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1* The entire intro is full of fun moments, such as Guybrush monologuing as he writes in his journal, bemoaning the events of the last game that resulted in him drifting alone at sea in a stray bumper car, and lamenting his current imminent dehydration and starvation... While each of the provisions he desires float by as he describes them.
2-->'''Guybrush:''' [''narrating''] Ugh, really really thirsty now. If I only had a small drink of fresh water, I might have the strength to sail on! [''bottle of water floats by''] But I know there's nothing but ocean for miles and miles. If I could reach land, I could find some water and food... Fruit maybe! [''basket of fruit drifts by''] Something to fight off the scurvy, and help me get my strength back. Mmm, maybe some bananas. [''Bunch of Bananas floats by''] Doh! Why do I torture myself like this! I might as well wish for some ''chicken'' and a big mug o' ''grog'' for all the good it'll do me... [''Barrel of grog floats by with a chicken perched on top of it'']
3-->'''Chicken:''' ''bock, bock, bock, bock...''
4** Then there's the scene immediately following the credits, with [=LeChuck=] and Elaine having the equivalent of an ex-lover's spat while periodically firing on each other from the fort/ship.
5--->'''Elaine:''' How many times do I have to tell you, [=LeChuck=]?! I just don't feel that way about you!\
6'''[=LeChuck=]:''' By me congealed blood, you'll ''learn'' to love me! Sail with me, and I'll make ye Queen of the Dead!\
7'''Elaine:''' I- I can't. [[IHaveToGoIronMyDog I'm washing my hair tonight.]] [''Fires cannon'']\
8'''[=LeChuck=]:''' Blast be yer hair, woman! Can't ye see that this salty old sea corpse ''pines'' for your every gentle caress? [''Fires cannon'']\
9'''Elaine:''' You know? I don't think my father would approve of me dating the undead. [''Fires''] And you're probably too nice a zombie pirate for me anyway. [''Fires''] Let's [[JustFriends just be friends]] instead. [''Fires'']\
10'''[=LeChuck=]:''' ''DARRGH!''\
11'''Elaine:''' Ugh, let's face it, [=LeChuck=]! You're an evil, foul-smelling, vile, codependent villain, and that's just not what I'm looking for in a romantic relationship right now!\
12'''[=LeChuck=]:''' [''[[Main/{{Beat}} looks around, clearly confused]]''] Darn yer riddles, ye saucy female! What do ye ''mean?!'' [''As he's gesticulating, he whacks one of his gunners in the head, knocking his skull clean off'']
13* Wally's fake beard:
14-->'''Wally:''' Actually, it's a highly sophisticated beard weave, made from the chest and back hair of real pirates!\
15''[[[{{Squick}} Guybrush grimaces]]]''\
16'''Wally:''' I'm hoping it'll take root if I don't wash it for a while!
17* Right before [=LeChuck=]’s plans are foiled by Guybrush, his threats take an oddly emotional turn.
18-->'''[=LeChuck=]:''' [''In full LargeHam mode''] Now, with the demon flames of this voodoo cannonball, I'll blast my significant other into the significant other''world'', HA HA! [''Suddenly very emotional''] [[MoodWhiplash That'll show her how much I truly care.]]
19** Careful inspection of the Voodoo Cannonball shows that [=LeChuck=] carved "L.C. + E.M." inside a heart.
20** And immediately when Guybrush accidentally foils his plan by firing a cannon ''without'' a restraint rope, blasting it backwards... [[DidntThinkThisThrough taking him with it, and plowing through the door to the treasure hold]] causing the whole ship to rumble, which makes [=LeChuck=] lose his grip on the cannonball.
21--->'''[=LeChuck=]:''' [''After nothing happens''] Whew! Neptune's Navel, [[TemptingFate that was a close one]].\
22[''Massive voodoo explosion destroys everything from the deck up on [=LeChuck's=] ship'']
23* ''Any'' scene involving Murray the Talking Skull.
24** "If I could just get my hands on that gunner!… if I could just get my hands, period."
25** "I'm not bald! I just have a really high widow's peak."
26** "Could you pick me up, so I can bite you?" - "No!" - "I just thought I'd ask."
27** Especially this exchange:
28--->'''Murray:''' I am a powerful demonic force, I am the harbinger of your doom, and the forces of darkness shall applaud me as I stride through the gates of Hell, carrying your head on a pike!\
29'''Guybrush:''' ''Stride?''\
30'''Murray:''' ALL RIGHT THEN, ''ROLL!'' ''ROLL'' THROUGH THE GATES OF HELL! Must you take the fun out of everything?
