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1[[quoteright:350:https://static.tvtropes.org/pmwiki/pub/images/df42f46f803ff08e10b61e3f305a4e9e.jpeg]]
2[[caption-width-right:350: [[JustForFun/{{Hello}} Do]] [[MyNameIsInigoMontoya we need]] [[YouKilledMyFather to say]] [[PrepareToDie it?]]]]
3----
4'''Westley'''
5* "We are men of action. Lies do not become us."
6* The entire ToThePain speech. And when Humperdinck tries calling his bluff, he ends with this:
7-->'''Westley:''' It's possible, Pig, I might be bluffing. It's conceivable, you miserable, vomitous mass, that I'm only lying here because I lack the strength to stand. But, then again... perhaps I have the strength after all. ''[gets up]'' [[PunctuatedForEmphasis Drop. Your. Sword.]]
8** Made better by the fact that he ''is'' bluffing and only has the strength to stand for a few moments, then collapses as soon as Humperdinck is tied up.
9** The cherry on top is his last words to Humperdinck, which are absolutely ice cold. He has nothing but utter contempt for the bastard.
10-->'''Westley:''' Whatever happens, [[CruelMercy I want him to live a long life, alone, with his cowardice]].
11* ClimbingTheCliffsOfInsanity, Vizzini cuts the rope the Man in Black was using...only to see that [[{{Determinator}} he is still climbing the sheer cliffs with his bare hands.]]
12* Westley [[BeyondTheImpossible defeats a giant in hand-to-hand combat, after out-duelling one of the greatest swordsmen alive,]] if not ''the'' greatest, and this just a few minutes after ClimbingTheCliffsOfInsanity.
13* Proving that he's as adept intellectually as well as physically, Westley defeats one of the greatest (in his own mind) intellects in a battle of wits. In the end, after all Vizzini's tough talk, Westley has just been toying with him before letting him die pathetically.
14-->'''Westley:''' They were ''both'' poisoned. [[OutGambitted I spent the last few years building up an immunity to iocane powder.]]
15* Westley manages to give Rugen his first OhCrap moment of the film.
16-->'''Westley:''' You have six fingers on your right hand. [[ArchEnemy Someone]] is looking for you
17
18'''Inigo Montoya'''
19* "JustForFun/{{Hello}}. MyNameIsInigoMontoya. YouKilledMyFather. PrepareToDie."
20* Before fighting Rugen, Inigo takes out his four elite guards in seconds, including stabbing one behind his back ''while never once taking his eyes off Rugen.''
21* The scene where Inigo has Count Rugen cornered, begging for his life, builds up to a truly awesome line:
22-->'''Inigo:''' JustForFun/{{HELLO}}! {{MY NAME IS INIGO MONTOYA}}! {{YOU KILLED MY FATHER}}! {{PREPARE TO DIE}}!
23-->'''Rugen:''' [[BigNo NO!]]
24-->[''Inigo corners Count Rugen and slashes his cheek, just like the slash he gave to Inigo as a child, then starts taunting him'']
25-->'''Inigo:''' [[BuyThemOff Offer me money.]]
26-->'''Rugen:''' Yes!
27-->'''Inigo:''' Power, too, promise me that.
28-->[''another slash'']
29-->'''Rugen:''' All that I have and more. Please...
30-->'''Inigo:''' ''Offer me everything I ask for!''
31-->'''Rugen:''' Anything you want...
32-->[''Rugen knocks Inigo's sword aside and lunges. But Inigo traps his arm and stabs his sword into Rugen's stomach'']
33-->'''Inigo:''' ''I want my father back, [[PrecisionFStrike you son of a bitch.]]''
34** There is more awesome to be had [[FridgeBrilliance when you realize]] how thoroughly Inigo is in command of this fight, as soon as he gets his HeroicSecondWind. It's not just the cheek slashes; he gives back to Rugen every single wound the latter gave to him, with precision.
35** Don’t forget the Count’s creepy awesome [[SoftSpokenSadist remarks as he realizes Inigo isn’t giving up]].
36-->'''Count Rugen:''' You've got an overdeveloped sense of vengeance. It’s going to get you into trouble some day.
