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Big Whoop is the cause of every retcon and plot hole in the series
In Monkey Island 2 the Voodoo Lady explicitly states that Big Whoop is a gateway to another world. That is exactly what it is, but the world it connects to is merely a more ideal version of the world the user is from. The Gainax nature of MKI2's ending was reality being warped by the power of Big Whoop. After Guybrush breaks open the seemingly empty chest buried beneath Dinky Island, he's carried over into an alternate reality where LeChuck is far less of a threat, Elaine still loves him, Herman Toothrot is Grampa Marley, and the alternate Big Whoop is a device for turning pirates into skeletons. That explains both the drastic shift in tone, and why the Voodoo Lady in Curse calls Big Whoop "Pure Evil" when it was she herself who told Guybrush to seek it out in the previous game.
DeSinge did not kill Morgan.
He claims he didn't, and while I wouldn't trust him as far as I could throw him, it doesn't seem likely that a wussy science man like him would be able to overpower and stab a Mighty Pirate Hunter like Morgan.
...Morgan Leflay was Dead All Along
Morgan died a long time ago; possibly before Guybrush and LeChuck were even born. The Voodoo Lady went into the spirit world and offered Morgan a deal. If Morgan helped the Voodoo Lady stop Elaine's plan to finally kill LeChuck, she would be free to roam the world of the living as a ghost. To facilitate this, The Voodoo Lady gave Morgan a temporary physical body so that she could interact with Guybrush without arousing his suspicions. Also, the Voodoo Lady was the one who made the flyer that DeSinge found on Flotsam Island.
When Morgan broke into the Marquis's home, she stabbed herself and waited for Guybrush to find her. Acting on The Voodoo Lady's orders, She lied when she told him that LeChuck was the one who killed her. Once Guybrush left the lab, the fake body dissolved and Morgan was sent back to the afterlife to await further orders.
Charles L. Charles is the same person as Pushing Daisies' Charles Charles.
So that's where he got to!
Guybrush will make another Cursed Cutlass of Kaflu
According to the tradition of using Chekhovs Boomerangs in Monkey Island, whenever Guybrush is taught to do something he will use it twice. Also, let's see the ingredients for the cutlass to see if he can get replacements to make another one:
Despite the events of Rise of the Pirate God, LeChuck isn't Deader than Dead .
The guy's a poster child for Joker Immunity, right up there with trope naming Joker and the Daleks. The Stinger at the end of Rise of the Pirate God seems to suggest that LeFlay picked up a Soul Jar containing him and brought it to the Voodoo Lady.
A significant length of time had to pass between the pre-credits ending and The Stinger.
If my look at the artifact handed over during said Stinger is accurate, that artifact is Guybrush's Voodoo'd Hand in the Soul Jar that Marquis De Singe had cooked up - the one that made him impossible to injure. The Voodoo Lady would, naturally, have to have known about it - but implications that the two had met and discussed before makes this possible even without accounting for her being the Wizard Who Did It around the Tri-Island Area...
Now, notice that Guybrush's hand is back on him in the main ending. The most logical place for the voodoo'd hand and artifact to be, therefore, after it was abandoned at Ep4's ending... Is the afterlife. Right where only ghosts - like LeFlay - can touch it... At least, normally.
The holes to be filled, are how the Voodoo Lady reached LeFlay (presumably taking some time, but not being outside the realm of possibility - after all, no one bested her as the swordmaster, so she was still at the Crossroads), and LeFlay finding the thing - that second one takes a lot longer.
The length of time involved is more than just the length of the credits... Enough for significant establishing to be set up.
Perhaps we'll be playing, not Monkey Island 7 (remember, ToMI is 6, not 5!), but rather 8, with The Stinger in fact representing a key piece of 7's ending? In this case, this nonexistent 7 could also have the hallmark of being the first Monkey Island where you don't play as Guybrush - and with semi-rival-franchise Ace Attorney switching it's POV to Edgeworth for it's next round, well, who at Telltale who knows about that series wouldn't want to make a gag about that?
The woman that Guybrush married is not actually Elaine
Having had enough of Guybrush, Elaine uses the finale of Curse to "disappear" so that she will NEVER have to deal with the vile LeChuck or the idiotic Guybrush ever again. Shortly after the Big Whoop Coaster incident, Guybrush is approached by a red-headed female pirate. This woman, seeing an opportunity to hook up with the most famous pirate in the Carribean, passes herself off as Elaine and marries Guybrush. Guybrush, being Guybrush, mistook her for the real deal, not even questioning her sudden lack of a British accent. To keep Guybrush from ever figuring out the truth, the fake Elaine eventually manages to speak with a convincing British accent.
There is more than one Voodoo Lady.
Simply put, there are a number of Voodoo Ladies out there, all body doubles of one another and each hanging out on a different island. The evidence:
Murray is Guybrush's father
At the end of LeChuck's Revenge, Guybrush pulls the skull off of his father's skeleton.
The ending of Monkey Island 2: LeChuck's Revenge was The Plan by a Loom Spellweaver disguised as a Voodoo Priest, to save the Monkey Island universe from being completely destroyed.
