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1* [[LampshadeHanging "There must be a]] [[MexicanStandoff word for this."]] [[StealthPun "An impasse, sir. An impasse."]]
2* Seth is a... colorful fella, and John will point it out to him almost every chance he gets.
3-->'''John:''' I've met lots of fucked up people in my life. But you, Seth... You're something special.
4* The newspaper article concerning the start of World War One. The writer doesn't even try to pretend to know what the hell is going on in Europe, and points out that he's glad the United States is staying neutral... by selling weapons to both sides.
5* Professor [=MacDougal=] trying to speak YouNoTakeCandle to Nastas, who calmly points out (with a hint of NeverHeardThatOneBefore) that there was a school on the reservation and that he speaks fluent English. And [=MacDougal=] still kind of does it after that point.
6-->'''[=MacDougal=]:''' (in exaggerated body language) Good morning, Nastas! Would you like to take off your slippers? Or skin a rabbit? *clears throat* I know, we cannot see the stars, but still, my heart is pure, and we meet, as equals! (to John) These savages must be spoken to simply in metaphores.\
7'''Nastas:''' No, sir. I grew up on a reservation and attended school.\
8'''[=MacDougal=]:''' Oh... lovely, heh...
9** Edgar Ross' similar attempt: ''"DO.YOU.SPEAK.ENNNGLISSSH?"''
10** Which is followed by this:
11--->'''Fordham:''' Uh.... yes he does, sir. He's the informant, Nastas! (chuckles)\
12'''Ross''': Don't get snarky with me, Fordham.
13* Irish's confusion as to whether the funny friend of his from Mexico was actually from Mexico, or from Canada.
14--> '''Irish:''' I met an American guy. Saw him shoot a man. Drank with him in the village of Chuparosa. Funny guy... Or was that Canada...? No. That was Canada. Guy here, not funny, but he's real nice.
15** Followed by this slice of fried gold:
16--->'''Irish:''' So long, John Marston. You're an angry and a feck-ugly man... but not a bad one.
17** While you're riding downriver with him during "We Shall Be Together In Paradise", one of his random lines during the battle: "I couldna have boned ''all'' your daughters!"
18** The whole mission can be summed up as "TheGunslinger [[DeadpanSnarker snarks]] everything TheAlcoholic ButtMonkey says for ten minutes while they float downriver on a deathtrap." It is possibly one of the funniest missions in the game.
19--->'''Irish:''' Have I ever done you wrong?\
20'''John:''' No, but not through lack of trying.
21** In the middle of a raging gunfight, Irish's thoughts apparently turn to Mexican prostitutes (or possibly an attempt to insult the bandits out for his head, but the prostitutes are more likely):
22--->'''Irish:''' What's the Spanish word for 'cunt'?\
23'''John:''' You tell me. You must have been called it a few times.
24** When John angrily wonders why people from a country he's never stepped foot in are already trying to kill him:
25--->'''Irish:''' Well, you do insist on fraternizing with a notorious Irish outlaw.
26* When Dutch's gang surrounds [=MacDougal=]'s office and tells John to hand him over:
27-->'''[=MacDougal=]:''' Please, sir, what are you going to do?\
28'''John:''' I'm going to hand you over to them and watch them tear you limb from limb.\
29'''[=MacDougal=]:''' WHAT?!\
30'''John:''' [[DudeNotFunny I'm just kidding]].
31** Likewise, the exchange right before this:
32---> '''Dutch:''' You a-and your friend there, the professor? We're gonna kill the both of ya.\
33'''John:''' Why you wanna do a thing like that?\
34'''Dutch:''' ''[scoffs]'' I dunno... ''sport'', I guess?\
35'''John:''' ''[{{beat}}]'' Fair enough.
36** John's DoubleTake when he sees [=McDougal=] crawling away.
37* [[https://www.youtube.com/watch?v=NRubwWuaCEo&feature=related Sh-Sh-Shaky's witty r-r-riposte]].
38-->'''Shaky:''' F-f-f-f-fucking f-f-f-fuck!\
39'''Irish:''' Oh, me virgin ears.
40* When Marston, Ross and Fordham are taking Nastas to [=MacDougal=]'s office:
41-->'''Fordham:''' ''The man was thrown out of Yale for degeneracy.''\
42'''Ross:''' ''[[InsultToRocks Which should tell you something.]]''
43* Those who find the sex scene this. Especially the girl's random shouting of ''Viva Mexico!''
44** Or the other eventuality, you get horrified by the sex scene, but can't help but laugh at Reyes afterward.