31** Enter the Puerto Pollo theater while the show's going on and you can see him playing Yorick in the Hamlet scene...[[ItMakesSenseInContext which has been turned into a juggling act]].
32---> '''Murray''': Wheeee!
33** Sticking glue [[DoesThisRemindYouOfAnything onto Murray's hand]] and attempting to give it back to him.
34--->'''Murray:''' Get away from me, you sick freak!
35** Using the ventriloquism book on anyone yields amusing results, but using it on Murray takes the cake.
36---> '''Guybrush:''' Mooooo! I am Moosferatu, the demonic Jersey Cow!
37* The scene that plays after you put the lice on the comb.
38--->'''Haggis:''' Sure as 'am standin here, they wriggle about ye scalp like a pack o' wretched sea lions!\
39'''Guybrush:''' Good analogy.
40** Immediately followed by Haggis lopping off ''all'' of Rottingham's hair with a single swing of his cutlass, tossing his out of the shop, and [[https://i.imgur.com/wPFtZeI.mp4 giving Guybrush a silly grin like this is normal.]]
41* Cutthroat Bill tells you a story about his former captain, who had the ability to [[SuperSenses sense treasure.]] They sailed out of Plunder Island without a map, and spent several weeks going in circles, until the captain realized that the crew's gold coins, earrings and belt buckles were distracting him. He told his crew to throw all of their loot into the ocean. They continued sailing for two years without any luck, but when they returned to Plunder Island, they finally found treasure right off the coast. It was a pile of gold coins, earrings and belt buckles. And Bill has no idea how Guybrush knew that it would be.
42* "[[https://www.youtube.com/watch?v=I4nJNaQIrsc I choose the banjo!]]"
43* Any instance where Guybrush uses the ventriloquism book to throw his voice in Part II, but of particular note is when he uses it on the monkey pirate captain and does a [[Series/StarTrekTheOriginalSeries Captain Kirk]] impression:
44-->'''Guybrush:''' (''as [=LeChimp=]'') I mean, take a look around, at me, at the rest of the crew... we're all monkeys.\
45'''Mr. Fossey:''' You mean in the Darwinian sense, sir?\
46'''Guybrush:''' No, I mean in the ''quite literal'' sense.
47* The reveal that Mr. Fossey's captain is [[BaitAndSwitch not LeChuck but LeChimp]], a mute, dopey looking gorilla modeled after Captain Kirk.
48-->'''Guybrush:''' But if the captain is a gorilla, then that must mean [[TheManBehindTheMan Mr. Fossey is...]]\
49'''Mr. Fossey:''' Aye aye, sir! Fresh bananas for ''the whole crew!''\
50'''Guybrush:''' (''deadpan'') [[BaitAndSwitchComment ...an utter loon.]]
51* Guybrush bypassing a WalkThePlank ordered by Mr. Fossey.
52-->'''Mr. Fossey:''' That's weird, there was no splash...\
53'''Guybrush:''' ''(from a safe spot)'' Um, [[SayingSoundEffectsOutLoud splash]]!\
54'''Mr. Fossey:''' [[SuperGullible Oh.]]
55* Guybrush being tarred and feathered. The monkeys grab him, hold him by the ponytail, dunk him in a barrel of tar, and burst a pillow over him. Then...
56--> '''Guybrush:''' So what do I do now?
57-->'''Mr. Fossey:''' Uhhh...I don't know. We've never done this before. Aren't you humiliated?
58-->'''Guybrush:''' I guess so, but no more than usual.
59-->'''Mr. Fossey:''' Well...just get lost then.
60* Guybrush has some choice words if you try to make him wear the donkey mask at the entrance to the theater.
61-->'''Guybrush:''' I don’t wanna look like a [[AccidentalInnuendo jackass]].\
62''[[[BreakingTheFourthWall Guybrush stares at player]]]''\
63'''Guybrush:''' Yeah, yeah, I know what you're thinking. So knock it off.
64* Trying to cross the [[AgonyOfTheFeet Brimstone Beach]], then watching Guybrush skip back into the shade while crying "Aah!" "Ouch!" "Hot!".
65* Reading the tourist information sign next to the thorny plant in the quicksand pit reveals it to be a Papapishu bush, the name coming from a native word meaning "yowch". From that point on, any time any character would utter the word "yowch" in regular dialogue, they will instead exclaim "papapishu!"
66* Guybrush messing with the prissy cabana boy.
67--> '''Cabana boy:''' Oh no! In the name of all things clean! You've got a membership!
