!!Both Versions
* To start with, the premise alone is creative as hell - two insurance agents are sent out to track down "[[WalkingDisasterArea The Humanoid Typhoon]]" and verify that [[RealityEnsues the claims they've been getting are indeed the result of his actions]]. And when they meet him, [[CrouchingMoronHiddenBadass he fails to live up to the hype]] so badly that Meryl literally can't believe it.
* In "Hard Puncher" (Chapter 1/Episode 5), Vash is seemingly taken down, complete with blood on the floor. The looks on the mercenaries' faces when he calmly plugs the gun of one with his finger before appearing behind the rest with a jovial smile is absolutely hilarious.
** And immediately topped by him nailing each of them ''twice'' with a child's dart-gun when he's threatened... before saying "It's okay, shoot if you want - try your luck!" Then he reveals that the thugs used up their ammunition in the initial BlastOut. How did he know?
--->'''Vash''': "I counted."
* When Meryl tries to talk down the citizens of Inepril City with her megaphone (Ch.2/Ep.5). She's insanely loud but everyone just ignores her, and she has no idea until she gets shot at.
** Honestly, any time Meryl is onscreen during the Inepril episodes/chapters is comedy gold.
* Whenever Milly gets drunk, like at the beginning of Chapter 4 (Episode 6):
-->'''Milly:''' ''[-(7/8 unconscious)-]'' "I DISAGREE!! I can handle it! I am unique! I have a separate special stomach just for cake and ice cream!"
* When Milly thinks she's outwitted Vash by slipping a tracker into his food (Ch.4/Ep.20):
-->''[-(they follow the signal to under the table where Kuroneko-sama is eating the sandwich)-]''\\
'''Kuroneko-sama:''' Nyao~!\\
'''Milly:''' "Oh my god! He transformed into a cat!"
* At the end of "Little Arcadia" (Ch.10-12/Ep.14) Vash secretly saves everyone by pulling off a trick shot Meryl couldn't make – he had a good angle, she didn't… then [[BreakingTheFourthWall complains that it's the only screentime he's gotten all episode]].
* This bit of insanity from "Diablo" (Ch.13/Ep.12):
-->'''Vash''': THE DEADLY DODGEBALL HEAD! A simple technique to hold the ball in place with INTENSE SUCTION! [[DontTryThisAtHome Try this at home, kids]]!
** Pity a nasty case of MoodWhiplash happens literally the very next page (30 seconds later).
* Chapter 16/Episode 13, where Meryl and Milly walk in on Vash after he gets out of the shower, isn't funny by itself – it's actually rather disturbing – but Vash's "Kyaaa!!!" reaction destroys the drama.
* The battle with E.G. Mine in both versions (Chapter & Episode 16) is so pathetic it's funny. At least in the anime he got to actually fire his spikes; the manga didn't even give him that little dignity.
* Episode 19 / ''[=TriMax=]'' Chapter 1 -- The famous "Genocide Song":
-->'''Vash''': ''[-(singing)-]'' "Total slaughter... total slaughter... I won't leave a single man alive... la dee da dee daa... genocide... la dee da dee daa... an ocean of blood... let's begin the killing time."\\
'''Thug 1''': "He's... singing?"\\
'''Thug 2''': "What horrible lyrics!"\\
'''BigBad''': "Stay right where you are. He's just trying to scare you."\\
'''Vash''': ''(sighs)'' "I knew it wouldn't work."

* Nightow's {{omake}}s are hilarious. So are his gag covers (thankfully preserved in the 2003 Dark Horse release); Wolfwood is invariably paired with a blow-up doll.
* In one chapter, Wolfwood looked like he was dying, and Vash was all like "DOOOOOOON'T DIIIIIIIEEEEEEE!" and Wolfwood was stating that he was only going to sleep.
** Kinda HarsherInHindsight when you consider what happens to Wolfwood later.
* Wolfwood talking about how delicious the noodles he's eating are, then pulling a long-suffering face when he hears onlookers yelling about Vash fighting.
* The way Gray The Nine-Lives is finally taken out in the manga: [[spoiler:He's crushed by a chunk of ceiling Meryl and Milly are sitting on top of.]]
* The BigLippedAlligatorMoment with the ScaryBlackMan giving Vash the final coin and asking whether they prefer fish or clams.