45--> '''Reyes ''': I ''like'' peasants. Don't you like peasants?
46** Could be both. The whole thing comes right out of nowhere.
47* Whiskey, which makes John Marston violently angry.
48** Or optionally, drunk as a skunk!
49** Pass by a prostitute while drunk. She'll proposition John. John will refuse, stating he is a man of principles or something about his wife. Then make him stumble around the bar until John collapses onto the floor in a booze-soaked heap.
50*** In the same vein, this troper once saw what must be a highly-irreplicable confluence: Just as he was making John enter his room in Armadillo from the outside verandah, with a preacher in the street below saying something along the lines of "Hell is waiting for you!", John responded to an unseen prostitute's proposition with "No thanks, I'm married".
51* When Herbert Moon gets robbed (by others):
52** First is his panicked cry for help.
53-> '''"Somebody help me, please! It's Herbert MOOOOONNNNN!!"'''
54* Secondly, '''you''' can have John pull a gun on him and '''rob him again'''. %% You could even say to yourself something along the lines of "Well, I guess it's not your lucky day, is it?". (That is of course if you are so inclined towards finding that funny).
55* Irish's horse quality test.
56* One of Jack's random lines when skinning an animal for its fur is, [[{{Pun}} "Let me take your coat, Ma'am."]]
57** "Horse, meet idiot."
58** "JACK'S GETTIN' AN AUTOMOBILE!" Granted, it would be even funnier if you could actually buy one, but oh well.
59** When tying up a woman: "And they say romance is dead."
60* In Armadillo, an old nun from Las Hermanas may give John a blessed cross. That could have been solely in the heartwarming category, as she walked straight through crazy Old West territory just to give it to John, if not for the fact that she then might then walk all the way through the saloon to stand outside and smoke a cigarette.
61** [[CrossesTheLineTwice She can be the woman you tie up for the]] ChainedToARailway [[CrossesTheLineTwice trophy/achievement.]] For which the thumbnail image is [[DastardlyWhiplash a top hat and handlebar mustache]].
62* Say what you will about [[KnightTemplar Edgar]] [[JerkAss Ross]], but his [[{{Metaphorgotten}} increasingly nonsensical]] [[https://www.youtube.com/watch?v=RWgddUY9Xis monologue]] about Dutch's anarchy at the beginning of the mission "And You Will Know The Truth" is pretty amusing, especially John's bewildered reactions.
63* "A GLASS EYE?! ITS A GLASS EYE!" Poor Seth.
64--> '''Marston:''' [[DeadpanSnarker I'm sure whoever owned that treasured it dearly.]]
65* [[https://www.youtube.com/watch?v=Z881VVa8SYw This cartoon]], which you can watch in Armadillo. The second guy is especially [[{{Pun}} fucking]] hilarious!
66* "Ain't ya got some ''peckers to be suckin'?''" - Irish.
67* Luisa believing she and Abraham Reyes are going to marry when the guy can't even remember her name.
68--> '''Reyes:''' How do you know my young lover, Laura?\
69'''Marston:''' It's ''Luisa''.\
70''[much later]''\
71'''Reyes:''' I will name a day after her: Laura's day!\
72'''Marston:''' ''Luisa.''\
73'''Reyes:''' What? Oh yes... I knew a Laura as well.
74* Herr Muller: "[[ClusterFBomb You fucking cheat! You fucking looked at my fucking cards, you fucking cheat!]]"
75* The Walton's Gang member Link Huston that can be found in the Armadillo saloon and as a bounty target has some hilarious lines. He's about the only bounty target that, instead of shouting angry insults or threats at you when catching him and bringing him back to jail will instead laugh and make suggestive comments, such as remarking about you tying him up and saying he'll give you a kiss if you let him go. He's also the one you hear randomly shouting "Scum licker!" and "''III'M'' coming for ''YOU!''". Pick a fight with the guy and he may shout [[DoubleEntendre "Put it in me, come on, put it in me!"]] If you shoot Link and he runs for cover, it's both funny and sad as he might shout ''"DON'T HIT ME, MOMMY! DON'T HIT ME!"''
76** Also, when you've become so famous that people everywhere recognizes you and addresses you with name, bump into Link and he'll say "Oh Mr. Marston. Excuse ''me'', Mr. Marston!" in a rather suggestive tone as well. That or "Kiss me. You won't regret it. Hehehe!"