Nor Treblig, Keeper of the Crossroads, is really Ron Gilbert
Think about it. Not only is the anagram obvious, but this explains the Voodoo Lady's motivations completely. The Voodoo Lady is clearly capable of Breaking the Fourth Wall and knows that in another world, all their adventures are told in a series of games. But, in order for that series to continue, the Voodoo Lady has to manipulate things from behind the scenes. She's mostly doing Nor Treblig's will in all cases. She engineered the series of events that would lead to LeChuck becoming Guybrush's arch-nemesis in the first place to ensure that there'd be a good enough story for the first few games. And she has most likely had a hand in all of Lechuck's comebacks (including, possibly, his next one if that scene with Morgan at the end of Tales Chapter 5 is what some believe it to be), so that Lechuck is there to be the Ganondorf to Guybrush's Link, the Bowser to Guybrush's Mario, and so on. So in closing, the Voodoo Lady's purpose is to make sure the adventures continue and some other world keeps making games about them.
If Telltale does a follow-up to Tales..., Morgan and Bugeye will become a couple.
He was clearly interested in her in Lair of the Leviathan, now that they're both dead, she just might give him another chance.. As LeChuck said, the dating pool be smaller for the undead.
Yet another explaination for MI2's Gainax Ending: All of it was real: the two worlds were connected and behaved rather like worlds of/around Narnia do.
Guybrush and Chuckie/LeChuck go to the carnival with their parents, stumble through a portal. They get seperated who-knows-how and proceed to grow up: Chuckie/LeChuck perhaps gets captured by pirates and becomes one of them, rising to take command...then getting killed so he becomes a ghost. Guybrush, being younger, has an easier time forgetting/repressing his past memories: he must land on his feet somehow though, in order for him to seek his fortune as a pirate which is where we meet him in the first game.
For further analogies refer to The Magician's Nephew: remember that Polly and Diggory have the magic rings that transport them to an in-between world that connects England, Charn, Narnia and others. The basement-sort of area that makes up the last part of the game is the in-between world, and the ticket is an item that allows travel out of it. It does seem you can reach the between-world just by going underground far enough from the Carrebean pirate-world - Hollow World or The World Below maybe? But once they leave they revert back to being children (Year Inside, Hour Outside + whatever effect let it happen to the Pevenses) and they still rememeber everything. The magic/curse that affected LeChuck remained with him however. Possible explanation for the retcon in subsequent games: they find their way back. Perhaps they *want* to find their way bacK: LeChuck for the power, Guybrush for the adventure.
Guybrush's Dream in the second game...
From the page for that game:
Big Lipped Alligator Moment: The dream sequence. Okay, it is referenced later on as the solution to a puzzle but three games and 19 years later, we still have no idea why it happened or what the fuck it was supposed to mean.
My little pet theory on this has always been that the dream was a hallucination induced by Lechuck, who appears to Guybrush in the dream so that he can collect from him the things he needs to make the voodoo doll of him. The "dream Lechuck" that appears is really an astral projection of Lechuck.
All of these came from the torment of insane Guybrush in his crazy, twisted imagination ...
The popular theory about original plot of MI1 & MI2 that has been discussed above: All of the adventure was just the product of Guybrush boy's over-active imagination while wandering in a theme park.
OK, now this troper would like to suggest one step further, into an even deeper layer (just like Silent Hill, maybe?):
Guybrush Threepwood is the player character in Sid Meier's Pirates!
Just look at the guy. All versions: white male, short light hair, clean-shaven, white shirt. And the story: A young man, fresh arrived in the New World, becomes captain of a ship and proceeds to bend the Carribbean Sea to his will. He captures enemy vessels (building a veritable fleet), sacks towns (installing random governors at a whim), seizes the Treasure Fleet and Silver Train multiple times, finds buried pirate treasure and Incan gold, becomes a Duke for every nation that matters, rescues his family, and marries a beautiful governor's daughter. Is it hard to believe that this could all be in a little boy's imagination? Also, in reimaginings, we see that he insults during his swordfights, carries around items of importance, calls on the aid of Native peoples who revere shrunken heads, and beats up rival pirates such as Blackbeard and Jean Lafitte.
Morgan's body was taken away by the Voodoo Lady
Yeah, LeChuck killed her but he has no reason to get rid of her body. But the Voodoo Lady may have a reason. Remember Guybrush not being able to touch anything in life while in Ghost form? Maybe the body is the key that would allow the Voodoo Lady to give Morgan the ability to make physical contact with things (and targets) even in Ghost form.
The Secret of Monkey Island is...
There is no secret. Think about it. Everyone thinks there's a secret, and there isn't one, so the fact that there is no secret is a secret itself.
Stan's suit is a part of his skin.
He acted as if he was in pain when moths attacked his suit!
When LeChuck said the voodoo doll will send Guybrush to another dimension...
It did.He warped in the next room which actually already warped him in alternate dimension
Guybrush has amnesia at the beginning of the first game
He only remembers his name and his objective. As time goes by, Guybrush begins to recall more and more things and the process of recovery is helped by the adventures he gets in and the constant head injuries he suffers. This can explain why his fear of porcelaine doesn't appear until much later. And it allows LeChuck to mess with his head by claiming to be his brother - Guybrush can't remember if this is true or not.
Also, Guybrush may have some other memory related problems. He has a hard time remembering the Voodoo Lady between games, for example. His fondness for telling long, very detailed stories of his adventures is not just his ego - it's the need to make sure he remembers exactly what happened.
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