[[foldercontrol]]
[[folder:Anime and Manga]]
->''"Floki! Why don't you ask King Sweyn a question for me? Ask him if it's so fun always being the winner!"''
-->-- '''Thorkell the Tall''', ''Manga/VinlandSaga''
[[/folder]]

[[folder:Comic Strips]]
->'''Hobbes''': The thrill of the chase is so diminished when one's prey has little legs.
->'''Calvin''': ''(angrily)'' OH, I'M ''REAL'' SORRY!
-->-- ''ComicStrip/CalvinAndHobbes''

->''"With 200 snowballs at my immediate disposal, I have no opposition! My will is law! I am omnipotent! ''[two {{beat}} panels]'' How boring."''
-->-- '''Calvin''', ''ComicStrip/CalvinAndHobbes''
[[/folder]]

[[folder:Fan Works]]
->''"This is what I envisioned, but not what I truly wanted. I feel as if I am a child on Christmas morning. All of the presents have been opened and now I feel only disappointment that the excitement is over and done. Don't you see [[TheDragon Lucius]], for one such as I, it is not the crown or the glory of victory, but the blood and the battle. I am not like you, I cannot find satisfaction in being king."''
-->-- '''[[Franchise/HarryPotter Voldemort]]''', ''[[http://www.fanfiction.net/s/4196232/1/A-Friend-Named-Voldemort A Friend Named Voldemort]]''

->''"This was all fun and games, but even I was growing tired at how easy it was to have the great detective L in the palm of my hand. Seeing him powerless to stop me was a thrill; but like all thrills, it was losing its edge. Even having his name, the name I wanted so badly to know--was all nothing now that I knew it. I felt like it was game over. It was the same thing as beating the final boss in a video game and seeing the end cut scenes. It was not satisfying once the task was actually completed. Was the hunt truly over? I wanted to win, but did it have to be so quickly? I was hoping to play a tad longer."''
-->-- '''[[Manga/DeathNote Light Yagami]]''', ''{{Fanfic/Seigikan}}''
[[/folder]]

[[folder:Film -- Animation]]
->''"Wow! Y'know, I've just realized that I have devoted my entire adult life to putting you in jail. You are my '''purpose'''. Without you, who am I? [[SubvertedTrope Nah, I'm just kiddin'! This is the best moment of my LIFE!]] It's the end of the Bad Guys!"''
-->-- '''[[SympatheticInspectorAntagonist Chief Luggins]]''', ''WesternAnimation/TheBadGuys2022''

->''"[[Main/ThirdPersonPerson Francesco]] needs-a no strategy, it's very simple: You start the race, wait for Lightning [=McQueen=] to choke, pass him, then win. Francesco always-a wins. It's-a boring."''
-->-- '''Francesco Bernoulli''', ''WesternAnimation/Cars2''
[[/folder]]

[[folder:Film -- Live-Action]]
->''"I had a vision of a world without Batman. The mob ground out a little profit and the police tried to shut them down, one block at a time. And it was so... boring."''
-->-- '''[[Characters/BatmanTheJoker The Joker]]''', ''Film/TheDarkKnight''

->''"Damn. I've '''won.'''"''
-->-- '''[[LouisCypher Mr Nick]]''', ''Film/TheImaginariumOfDoctorParnassus''

->''"I WIN!!! ''[{{beat}}]'' I always win...''"
-->-- '''General Zod''', ''Film/SupermanII''

->''"There's something inherently disappointing about success."''
-->-- '''[[Creator/GilbertAndSullivan Gilbert]]''', ''Film/TopsyTurvy''
[[/folder]]

[[folder:Literature]]
->''"I swear to you, I was never so alive as when I was winning this throne, or so dead now that I've won it."''
-->--'''Robert Baratheon''', ''Literature/AGameOfThrones''

->''I had nine million four hundred and thirty-two thousand dollars in my Merrill Lynch account. Mostly in stocks, some bonds.\\
My TV show was doing fine, winning its time slot, although viewership in the critical demographic was falling off a little.\\
I had a girlfriend. She was a model/actress. She was not, shall we say, a genius. But she was beautiful and sweet and about a foot taller than me.\\
I had seven cars. A butler named Wetherbee. (Actually his name was [=McPherson=], but I liked the sound of "Wetherbee.") I had two maids. I had a time-share deal on a jet. I had the house in Santa Barbara, the ''pied-a-terre'' in New York and was looking at a little place in Tuscany.\\
So exactly why was I spending my time morphing to lobster in order to crawl along the bottom of my swimming pool?\\
I hadn't done the lobster morph in a long, long time. It seemed like a million years ago I'd used it to escape the Yeerks by hiding in a grocery store's fresh fish tank.\\
The days, man. Those were the days.''
-->--'''Marco''', ''Literature/{{Animorphs}}'', "The Beginning"
[[/folder]]

