History Funny / ItChapterTwo

** Pennywise's FamousLastWords are a final mockery of the Losers at face value...but they can also be seen as an IncrediblyLamePun over his own now minuscule stature:
-->'''Pennywise''': Look at you...you're all...'''grown up!''' ''(EvilLaugh)''

** Eddie asks if Richie ever married, and Richie answers yes, he's married ... to Eddie's mom.

** And at the very end, Richie is closing his eyes, telling himself that none of it is real before opening them...just in time to see Pennywise dashing up to him cackling with a huge, goofy grin on its face. He's not distorting his face or shapeshifting, he's not baring his fangs, he basically just runs up and goes 'Booga-booga-booga!'. And the most ridiculous part is that ''this'' is what makes Richie, a ''grown-ass adult'', scream in terror and book it out of there!

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

'''Ben:''' ... I meant Mike.

* Pennywise’s various forms all share one thing: incredibly goofy walks. Whether it’s an overly stiff march or one with flailing arms.

-->'''Richie:''' ''[[CaptainObvious Guys, my fortune cookie's looking at me!]]''

* 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 well as you expected.

--> '''Beverly:''' (''slightly panicky'') Should we run?

** Of course, the levity of the situation disappears when they see the message written on the bottom of the skateboard - CAN'T SAVE HIM EITHER, a clear jab at Bill failing to save Georgie before and how he will fail to save Dean before the exact same thing happens to him.

* 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 smacking him in the face with his socked foot. [[FunnyBackgroundEvent They can be heard bickering in the background throughout the entire scene, even when the focus isn't directly on them. When the camera ''is'' on them, though, it repeatedly cuts away to Stan, who is constantly rolling his eyes at their antics.]]

* Another funny gem is when the Losers go back into the [=NeiBolt=] St. Well House.
-->'''Richie''': Well, I love what he's done with the place.

** Honestly, Eddie this entire scene is comedy gold. You can almost see the smoke coming out of his ears.

* 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.
** made even funnier when you take into consideration 3 of them are famous and 1 is the town librarian. So this poor waitress is watching the town's librarian Mike Hanlon, Fashion Designer Beverly Marsh, Writer Bill Denborough, and Comedian Richie Tozier freaking out over nothing.

* Another funny gem is when the Losers go back into the NeiBolt St. Well House.
—->'''Richie''' Well I love what he's done with the place.

—->'''Richie''' Well I love what he's done with the place.//

* Eddie's FamousLastWords to Richie? [[spoiler:“I fucked your mom”.]]

'''Richie''' Well I love what he's done with the place.

** A scene later, Eddie is running frantically and slams into the pharmacy door. We see him trying to push it open without it budging before Greta (now older) notes that the door needs to be 'pulled.' Eddie sheepishly pulls it open before walking off.

* While fighting IT in the form of Stan's head with spider legs, they lose sight of IT for a moment until Richie looks up at the ceiling.

[[caption-width-right:350:Aw, Richie, you hurt Its feelings! It just wanted to play ''VideoGame/StreetFighter!'']]]]

[[caption-width-right:350:Aw, Richie, you hurt Its feelings! It just wanted to play [[VideoGame/StreetFighter!]]]]

[[caption-width-right:350:Aw, Richie, you hurt Its feelings! Now Its head's gone all weird!]]

[[caption-width-right:350:[[WesternAnimation/MyLittlePonyFriendshipIsMagic "Betcha can't make a face crazier than...THIS!"]]]]

** And at the very end, Richie is closing his eyes, telling himself that none of it is real before opening them...just in time to see Pennywise dashing up to him cackling with a huge, goofy grin on its face. ''This'' is what makes Richie scream in terror and book it out of there: the most mundane, silly, half-baked JumpScare the ancient, fear-eating EldritchAbomination could muster.

-->'''Richie:''' [[CasualDangerDialogue Oh, there he is.]]

-->''"Look at you...you're all...'''grown up!'''"''

-->'''Richie:''' Yippy-kai-ay, motherf-

'''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''.\\

--> '''Richie:''' What ''do'' you do? Promise I won't laugh.\\
'''Eddie:''' Well, I'm a risk analyst, I--\\

'''Richie:''' Wait, was this job invented before fun?\\