
--> Dog transforms into an eldritch abomination horror as the two scream.
--> This bit as they run away:

** Richie hiding in the shadows of the hideout and doing a passable imitation of Pennywise -- legitimately terrifying the others -- CrossesTheLineTwice.

* Face it. Just about everything that comes out of Richie's mouth, just like the first movie, like his reaction to the fortune cookies.
-->'''Richie:''' ''Guys, my fortune cookie's looking at me!''

** Just before that, Stan's head starts growing spindly little legs from its skin, with the last part of the shot showing it in shadow just like a certain infamous head-related transformation. Richie's response?
-->'''Richie:''' [[Film/TheThing1982 You gotta be fucking kidding...]]

-->'''Adrian:''' Oh no, I don't have a problem. But Creator/MegRyan [[XCalledTheyWantTheirYBack called. She wants her hair back.]]

-->'''Richie:''' That was long overdue! Get it? Because we’re in a library...(''a beat, and then he pukes'')

--> '''Eddie:''' Are you alright?
--> '''Richie:''' [[{{Understatement}} No I’m not alright! I just]] ''[[{{AtomicFBomb}} fucking]]'' [[{{Understatement}} killed a man]]!

-->'''Eddie:''' You should cut that fucking mullet. It's been like thirty years, man.

-->'''Richie (to the waitress): Can we get the check, please?

* The Fortune Cookie scene: Pennywise conjures up illusions of creepy crawlies and eldritch abominations to the horror of the Losers. Mike reacts by smashing the creatures with the chair screaming "It isn't real" until the waitress arrives and could only see a man losing it to a table.
-->'''Richie (to the waitress): '''Can we get the check, please?

-->'''Dean:''' [[BrokenPedestal No thanks.]]

--> Dog transforms into an eldritch abomination horror as the two screams and scuttles.

** [[FridgeBrilliance He’s Pennywise the Dancing Clown!]]. The ‘Dancing’ part is there for a reason!

-->'''Richie:''' Good thing we're not comparing dick sizes?

* When the Losers leave the restaurant, what appears to be a CreepyChild appears and tells Richie that his time's coming. Richie gets in the boy's face and gives him a vicious, foul mouthed death threat, only for the boy to reveal that he's just a fan quoting Richie's standup and later revealed to be Dean when Bill encounters him again. However, it later turns into both NightmareFuel and a TearJerker when Dean is revealed to be one of Pennywise's targets and [[spoiler:later killed in the carnival funhouse in front of Bill, which also permanently denies Richie to formally reconcile with Dean for his death threat back at the restaurant]].

-->'''Richie:''' Yeah, this thing's a fucking monster.(to the dog) I know your movies you little ''bitch''.

** This bit as they run away:

-->'''Betty Ripsom''': [[CallBack ''Where's my shoe?'']]

-->'''Richie:''' Yeah, this thing's a fucking monster.
--> Richie gets in the dog's face claiming he knows it's a trick, even calling it a [[DoubleEntendre "little bitch"]] before Eddie tells it to sit and it obeys.

-->'''Eddie:''' Aw, that's cute. That's a good boy.(baby voice) ''That's a good boy. A good boy.
--> Dog transforms into an eldritch abomination horror.

-->'''Richie:''' Let’s just pick the regular “scary” door next time!\\
'''Eddie:''' ''Next time?!''

* In the climax Eddie and Richie come across three doors: [[CallBack Scary, Very Scary and Not Scary At All]]. They open the latter, only to see a [[BrickJoke Pomeranian]] waiting for them. They aren't convinced.

** Richie gets in the dog's face claiming he knows it's a trick, even calling it a [[DoubleEntendre "little bitch"]] before Eddie tells it to sit and it obeys.
-->'''Richie:''' He did it! That ''is'' cute.
** And then the dog transforms into a snarling EldritchAbomination, just as Eddie is calling it a "good boy" in his best baby voice.

-->'''Richie:''' Yeah, this thing's a monster.

-->'''Eddie:''' ...Me.