68--> '''Guybrush:''' Yes. And I think I'll just take one of your fluffy clean towels and enjoy a nice, relaxing stroll down your beach.
69-->'''Cabana boy:''' NO! You mustn't!
70-->'''Response #1:''' I must. And perhaps I'll sunbathe nude.
71-->'''Response #2:''' Then perhaps I'll stay here and tell you my life story.
72-->'''Response #3:''' I just spent weeks on a raft without a toothbrush.
73-->'''Response #4:''' Quiet! The voices in my head are telling me something...
74* The convenient vine hanging next to the quicksand pit is called, according to [[RunningGag the tourist information sign]], "Salvation Vine (''Arborealis Deusexmachinas'')".
75* "MADRE DE DIOS! ES [[https://www.youtube.com/watch?v=E28WrhpTzQA EL POLLO DIABLO!]]"
76** [[GratuitousSpanish "Si! He dejado en libertad los prisioneros y ahora vengo por ti!"]]
77*** "Well, yer not takin' me without a fight!"
78*** Cue FryingPanOfDoom.
79** Alternatively, [[FlatWhat "Que?"]]
80* [[ThatRemindsMeOfASong The pirate song]] in Chapter 3.
81** [[https://www.youtube.com/watch?v=1-9my0tsutw "We'll surely avoid scurvy if we all eat an orange."]]
82* Everybody loves Blondbeard's chicken, even [=LeChuck=].
83-->'''[=LeChuck=]:''' Burn down every island in the Caribbean if you have to - but bring me my bride! (beat) AND MORE SLAW!
84* During the insult swordfighting, in addition to the proper comebacks and the {{Lame Comeback}}s of "You're stupid!" and "You're ugly!", Guybrush can respond with a non sequitur that rhymes with the insult.
85-->'''Rottingham:''' Every enemy I've met I've annihilated!\
86'''Guybrush:''' Oh, yeah! Well... You fight like a cow!\
87'''Rottingham:''' No, no, no, no. That's not right at all.\
88'''Guybrush:''' What?\
89'''Rottingham:''' On the sea we fight it a little differently. On the sea, all your insults and threats have to... RHYME!\
90'''Guybrush:''' ''[surprised]'' What!?\
91'''Rottingham:''' So when I say, "Every enemy I've met I've annihilated!"... you say...\
92'''Guybrush:''' I once found some gold, but it was just electro-plated.\
93'''Rottingham:''' No! You say, "With your breath, I'm sure they all suffocated."
94* Kenny Falmouth gleefully admitting, after you tricked him out of his lemonade stand scam, that he's taken up more honest work: "I'm runnin' guns!"
95* Upon reaching Blood Island, a storm rolls up and thrashes the ship. While Guybrush tries his hardest to keep her steady, you can see [[FunnyBackgroundEvent Cutthroat Bill stumbling across the screen behind him]]. And when Van Helgan shouts for Haggis to give him a hand with the sails...
96-->'''Haggis:''' I'm barely holdin' on me'self, mate! [''camera zooms out, showing Haggis isn't doing anything but keeping the wind from blowing his kilt''] Ooh, these winds! She's the devil's own!
97* Reuniting Charles and Minnie in Chapter 4 leads to the most (intentionally) ClicheStorm courtship display this side of the 17th century, complete with cheesy ''Film/GoneWithTheWind''-style background music, [[ChewingTheScenery overdone dialogue with southern accents]], and the stone angel in the background looking on in shock. It's kind of heartwarming too, [[TogetherInDeath given their situation]].
98* Using the "[[RunningGag Look, a three-headed monkey!]]" line on Madame Xima when swiping her tarot cards.
99-->'''Xima:''' *gasps and spins around* Then the prophecies are true!
100** Madame Xima in general. She takes her psychic profession very seriously, and Guybrush loves toying with her. Such as their first meeting:
101--->'''Xima:''' ''[Not seeing Guybrush]'' I feel a dark presence coming over me!\
102'''Guybrush:''' Hi there!\
103'''Xima:''' ''[[ScreamingWoman AHHHHHHHHHHHH!!!!]]''\
104'''Griswold:''' (''hungover'') Ahhh! Please, keep it down! No screaming! Oh, my head...
105** Not to mention that he initially misreads her name as "Madame Eczema."
