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1!! General
2* De Singe's [[RunningGag obsession with amputation]].
3* There are few good lines to discover if you mess with the item combiner in Guybrush's inventory for long enough.
4-->''(After trying to combine a magnifier with a blank piece of paper)''\
5'''Guybrush''': Hey, now I can see an extreme close-up of a blank piece of paper! That's...not as useful as I'd hoped.
6
7!! Chapter 1 - Launch of the Screaming Narwhal
8* There's usually one of these right at the end of the [[TheTeaser lukewarm open]]. Of special note is Chapter 1's:
9--> '''Guybrush:''' "This'll be a snap. *tries snapping* A ''snap''. ''A sna-'' (poxed hand punches him in the face) OW!"
10--> ''SmashCut to title card''
11* Guybrush pretending to sacrifice the Pink Pajama Pierre Porcelain Power Pirate figurine at the altar in Chapter 1.
12** Also funny is when he does that pretend voice while dipping the figurine in a vat of ink. "Sacré bleu! Eez zis ze end of Pink... Pajama... Pierre? Glug!"
13*** You can actually see Nipperkin smirking in the background when Guybrush does this.
14* Also, Guybrush distracts De Singe on the last wind idol so he finds a way to have De Singe blast himself sky-high and onto the idol. You can even hear De Singe yelping in pain as Guybrush rotates the idol until the correct facial part-matching makes him sigh in relief.
15** Not to mention Guybrush's reaction if you attempt to use the weather vane like you do with the other idols.
16-->'''Guybrush''': Oh, I'd love to, but I'm pretty sure that De Singe doesn't have the necessary... [[AssShove slots]].
17* In Chapter 1, when you use the cheese wheel on the runes outside of the prison, Guybrush, like Wallace, will [[ShoutOut shake his hands and say]] [[WesternAnimation/WallaceAndGromit "cheese!"]]
18* [[https://www.youtube.com/watch?v=ooWEnlQU358 Upon meeting Joaquín D'Oro]]:
19-->'''Guybrush:''' Can I call you D'oro the Explorer? ''([[LamePunReaction Guybrush gets punched by his own evil hand]])''
20* When Guybrush is looking around the Voodoo Lady's shack for the first time in Chapter 1, he sees a closet. When he goes to open it:
21-->'''Guybrush:''' Wonder what's in here--?
22-->'''Voodoo Lady:''' Don't touch that! It's where I keep my...unmentionables.
23-->''[Guybrush shudders in fear and disgust]''
24** If you move the pointer over the closet again, it's title will have changed from "Closet" to "The Scariest Closet In The World".
25* At one point, someone asks whats so bad about Guybrush's evil hand and he'll mention that "it makes obscene gestures", among other things. As if on cue, the hand raises like it's going to give the middle finger, then puts its thumb on Guybrush's nose and wiggles its fingers giving the "neener-neener" move.
26* Winslow's man-crush on Guybrush: "I like it when you point at the map."
27
28!! Chapter 2 - The Siege of Spinner Cay
29* "Nice cans. ...I mean, nice cans."
30* Of all the options available during the swordfight at the beginning of episode 2 of ''Tales Of Monkey Island'', few are as satisfying as inspecting the ship's mast. [[OverlyLongGag Repeatedly]].
31** During the sword fight with Morgan at the beginning of Chapter 2, Guybrush tries to distract her:
32-->'''Guybrush:''' Look behind you, a giant three headed sea chimp!\
33'''Morgan:''' No thanks, I already had lunch.\
34'''Guybrush:''' Eewww...that's just taking it too far.
35* Having to walk [=LeChuck=] through a particularly simple puzzle. Especially if you've used the SCUMM interface of the earlier games. "Use... breath mints... yourself."
36** "Use... claw thingie... yourself."
37* This dialogue when Guybrush goes to take a book on Fish Jokes out of the merfolk library:
38-->'''Guybrush:''' Ya know, I ''would'' like a book from the library.