77* The mission "Who Are You To Judge?" has John retrieving a loved one named Lucy for a guy named Jeb. Turns out that Lucy is a horse. When you deliver her back to Jeb, the cowgirl that was looking after her says THIS:
78-->"Life out here does funny things to people. I should know; my daddy kept goats."
79* Your second encounter with Sam Odessa:
80-->'''John:''' California is in the west. Just follow the setting sun.\
81'''Sam:''' ''(walks away)'' *snort* "Setting sun"...
82* It's pretty damn funny when you've spent the whole game fighting to be reunited with your family, to the point that when you finally get to ride up to the door of your home, most players probably expected a teary eyed and relieved Abigail to come greet him... instead the first thing she does is to run in fury towards John, immediately pounding away on him while shouting "You no-good, hillbilly piece of shit! I thought you was dead! I thought you was dead, John! Where have you been, huh? Where have you been?!" which makes you immediately wonder if you go through all that trouble only to find that John is a HenpeckedHusband, (but fortunately she calms down).
83** It can double as a TearJerker when you realize that Abigail wasn't being a nag, but rather, was being sincere. This is probably why, as she is so flustered and filled with grief that seeing her husband again only leads her pain to develop into a heartbroken anger.
84* Marston finds Irish trying to rob a pair of nuns in Thieves' Landing.
85-->'''Irish:''' ''*points gun at Marston*'' Who the hell are you?\
86'''Marston:''' ''*takes gun from Irish*'' I'm your old friend, amnesia. ''*pistol whip*''
87* West Dickens giving instructions to the crew for the assault on Fort Mercer.
88--> '''West Dickens:''' Marshals of the law, when the shooting starts take that as your cue to....start awarding each other medals.
89--> '''Jonah:''' ...huh?
90* When putting a hogtied person on horseback: "You get the smelly end!"
91* John when releasing a hogtied person: "I'm going ''straight'' to Heaven for this!"
92* For those who enjoy a bit of BlackComedy: Step 1. Travel to Torquemada. Step 2. Start pushing people. Step 3. Run to the far right side (besides the Five Finger Fillet table) and jump over the wall there, then go as close to the edge as possible. Step 4. Stand and watch while the people you pushed tries to chase you but instead ends up sending themselves screaming and plummeting down a 300 feet canyon wall. (Just don't push soldiers, you'll become Wanted and [[AllCrimesAreEqual they'll shoot you instead).]]
93* Abusing the physics engine can be hilarious. It's both entirely possible and ''[[VideoGameCrueltyPotential freaking hilarious]]'' to push someone over a railing in this game, especially someone leaning or sitting on the rail itself. A fall from a second-story building won't necessarily kill the victim, but watching the reaction is comedy gold, as [=NPCs=] don't get a lot of chances to simply to fall off a ledge in this game. It's therefore possible to [[VideoGameCrueltyPotential push a prostitute off the balcony]] of the saloon in Armadillo.
94* John ''really'' doesn't like the automobile that he's riding in with Ross and Fordham, especially after it breaks down, leaving them open to an attack.
95-->'''John''': So much for this automobile of yours. If this is the future, God help us all.\
96'''Ross''': It's not the automobile. A bad workman shouldn't blame his tools. Perhaps if Mr. Fordham maneuvered it with a little more finesse...\
97'''Fordham''': I was trying to escape an ambush, sir!\
98'''John''': Even if it was runnin' fine, they'd still have caught us. I can walk faster than this piece of crap! Give me a horse any day.
99* In the early sidequest "Jenny's Faith" we get this gem of an exchange:
100-->'''Jenny''': Faith can move mountains. That's what it's all about.\
101'''John''': You're trying to move a mountain?
102* Rob a place and John might randomly shout "TAXMAN'S HERE!"
103** "I GUESS THIS MAKES ME A GUNMAN!" After slaughtering dozens.
104* The game actually rewards VideoGameCrueltyPotential: kidnap a woman, hogtie her, put her on some railroad tracks, and let an incoming train smash her to bits. You'll get a trophy/achievement for this.
105* At the end of the mission "The Prodigal Son Returns (To Yale)", [=McDougal=] hugs John goodbye to which John's body language just says "Ugh."
106* If a thief attempts to steal your horse, you can simply whistle and the horse will throw the thief off and return to you.
107** Even funnier: The game rewards you with 50 honor for dismounting near a horse thief and letting them take your horse... at which point you're free to call your horse back to you without losing those 50 honor points.
108* Marston shouting at the victim of a cannibal: "You broke this poor fool's leg!"
109* While riding with Seth:
110--> '''Seth:''' (to himself) Have you looked in the cave, Seth? (In weird, feminine voice) ''No, it's very dark.''