106* Mixing hangover medicine with alcohol:
107-->''(Drink begins to bubble and change color.)''\
108'''Guybrush:''' That makes the drink oh-so-much-more appealing. ''(turns to the camera)'' [[BreakingTheFourthWall It just occurred to me that mixing medicine and alcohol is a really stupid and possibly lethal thing to do]]. [[DontTryThisAtHome If I were a real person instead of a loveably inept cartoon character with the potential for a few more sequels... I wouldn't even consider it.]] Skoal! ''(downs the beverage)'' That's odd. It's supposed to cause drowsiness. I don't feel the least bit drowsy. ''(the scene goes on a trippy InterfaceScrew)'' In fact, I... ''(his voice goes into sleepy slow motion)'' ...in fact I feel... I feel...\
109''(He chokes and falls to the floor with a thud.)''
110* In the sequence where Guybrush fakes his death a ''second'' time to get buried in the Goodsoup crypt, hotel manager Griswold Goodsoup offers this gem:
111-->'''Griswold''': Oh, dear! He's had a sudden and completely unexpected relapse of death!
112* "You fool! You've given cheese to a lactose-intolerant volcano god!"
113* On that note, Lemonhead in general. "Shut up. Or I'll eat you."
114-->'''Guybrush''': Did I say "cannibal?" I, I meant to say... err, "cannon... ball." I want to be a cannon ball. BOOOOOM!\
115'''Lemonhead''': ...You're not quite stable, are you?
116* Similarly, after the "human sacrifice" to the volcano god (which is actually a dummy made out of fruit), complete with dramatic ritual-saying and rope-cutting, the cannibals stand around the volcano's edge and toast marshmallows.
117* Stan's triumphant return. Especially if you've played the preceding games.
118** Stan the Used Casket Salesman? Funny. Stan the ''Life Insurance'' Salesman? Priceless.
119** Stan casually {{Hand Wave}}s the fact that he has managed to get business cards printed up while ''locked in a coffin'' for some indefinite period.
120*** It's not commented on, but also worth noting: his jacket is a different colour too. Not only did he get business cards made, but he changed his wardrobe, ''all while still trapped within the coffin!''
121* The "terrifying" shape of Skull Island.
122-->'''Guybrush:''' That's a '''duck'''!\
123'''Lost Welshman:''' What are you talking about? Can't you see the ''skull''?\
124'''Guybrush:''' This island doesn't look like a skull at all. It looks like a great big enormous duck. It should be called Duck Island!\
125'''Lost Welshman:''' Well, ya see... ya gotta squint and sorta turn your head and... ooooooooh! It's just ''so'' scary!\
126'''Guybrush:''' If you squint and turn your head it looks like a bunny.
127* Asking [=LeChuck=] what the ''real'' secret of Monkey Island is. After some hemming and hawing, [=LeChuck=] is forced to admit [[TheUnreveal he doesn't know.]]
128* When Guybrush turns Elaine back to normal, he forgets [[UnPaused she was winding up to punch him when she was frozen]].
129* When entering Skull Island, Guybrush has the option of saying the out-of-nowhere line to King Andre: "Your EvilPlan will never work." Andre's reply: "But it is flawless. A series of carefully placed charges throughout Blood Island, all controlled by a series of satellites in geosynchronous orbit, and only one man has the master switch. I am that man, Mr. Threepwood, and I --" and by that point he's cut off by Cruff, who has been trying to get him to not blurt out his EvilPlan for no reason the whole time: "[[PigLatin Ixnay on the evil anplay]]!"
130* Performing certain actions on various people and objects can yield funny results.
131** One example:
132--->''Lick pin.''\
133'''Guybrush:''' No, I have a very low threshold for pain.
134** Another:
135---> ''Pick up hideous pirate.''\
136'''Guybrush:''' I don't think he's interested.
137** A third one:
138--->''Give ipecac flower to Edward Van Helgen.''\
139'''Edward:''' I'm not in the mood to ride the porcelain bus.\
140'''Guybrush:''' [[AbsurdPhobia Oooh, porcelain...]]
141* The poker game with the blatantly-cheating King Andre and Cruff can get a bit absurd if you keep playing for a while.
142** During the second round, Guybrush somehow receives the exact same hand as in the first round. King Andre claims it's just bad luck.
143** Later on, the playing cards are somehow replaced with collectible trading cards... but King Andre assures you that you're still playing poker.
144** After losing five times, Guybrush starts to think his opponents ''might'' be cheating...
145** Guybrush can try to cheat by swapping one of the cards with Stan's business card. His opponents pay no mind to it.
146--->'''Guybrush:''' I've got a pair. The king of diamonds and uh... the king of insurance salesmen.
147* If Guybrush fails to open the umbrella the first time [=LaFoot=] drops him off the Skull Island elevator, once Guybrush manages to steal the diamond, he'll tell the Welshman that he has one last thing to take care of: Throwing [=LaFoot=] off the cliff.

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