* Episode 7. Man, is it funny to see Orochimaru being wacky and trying to speak English.
-->'''Orochimaru:''' Yes! I'm a tourist, okay?
* Chapter 27 is about the Akatsuki members going on summer vacation. It's as hilarious as it sounds.
* Episode 25 of the anime, where Lee thinks that the writers are changing the show from an action comedy into a romantic drama. A romantic drama skit starts, starring Lee, Neji, Tenten and Naruto...only for it to abruptly end because Lee admits that he's never watched a romantic drama so he has no idea what to do.
* Sasuke copying Lee's Sexy Swimsuit Jutsu via Sharingan, much to his horror.
** It's even funnier in the anime, where Neji somehow gets roped into it too. And then it's lampshaded that Neji's Sexy Swimsuit Jutsu is anime-only.
* Naruto and Lee trying to act like one another in the FreakyFridayFlip episode. You know it's a lost cause when the reason why Tenten and Neji wonder if anything has happened to "Lee" is because "Lee" is ''walking normally''.
-->'''Naruto''' [in Lee's body]: ''What kind of life does this guy normally live?!''
** Lee in Naruto's body is just a goldmine of hilarity. He uses a Transformation Jutsu to change into a {{Bishonen}} version of himself, much to the bewilderment of Naruto.
--->'''Naruto''': ''Who is '''THAT''' supposed to be?!''
** He then creates a new technique Monroe Jutsu...which is just him transforming into Sakura to use a MarilynManeuver.
** He also praises Guy by saying that he'd beat Kakashi hands down in a ramen speed-eating contest and that he's better than everyone, much to the surprise of the former and the ''absolute horror'' of the latter.
--->'''Kakashi:''' ''I've really fallen from grace recently...''
* Flying Weapons: Breast Hammer!
* Lee trying to make a point about White Day via a skit, only for the skit to be [[{{Metaphorgotten}} so unrelated]] that even he's not sure what point he's trying to make.
-->'''Lee:''' Wait, what was I talking about again?
* In Chapter 19.5, the promo for ''Naruto SD Powerful Shippūden'', the [[OhCrap expression]] on Deva Path's face when Naruto unveiled his Nine-Tails Chakra Mode was priceless.
--> '''Pain''': Eh!? What is that?! You never used that on me!!
* Chapter 22. The potential of a ninja scroll that causes LoveAtFirstSight going missing is funny enough, but the reason for it? Shizune [[BlatantLies "misplaced"]] it.
--> '''Shizune:''' Last night, I was filing away the scrolls but I accidentally...\\
'''Tsunade:''' Shizune...you've turned 31 and still aren't married, so you planned on using the jutsu in the scroll to land yourself a husband didn't you?\\
'''Shizune:''' N...no you've got it all wrong! Isn't that something you would do? [[DiggingYourselfDeeper Like being over fifty and using a jutsu to make yourself look younger...]]
-->'''Tsunade:''' '''''What was that?!!!'''''
** Tenten under the effects of the scroll is a sight to behold. She can only see Lee in a shojo filter...even when he attempts to do a sexy jutsu, marking the only time it's actually worked!
** Naturally with a chapter having to do with love, Neji's [[KissingCousins suspicious over-protectiveness]] over Hinata is taken to its logical conclusion. Once he gets possession of the scroll, Hinata is of course the first person he sees and he actually short-circuits like Hinata does when she sees Naruto, much to her shock.
--->'''Neji:''' Princess Hinataaaaaa!\\
'''Naruto:''' Cool your jets, Neji!\\
'''Sakura:''' Hinata, princess of what?!
** The love scroll causes a lot of people to act hilariously out of character, but Sai? When he falls for Sakura due to the scroll's effect, he takes an unexpectedly in-character, yet still...interesting approach to woo her.
--->'''Sai:''' The face doesn't matter as long as the body's rockin'.\\
'''Sakura:''' .....SHANNAROOO!\\
'''Naruto:''' Sai, your personality didn't change at all!
* In Part 1 of Episode 51, Sasuke's Kirin originally appears as it usually does the first time he uses it... and then appears as a talking giraffe during subsequent uses.