39-->'''Tetra:''' I knew you would! What can I get for you?
40-->'''Guybrush:''' 101 Fish Jokes!
41-->''Tetra is surprised and disappointed.''
42-->'''Tetra:''' ...''101 Fish Jokes? Really?'' My ancestors have worked for centuries to gather these treasures of knowledge and preserve them within these walls so that our race will long be respected for our intellectual achievements, and you want ''fish jokes?''
43-->'''Guybrush:''' Yep.
44-->'''Tetra:''' Fine...
45-->''Tetra dives underwater and resurfaces later with the book, handing it to Guybrush.''
46-->'''Tetra:''' Here, this ought to enrich your understanding of Vaycaylian literature.
47-->'''Guybrush:''' Great! I hope it doesn't keep me in stitches or I might need a ... Sturgeon!
48-->''Guybrush waits expectantly for laughter that never comes.''
49-->'''Tetra:''' [[LamePunReaction I hate you now.]]
50* Hardtack and Trenchfoot squabbling over who gets to bury the treasure.
51* [=McGillicutty=] trying to make Chieftain Beluga talk.... by trying to drown him/her. Beluga is a ''merperson''. The best part is Beluga constantly ''telling'' him that it won't work.
52* The alternative questions you can ask Chieftain Beluga instead of asking how to use the summoning items:
53-->'''Guybrush:''' Can I have a cookie?\
54'''Beluga:''' You cannot.\
55'''Guybrush:''' I'm sorry, ''may'' I have a cookie?\
56'''Beluga:''' You may not.\
57'''Guybrush:''' Cookie?\
58'''Beluga:''' No.
59
60-->'''Guybrush:''' You wouldn't happen to know the secret of Monkey Island, would you?\
61'''Beluga:''' I know the secret of Donkey Island if that helps.\
62''[Beluga leans in and whispers in Guybrush's ear]''\
63'''Guybrush:''' Eew, no!
64
65!! Chapter 3 - Lair of the Leviathan
66* Coronado De Cava's [[CrazyJealousGuy obsessive belief Guybrush has a thing going with the Voodoo Lady]], and Guybrush's equally vehement denial.
67* Murray is hilarious as always, especially when you trick him into thinking the initiation ritual into the Brotherhood of the Manatee involves torturing Guybrush.
68* De Cava's crew's obsession with [[PosthumousCharacter the rather-dead Santino]] is hilarious, even after the discovery that [[TheAce he was the most awesome person in the crew]].
69* After stealing the cochlea from the Brotherhood, Guybrush makes a surprising discovery:
70-->'''Guybrush''': Seabiscuit!!! ''[runs and takes an actual sea biscuit near the seahorse head]'' Mmm... I love these things. ''[eats up the biscuit, then gasps in surprise]'' And a seahorse head!
71* The whole monkey scene with Elaine and [=LeChuck=]. Still gets us every time!
72* At one point Guybrush uses the Voodoo Lady's locket to possess her. He not only enjoys her "[[JigglePhysics physics]]" but also finds out why she "never stands up when I'm around".
73* The "Pirate Face-Off" scene is funny on its own, [[FunWithSubtitles but it's even funnier with the subtitles on]], as the growl each pirate makes when showing their face is subtitled as ''*[Name of last expression] SOUND*''. (e.g. ''*GEEZER SOUND*'' or ''*MEANIE SOUND*''
74* When Guybrush "kills" the clearly dead and skeletonized Santino by cutting Murray off his shoulders to intimidate the rest of the crew... and it ''works''.
75-->'''Moose:''' Santino's ''dead!''
76* There's a hilarious spin on insult swordfighting where you have to [[PlayingCyrano help a giant manatee hook up with a bloodthirsty female]], even though Guybrush only knows a few basic phrases in Manatee.
77--> '''Guybrush:''' This is satisfactory.
78--> '''Manatee:''' Stop saying that!
79* Murray's commentary over the end credits as he sinks to the bottom of the sea.