37* The whole fight is awesome. From the book:
38-->''Slowly, inch by inch, Inigo forced his body up the wall, using his legs just for pushing, letting the wall do all the supporting that was necessary.\
39Count Rugen struck again, but for any number of reasons, most probably because he hadn't expected the other man's movement, he missed the heart and had to be content with driving his blade through the Spaniard's left arm.\
40Inigo didn't mind. He didn't even feel it. His right arm was where his interest lay, and he squeezed the handle and there was strength in his hand, enough to flick out at the enemy, and Count Rugen hadn't expected that either, so he gave a little involuntary cry and took a step back to reassess the situation.\
41Power was flowing up from Inigo's heart to his right shoulder and down from his shoulder to his fingers and then into the great six-fingered sword and he pushed off from the wall then, with a whispered, ". . . hello . . . my name is . . . Inigo Montoya; you killed . . . my father; prepare to die."\
42And they crossed swords.\
43The Count went for the quick kill, the inverse Bonetti.\
44No chance.\
45"Hello . . . my name is Inigo Montoya; you killed my father . . . prepare to die. . . ."\
46Again they crossed, and the Count moved into a Morozzo defense, because the blood was still streaming.\
47Inigo shoved his fist deeper into himself. "Hello, my name is Inigo Montoya; you killed my father; prepare to die."\
48The Count retreated around the billiard table.\
49Inigo slipped in his own blood.\
50The Count continued to retreat, waiting, waiting.\
51"Hello, my name is Inigo Montoya; you killed my father; prepare to die." He dug with his fist and he didn't want to think what he was touching and pushing and holding into place but for the first time he felt able to try a move, so the six-fingered sword flashed forward—\
52—and there was a cut down one side of Count Rugen's cheek—\
53—another flash—\
54—another cut, parallel, bleeding—\
55"Hello, my name is Inigo Montoya; you killed my father; prepare to die."\
56"Stop saying that!" The Count was beginning to experience a decline of nerve.\
57Inigo drove for the Count's left shoulder, as the Count had wounded his. Then he went through the Count's left arm, at the same spot the Count had penetrated his. "Hello." Stronger now.\
58"Hello! HELLO. MY NAME IS INIGO MONTOYA. YOU KILLED MY FATHER. PREPARE TO DIE!"\
59"No—"\
60"Offer me money—"\
61"Everything," the Count said.\
62"Power too. Promise me that."\
63"All I have and more. Please."\
64"Offer me anything I ask for."\
65"Yes. Yes. Say it."\
66"I WANT DOMINGO MONTOYA, YOU SON OF A BITCH," and the six-fingered sword flashed again.\
67The Count screamed.\
68"That was just to the left of your heart." Inigo struck again.\
69Another scream.\
70"That was below your heart. Can you guess what I'm doing?"\
71"Cutting my heart out."\
72"You took mine when I was ten; I want yours now. We are lovers of justice, you and I—what could be more just than that?"\
73The Count screamed one final time then fell dead of fear.\
74Inigo looked down at him. The Count's frozen face was petrified and ashen and the blood still poured down the parallel cuts. His eyes bulged wide, full of horror and pain. It was glorious. If you like that kind of thing.\
75Inigo loved it.''
76* Mandy Patinkin later revealed the reason for his utterly believable and terrifying lust for vengeance in the scene is because he imagined he was fighting the cancer that had recently killed his father. Gives a whole new meaning to "I want my father back, you son of a bitch."
77* In the book, Inigo travels the world training with the sword. He then returns home to a friend of his father's, for whom he demonstrates his skill. His father's friend tells him about a time he and Domingo went to see an exhibition by the world's only known wizard (the level above "master" in swordsmanship).
78-->"He was the greatest who ever lived, and you could never beat him. But ''he'' could never beat ''you''."
79-->"I am ready, then."
80-->"I would not enjoy being the six-fingered man."
81
82'''Westley''' and '''Inigo'''
83[[quoteright:350:https://static.tvtropes.org/pmwiki/pub/images/princess_bride_movie_screencapscom_2723.jpg]]
84 [[caption-width-right:350: [[TropeNamer These guys]] [[IAmNotLeftHanded aren't left-handed]].]]
85The ''entirety'' of their iconic duel on the rocks counts as this for its flair, theatrical nature, precision, and all-around ''fun''; not many sword fights where you get to see someone do a gym routine mid-clash.