[[folder:Live-Action TV]]
->''"So honor the valiant who die 'neath your sword\\
But pity the warrior who slays all his foes''
-->-- '''''The Fall of Kang''''', ''Series/StarTrekDeepSpaceNine'', "[[Recap/StarTrekDeepSpaceNineS02E09SecondSight Second Sight]]"
[[/folder]]

[[folder:Music]]
->''"I'm so thrilled to finally be failing."''
-->-- ''Music/BarenakedLadies'', "Falling For the First Time"

->''Wars that are so fun you don't want to win''
->''Against the most hated: Cardinal Syn!''
-->-- ''[[Music/{{Gwar}} GWAR]]'', "Lust in Space"
[[/folder]]

[[folder:Radio]]
->''"[[EvenEvilHasLovedOnes Shan]]... everything feels so empty... so ''[[EvilIsEasy easy]]...''"''
-->--'''Davros''', AudioPlay/BigFinishDoctorWho: ''[[Recap/BigFinishDoctorWho048Davros Davros]]''
[[/folder]]

[[folder:Tabletop Games]]
->''"The entity known as the [[VoluntaryShapeshifting Changeling]] felt despondent, but that was expected. It happened every time one of his [[TheChessmaster labyrinthine schemes]] reached completion. This was, in part, the sweet melancholy felt at the end of a long and beloved labour, but also a growing frustration with the inevitable anti-climactic ending. After all, there was no-one in this realm with the wit to appreciate the intricate details or the elaborate inveiglements he had so expertly wrought. The Changeling had tried explaining it to mortals before, [[HumansAreMorons but so many of the subtleties were lost on them that the game became tedious]]."''
-->-- ''TabletopGame/Warhammer40000: Codex -- Chaos Daemons''

->''"Another flawless victory. Ah well. It almost makes one long for a loss, just to keep things interesting. Almost, but not quite..."''
-->-- '''Lady Aurelia Malys,''' ''TabletopGame/Warhammer40000: Codex -- Dark Eldar (5th Edition)''
[[/folder]]

[[folder:Video Games]]
->''"Another victory! I'm getting tired of these!"''
-->-- '''Banished Grunt''', ''VideoGame/HaloInfinite''

->''"This resistance was pitiful. Oh well. Not every battle can be one worth retelling."''
-->-- '''Ganondorf''', ''VideoGame/HyruleWarriors''

->''"Who would have ever imagined that [[FromNobodyToNightmare a sickly boy born in a prison would survive to become humanity's savior?]] I did. And now [[TheBadGuyWins the world is mine]]. So I say to all prisoners... '''[[SuddenlyShouting RISE]]! [[RousingSpeech Come out! Kill your wardens. Make slaves of your guards. Teach them the meaning of despair!]]''' We have no more prisons, no police, no [[KnightTemplar Regime]] left to fight...\\
''(sighs)'' [[ExplainExplainOhCrap No one left to fight]]... Any WorthyOpponent has already... fallen. [[GratuitousSpanish Dios]] [[MyGodWhatHaveIDone mío]]. Perhaps victory can be a prison. A possibility I never imagined..."''
-->--'''ComicBook/{{Bane}},''' ''VideoGame/Injustice2''

->'''Link:''' Gee, it sure is boring around here!\\
'''King:''' [[YouTubePoop Mah]] [[MemeticMutation boi]], [[https://www.youtube.com/watch?v=rvJpiCjVrw0 this peace is what all true warriors strive for!]]
-->-- ''[[VideoGame/TheLegendOfZeldaCDiGames Link: The Faces of Evil]]''

->''"I'd cut a lotta deals, but none spiffier than this. I spared [[TimeMaster Kronika]], and she gave up the [[{{MacGuffin}} Hourglass]]. The power to shape time and history to my liking? [[StoryBreakerPower Oh ho ho, fuck yeah]]. I [[MakeWrongWhatOnceWentRight set it up so that everything came up aces]]. Every [[GladiatorGames desire]], every [[{{Sadist}} wish]], every [[AllMenArePerverts whim]] I ever had? [[TheBadGuyWins Done and done]]. But I realized pretty quick I'd [[ChallengeSeeker sucked the fun out of things]]. Without [[BloodKnight a fight]], winning was worthless. Nah, the fun [[WantingIsBetterThanHaving wasn't in the having]]. It was in the getting. So I changed things up one more time. Now what I want is always just outta reach. I gotta earn it. I score lotsa wins, but not always. And when I do win... It's [[ArtifactOfDoom something to savor]]."''
-->--'''[[TheBogan Kano]]''''s Tower Ending, ''VideoGame/MortalKombat11''

->'''Emperor Nefarious''': That's it...? Where's the joy? The bliss? The ''murderous enlightenment''? Why don't I feel any different?\\
'''Dr. Nefarious''': Because you equated happiness with success, and now that you've achieved it, life is meaningless.
-->---''VideoGame/RatchetAndClankRiftApart''