80
81!! Chapter 4 - The Trial and Execution of Guybrush Threepwood
82* Any time Guybrush and [[AFoolForAClient his lawyer]] interact with each other. As well as any time the judge gets angry. "''The defendant will '''stop pretending he knows how to speak Latin!'''''"
83* Guybrush asking his "client" for an alibi.
84--> '''Guybrush:''' ''[As a lawyer]'' Where were you on the night of August 15th?\
85'''Guybrush:''' ''[As client]'' I was on a date... with ''[[IBangedYourMom your]]'' [[IBangedYourMom wife]]!\
86'''Guybrush:''' ''[As a lawyer]'' Why you-- you're ''dead'', Threepwood! ''[Beats himself up]''
87* Elaine charges in on Guybrush's trial while she's pox-infected and acting violent in episode 4:
88--> '''Guybrush:''' "Plunder bunny! ''[...]'' Eeeelaine... less plunder, more bunny please."
89* The Marquis De Singe sings while carrying out his master plan.
90-->'''De Singe''': Alouette, I will live forever, alouette, immortalité...
91** Later in the same scene:
92-->'''De Singe''': Whatever gave you the ''ridiculous'' idea that I'm ''French''?
93* When Guybrush has the chance to ask the Voodoo Lady about his brief possession of her in the previous episode.
94-->'''Guybrush''': How did it feel to be the manipulated instead of the manipulator for once?\
95'''Voodoo Lady''': It was...curiously liberating.\
96'''Guybrush''': You're weird.
97* How about the fact that despite the game being in 3D with mordern graphical power, the developers went out of their way to make sure Stan's jacket ''[[StylisticSuck still]]'' [[StylisticSuck had the glitchy-looking]] UnmovingPlaid [[StylisticSuck effect it used to]], because they felt he simply wouldn't be Stan without it!
98** One puzzle even involves the destruction of the infamous jacket, after which Stan gives us this gem:
99-->'''Stan''': It's a good thing ol' Stan keeps a few spare jackets in the back office, or I'd be defending my clients in the altogether! Say, that's not a bad idea! "Stan S. Stanman, Naked Attorney-at-Law! You've got nothing to hide, and neither does he!"\
100'''Guybrush''': Umm...\
101'''Stan''': No time to chat, Threepwood! I've got business cards to print!
102
103!! Chapter 5 - Rise of the Pirate God
104* The sequence where Guybrush taunts Bugeye at Club 41.
105* Just about any conversation with [[TricksterMentor Galeb]], like his initial story on how [=LeChuck=] escaped the Crossroads.
106-->'''Galeb:''' He caught a gnarly wave and rode it out of here!
107* The revelation of what happened to Guybrush's corpse: it's being used to hold up Grindstump's dart-board.
108* Another graveyard, another batch of darkly hilarious tombstones.
109--> '''Guybrush''': "R.I.P. Finnius [=McDriver=], aka Shark Fightin' Finny, aka Shark Bait. Died from a bear attack."\
110'''Guybrush''': "Here Lies What's-His-Name, May We Never Forget."\
111'''Guybrush''': "Here lies Fredrick Pirate, loving husband, devoted father, pillar of the community. Hanged because of a terrible misunderstanding."
112* [=LeChuck=] in his speech to Elaine near the end of Chapter 5:
113-->'''[=LeChuck=]''': [[SedgwickSpeech Ha ha ha! You see!? You can temporarily destroy my body, Elaine, but you cannot damage me spirit!]] ''(gets stabbed by Morgan [=LeFlay=])'' [[OwMyBodyPart OW, my spirit!]]
114* [=LeChuck=] lampshading that everyone calls the Voodoo Lady by her nickname:
115-->'''Guybrush:''' The Voodoo Lady said--
116-->'''Elaine:''' The Voodoo Lady?!
117-->'''[=LeChuck=]:''' By the way, does anyone know if she has a name? It feels weird just calling her "Voodoo Lady"...
118-->''[Skeleton Pirates shrug]''

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