111--> '''John:''' What did you say?
112--> '''Seth:''' I-I didn't say nothin'.
113--> '''John:''' I just heard you say something.
114--> '''Seth:''' You're a crazy man. You should get that head looked at.
115--> '''John:''' Seth, I need someone who can get a wagon inside Fort Mercer. I was told you could help me, but I'm not sure you even know what day it is.
116--> '''Seth:''' I don't. I can't even tell you what ''year'' it is.
117--> '''John:''' I knew this was a waste of time.
118* Your first meeting with Vicente de Santa and the Mexican government:
119--> '''De Santa:''' What do you want, gringo? What are you doing here? Have you heard, there's a war going on?
120--> '''Marston:''' My name is John Marston. I've been sent here to retrieve a couple of men. Can I speak to your commander?
121--> '''De Santa:''' You want to talk to ''my boss'', gringo?
122--> '''Marston:''' I guess.
123--> '''De Santa:''' Because I am not good enough for you?
124--> '''Marston:''' No, sir.
125--> '''De Santa:''' You think you're better than me? You come to my country, my poor little country, and you think you can be friends with ''the president?''
126--> '''Marston:''' No, sir. I am sorry, sir. Things must have come out wrong. Maybe you can help me?
127--> '''De Santa:''' You'll be sorry, friend... (starts laughing) Relax, amigo. Relax. (still laughing) I had you.
128--> '''Marston:''' Sure, somewhere between the threatening stare and the soldiers armed to the teeth, yeah, yeah you had me.
129--> '''De Santa:''' Welcome to Mexico, amigo!
130* This exchange between John and Irish:
131--> '''John:''' Now, Irish. That machine gun of yours don't work. I find that very upsetting, don't you?
132--> '''Irish:''' ''[[DeadpanSnarker Heartbreaking]].'' Which is why I was coming to see you when the drink got the better of me!
133* In your first mission in Mexico you will, among other things, be asked by Landon Ricketts to shoot some bottles to practice your aim. Next to this is a drunk man sitting and drinking from a bottle that you can also shoot (the bottle that is). Doing this will cause the man to shout in a very upset voice: ''"Pinche gringo de mierdaaa!"'' ("Fucking American piece of shit!")
134* A lot of Marston's taunts in Mexico are this, due to his limited Spanish vocabulary.
135** "JOHN. MARSTON! REMEMBER ''MI NOMBRE''!"
136** "I'M GONNA KILL ALL OF YOU! ''TODO''!"
137** "YOU'RE ALL GONNA BE ''MUERTO''!"
138** "You must be the ''pendejos'' I keep hearin' about!"
139* If you see a person taking a piss in the wilderness and go up close to him, he will understandably get mad and start yelling you out.
140* Sometimes perfect timing can make for some hilarious scenarios, for example if you have a nun walk up and honour you while you have a tied prostitute on the horse, or have citizens run to you for help while you're close to the train tracks, causing them to get hit by the train and explode into gibs.
141* GameplayAndStorySegregation kicks in when you can spend the entire game having John shoot hundreds of animals and he then tells his son Jack in one of the final missions to "Only kill what you need."
142* Take a stagecoach drive and it can be funny to hear John's verbal outbursts if you ask the driver to go faster ("HURRY THE HELL UP") or slower ("I NEED TO GET OFF!"). Another gem is "WHY ARE WE MOVING SO DAMN SLOW?!"
143* A small one, but when John is helping West Dickens with selling elixirs to a crowd, the former has John drink one and then asks him if it worked. John's line and the way he delivers is pretty funny.
144--> '''West Dickens:''' Your eyesight is greatly improved, is it not?
145--> '''John:''' ''[beat]'' If you say so.
146** In the gameplay preview version, John simply responds with a deadpan "Yep."
147** West Dickens calls out to his prospective customers to come see his demonstration, but apparently lost track of exactly where he's selling and it takes him a moment to remember that it's Cholla Springs. The way he delivers it makes you half-expect him to pull out a little notecard with the town's name on it to remind him.
148* The glorious meeting of Abigail Marston and Bonnie [=MacFarlane=] in "Old Friends, New Problems".
149* Jack telling [[UnwittingInstigatorOfDoom Emily Ross]] that she wouldn’t have to worry about him or her husband qualifies as BlackComedy.
150--> '''Jack:''' I sure will ma’am, and don’t worry about a thing. I’m sure your husband will be ''[[BlatantLies just fine.]] ''

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