->''The only problem is that I have no more problems.''
-->-- '''Mr. Mowz''', ''VideoGame/BookOfMarioThousandsOfDoors'' (a RecursiveTranslation of ''VideoGame/PaperMarioTheThousandYearDoor'')
[[/folder]]

[[folder:Web Animation]]
->'''Tucker:''' It looks like the Reds pulled out. Does that mean we win?\\
'''Church:''' I suppose so. Guess we have...two bases...in the middle of a box canyon.\\
'''Tucker:''' [[CallBack Whoop-dee-fuckin' doo.]]
-->--''WebAnimation/RedVsBlue''
[[/folder]]

[[folder:Webcomics]]
->''"Having overwhelming strength is pretty boring."''
-->-- '''[[ComicallyInvincibleHero Saitama]]''', ''Webcomic/OnePunchMan''
[[/folder]]

[[folder:Web Video]]
->'''Pip:''' Alright men, you know the drill. If it moves; it dies. If it dies; you move on. [[GrenadeLauncher Keep those grenades coming]]. [[MoreDakka keep the bullets raining]]. And most-importantly: have fun. I'm going to have a smoke.\\
'''Willingham:''' No offense sir, [[CasualDangerDialogue but you're being awfully casual about this.]] I mean, as casual as usual. But aren't we dealing with "Creator/BramStoker Meets [[{{VideoGame/Wolfenstein}} Castle Wolfenstein]]" shit here?\\
'''Pip''': Honestly Willingham, we were prepared for a full-on tactical assault. Instead we got [[ThoseWackyNazis a volley of Swastika-covered dipshits]] [[LeeroyJenkins running dick-first into enemy territory.]]\\
'''Willingham:''' Still kinda crazy though isn't it?\\
'''Pip:''' Oh, ''oui!'' If you told me two years ago when we were either starting or ending a war in The Middle East that we'd end up fighting [[{{Ghostapo}} Nazi Vampires]], I'd have kissed you full on the mouth. But now? All I feel is robbed.
-->-- ''WebVideo/HellsingUltimateAbridged''

->'''Mike:''' One of these days, you're gonna lose.\\
'''Brennan:''' I would welcome that day, because it would mean a return to [[EmptyShell feeling anything]].\\
'''Mike''': (''[[MoodWhiplash cheerfully]]'') Well, good! Maybe today will be that day!
-->-- ''[[Website/CollegeHumor Um, Actually]]''

->''It seems no one can defeat me\\
I weep, it's all so easy!''
-->-- '''UsefulNotes/AlexanderTheGreat''', ''WebVideo/EpicRapBattlesOfHistory'' (Alexander the Great vs. UsefulNotes/IvanTheTerrible)
[[/folder]]

[[folder:Western Animation]]
->''"When we finally caught you, I was expecting you'd put up more of a fight. Oh well...[[TropeNamers victory is boring]]."''
-->-- '''[[EmotionlessGirl Mai]]''', ''WesternAnimation/AvatarTheLastAirbender''

->''"[[AntagonistInMourning Without Batman, crime has no punchline.]]"''
-->-- '''[[Characters/BatmanTheJoker The Joker]]''', ''WesternAnimation/BatmanTheAnimatedSeries'', "[[Recap/BatmanTheAnimatedSeriesE51TheManWhoKilledBatman The Man Who Killed Batman]]"
[[/folder]]

[[folder:Other]]
->''"May all your dreams ''but one'' come true, for what is life without dreams?"''
-->-- '''David Gemmell'''

->''"The only real surprise was that the Oscar messes didn’t find a way to nominate Creator/MerylStreep for something. I expected to hear the words, 'And for Best Actress, the nominees are Meryl Streep for um, err, being Meryl Streep.' I guess Meryl Streep has this year off and is letting the lessers have their little fun."''
-->--'''[[http://dlisted.com/2016/01/14/the-oscar-nominations-really-brought-the-surprises-this-year/#more-201583 Michael K.,]]''' "The Oscar Nominations Really Brought The Surprises This Year!!!!!!! (And I mean the direct opposite of that)"

->''"We seek rest in a struggle against some obstacles. And when we have overcome these, rest proves unbearable because of the boredom it produces."''
-->-- '''Blaise Pascal''', ''Pensées''

->''"It reminds me of the time my dog ''actually'' caught a squirrel, after all those years of trying... He looked sad. Like he'd ruined something for himself."''
-->-- '''Creator/JonStewart'''

->''"We will have so much winning if I get elected, you may get bored with winning!"''
-->-- '''Creator/DonaldTrump'''

->''"I achieve my goals\\
So unfazed am I\\
As my life unscrolls\\
Unamazed am I\\
Winning is a job\\
And I get no real enjoyment''
-->-- '''Marcy Park''', ''Theatre/The25thAnnualPutnamCountySpellingBee'', "I Speak Six Languages''
[[/folder]]
----