* [[http://mangafox.me/manga/trigun_maximum/vXX/c102/23.html The manga-only revelation that Meryl and Millie now work for a broadcasting agency.]]

* Vash's EstablishingCharacterMoment in the very first episode -- He reacts to gunmen destroying the bar he's drinking in by leveling his gun at them. Cool, right? Well, a few minutes later we see what really happened… He pulls the trigger several times getting nothing but clicks, opens the cylinder to see he forgot to load it, screams like a little girl, and runs away as the bandits fire at him.
** At the end of that episode, [[MonsterOfTheWeek Descartes]] tosses his big-ass boomerang. Vash leaps over the weapon and sabotages the retraction mechanism so that it will wrap around Descartes and squeeze him into submission.
--->'''Vash''': ''(makes a CatSmile)'' "Dangerous toys are fun but you could get hurt!"
* During the first few episodes, Vash makes this exaggerated bishōnen face whenever he's around a girl he finds attractive. It wouldn't be ''that'' funny, except for the fact that it's so ridiculously over the top and comes out of literally nowhere.
* Episode 2 gives us Vash's BishieSparkle.
-->''[-(Vash starts flexing his muscles like Creator/ArnoldSchwarzenegger)-]''\\
'''Vash:''' [[BlatantLies "The man who will slaughter the innocent!]] Does the most evil of evil deeds with a price of sixty billion double-dollars on his head! YES I AM THAT MAN!"
** Also, Ladies and Gentlemen, the single most epic ShipTease of all time:
--->'''Vash''': ''[-(pointing his hand like a gun at the woman he's guarding)-]'' "I'm known for my bullets never missing their mark! [[TheCasanova Especially if it's the heart of a beautiful lady]]. …BANG!!"\\
''[-(Meryl suddenly grabs her chest as though she just got shot, and lets out an extremely melodramatic scream)-]''
* The episode with the drunken gunsmith. The end with Vash and the barkeeper.
''[-(bartender bonks him over the head with a beer pitcher)-]''\\
'''Vash''': "I mean ''please'' fill 'er up, Miss, if you wouldn't mind."\\
'''Barkeep''': "That's better."
** Later in that same episode:
-->'''Vash''' [-(who's drunk off his gourd)-]: "Gimme...gimme back mah gun grandma..."\\
''[-(she tosses his gun at him from offscreen; it smacks him in the face with a nice *THWACK!*)-]''\\
'''Frank:''' "What happened, brother?"\\
'''Vash:''' "I dunno, my head just started to hurt."
** [[PlayingDrunk And he still]] [[ObfuscatingStupidity catches his gun!]]
* How Vash introduces himself to Wolfwood in Episode 9.
-->'''Vash''': "I am known as [[OverlyLongName Valentinez Alkalinella Xifax Sicidabohertz Gumbigobilla Blue Stradivari Talentrent Pierre Andrei Charton-Haymoss Ivanovicci Baldeus George Doitzel Kaiser III]]! Don't hesitate to call."
** Made even funnier when Milly interjects...
--->'''Milly:''' "What are you talking about, Mr. Vash the Stampede?"\\
'''Vash:''' *{{beat}}* "I HATE IT WHEN YOU CALL ME BY MY FULL NAME!!!"
* Brad's reaction in Episode 20 when Jessica shows up and she glomps Vash instead of him.
** The brief flashback where he confesses to her but she insists she's marrying Vash – whom, let the record show, she had not seen since she was ~6. It's animated in a completely different style that just makes it funny.
* A couple of {{Narm}}y moments…
** Wolfwood [[spoiler:killing Leonof the Puppetmaster]] shouldn't be hilarious[[labelnote:*]] (and when [[spoiler:Leonof]] dies in the manga, by his own hand, it's quite sad)[[/labelnote]]. But his yell of "YOU LUNATIC!" and the explosion knocking him off his perch is, if unintentionally, hilarious.
** YMMV, but [[https://www.youtube.com/watch?v=4Z2vFpcc_-8 the flashback where Vash confronts Knives]] (the English version, at least) - even in the [[GrandFinale context of the episode,]] it's more than a bit {{Narm}}y.
--->"My leg. My leg, it hurts, why?" ''(Because there's a massive hole in it, you tit.)''
* Most of the bar scene in ''[[TheMovie Badlands Rumble]]'', especially the part where Vash manages to steal the bullets out of everyone's guns without them noticing, and drunk Meryl.