86* '''Inigo:''' "IAmNotLeftHanded." \
87'''Westley:''' [[IronicEcho I'm not left-handed either]].
88
89* '''Inigo:''' "[[GetItOverWith Kill me quickly]]." \
90'''Westley:''' "I would [[SparingTheAces as soon destroy a stained-glass window]] as [[WorthyOpponent an artist like yourself]]."
91
92'''Buttercup'''
93
94* [[TheReasonYouSuckSpeech "You can't hurt me. Westley and I are joined by the bonds of love. And you cannot track that, not with a thousand bloodhounds. And you cannot break it, not with a thousand swords. And when I say you are a coward, that is only because you are the slimiest weakling ever to crawl the earth!"]]
95* I-I-I... AM... THE... QUEEEEEEEEEEN.
96* Pushing The Dread Pirate Roberts down the hill. Sure, it almost immediately followed by a [[Funny/ThePrincessBride Funny Moment]], but it still takes guts to do that to TheDreaded.
97** Before that, when Roberts is needling her, accusing her of being unfaithful to her love, and mocking her pain, Buttercup essentially tells him to shut the hell up.
98* Granted it didn't work out, but her jumping into the water to try to swim away from her captors was awfully brave of her, especially when you consider she'd probably never had to swim in water that deep (if at all) before.
99* The fact that she outright tells Humperdinck, who could legally ''kill'' her for refusing him and has probably never been told "no" in his life, that she's not going to marry him and would rather die than do so, to his face.
100
101'''The Grandfather'''
102
103* The sardonic, punctuating wit with which he keeps his grandson in place needs to turn up just a few times to be highly memorable. One of the best bits:
104-->''Yes. You're very smart. Shut up.''
105
106'''Fezzik'''
107
108* During their first encounter Fezzik proves despite his demeanor and appearance, it's a very bad idea to underestimate him and think him any less of a threat then Inigo. When the Man in Black passes by his hiding spot, Fezzik throws a boulder as big as Westley head at him with enough force and speed that it shatters into dust, missing him by inches, showing that if Fezzik had followed Vizzini orders the story would have ended here. Fezzik then completely abandons the element of surprise, walks out, and casually pick up another rock, showing he confident that he can hit the Man in Black even if he can see it coming. Fezzik then makes it clear that the first throw wasn't a fluke
109--> '''Fezzik:''' [[ExactlyWhatIAimedAt I did that on purpose.]] [[IfIWantedYouDead I didn't have to miss.]]
110* "The Dread Pirate Roberts has come for your SOUUUUUULLLLLL!"
111* The last room in the Zoo of Death is a dark, creepy hallway, with absolutely nothing dangerous inside it--except the venomous green spider hidden by a green doorknob on the entrance door. Invaders would be creeped out so much by the darkness that they would flee--only to be bitten and killed. Too bad a grief-stricken Fezzik ''has no use for these inefficient things you call doorknobs''.
112* At the end: he comes with four white horses he procured in case he ran into Inigo and Westley after they saved the lady ("Hello, Lady!") and explains it much more articulately than one might expect. As Inigo points out, Fezzik did something right. ("Don't worry, I won't let it go to my head.")
113
114'''Vizzini'''
115
116* True to his word, he managed to determine exactly which goblet the iocane powder was in. His only mistake? The [[YouKeepUsingThatWord inconceivable]] notion that Westley would actually poison '''both''' drinks!
117** What Vizzini did was actually pretty damned clever, even if it didn't work. Vizzini knew that since Westley knew full well which goblet was poisoned, if Vizzini chose the right goblet, Westley wouldn't ''actually'' drink the remaining poisoned one, leaving Vizzini with no way to actually kill Westley and win the battle. So Vizzini switched the goblets. If he chose wrong, Westley would refuse to drink, giving away where the poison is and saving Vizzini's life. If Vizzini chose ''right'', Westley would happily drink thinking he would be safe, and Vizzini would drink ''knowing'' he would be safe. If you pay attention, you'll notice he doesn't drink until he sees Westley do it, confirming that this was his plan. The fact that Westley knew where the poison was meant the battle was rigged against Vizzini from the start even if there ''had'' only been poison in one goblet, and Vizzini figured out the only way the battle of wits could have still ended in Westley's death.
118
119'''Humperdinck'''

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