* Pretty much everything about Chapter 32 in the manga, an obvious parody of Naruto HighSchoolAU fanfics:
** Naruto's introduced as the new transfer student and states that he wishes to be the top gang-leader of the school. Then Lee comes in as ''another'' gang-leader transfer student...
--->'''Naruto:''' We don't need two gang-leader transfer students in one day!\\
'''Lee:''' That's so unfair!! I wanted to be the gang-leader character!!
** Both Lee and Naruto try to initiate a CrashIntoHello with Sakura. At break-neck speed. It's as if they took a page out of [[Manga/LoveLab Maki Natsuo]]'s book.
--->''Round the corner and BAM!''
** Sasuke trying to act cool despite stepping in dog shit.
** Hinata gets the courage to tell Naruto how she feels.
--->'''Hinata:''' P-Please take this! ''[hands Naruto a letter]''\\
'''Naruto:''' Hinata... could this be... I see... I think I understand how you feel...\\
'''Hinata:''' Eh! Th... then...\\
'''Naruto:''' Yeah... ''Bring it on!''\\
'''Hinata:''' ''No, Naruto, this is a love letter!''
** Neji as the Student Council President. He deals out reasonable punishments to Naruto for breaking the school rules, but the last one...
--->'''Neji:''' And this, by far is the most unforgivable... ''write "I will always and graciously accept letters from the beautiful and refined Hinata-sama" '''one million times!'''''\\
'''Naruto:''' ''Is that even a school rule?!''
** Playing soccer causes all of the guys (and ''Akamaru'') to develop some tall and disturbingly well-toned legs while still keeping their super-deformed upper body.
--->'''Tenten:''' '''''That's''' all they did?!''
* Lee somehow getting the ''entire Hyuuga clan'' to do a Harem Jutsu... with most of them ''liking'' it, much to poor Neji's bewilderment.
-->'''Neji:''' ''Is this the dawn of new age for the Hyuuga Clan?!''
** In the same chapter, we have Hanabi demonstrating the strongest technique that she learned from Hiashi... which is just combining the Eight Trigrams with Hiashi's stinky socks.
* Tenten's stint of acting as Tsunade in chapter 36. It was almost as if Tsunade ''wanted'' people to notice that she's gone. While her first two appointments she has to do for Tsunade are funny in their own right, her last appointment takes the cake. The appointment? Meeting up with Jiraiya and Orochimaru ''for lunch''.
** Orochimaru's outrage to why "Tsunade" wasn't affected after he spiked the alcohol with a drug.
--->'''"Tsunade":''' I'm 17, so I can't drink alcohol yet!\\
'''Orochimaru:''' ''Actually you're pushing fifty there, Grandma!''
* Sakura's father gets Lee and Naruto so worked up over Sakura going on a date with Sasuke that the former activates his [[SuperMode Fifth Gate]] and the latter goes into his [[SuperPoweredEvilSide Jinchūriki Mode]].
* Chapter 36 has Neji and Lee trying to retrieve the newly published "Icha-Icha Dream" novel for Kakashi.
* The entirety of the Game of Life expy that the adults play in Episode 40-A is one, due to how increasingly "ultra-serious" the event spaces get.
-->'''Tenten:''' ''The themes are getting '''way''' too heavy!''
* Chapter 20: Jiraya, Naruto, Rock Lee, Neji and Konohamaru defeat Tsunade's anti-peeping squad of Kakashi, Iruka and Ebisu and enter the hot springs to peep... And this happens.
** They then try the Sexy no Jutsu. Orochimaru's face is priceless... As their reaction when they realize [[NoSell he's immune]].
** Sai showing up just to call Orochimaru "Orochimydick".
** Rasenboobs.
* In the chapter where Lee and Tenten go back in time, their confrontation with Team Minato results in this gem.
-->'''Obito:''' Did I make it, Kakashi?\\
'''Kakashi:''' No, you're totally frickin' late, Obito!\\
'''Lee:''' ''[puts Obito in a crab leg lock]'' Don't ask me why... [[TheHeavy Somehow I just get the feeling we'll all be a lot better off if I get rid of this one while I can!]]
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