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Moving to the bottom as it's breaking up the indentation. Not familiar enough with these works to be able to expand just yet sadly


%% ** Rasconza, the scene-stealing [[TheStarscream Starscream]] in ''Pearls of Lutra'', ''especially'' when compared to the foppish and hilariously inept Ublaz Mad Eyes.



%% ** Rasconza, the scene-stealing [[TheStarscream Starscream]] in ''Pearls of Lutra'', ''especially'' when compared to the foppish and hilariously inept Ublaz Mad Eyes.



%% ** Say what you will about the [[OurDemonsAreDifferent demons]] and the [[TheClan Bloody Talons]]...there is no denying that they are ''awesome''.


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%%** Say what you will about the [[OurDemonsAreDifferent demons]] and the [[TheClan Bloody Talons]]...there is no denying that they are ''awesome''.

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* ''Literature/AnnoDracula'':
** {{Dracula}}'s return in ''Johnny Alucard''. He saunters in and takes back his title of King of Vampires by effortlessly crushing his rivals, laughs off an assassination attempt, gets his entire entourage back and does it all while dressed in a stylish suit.
** Princess Christina Light is a [[TheVamp seductive]], [[TheChessmaster intelligent]] vampire with cool light-based powers who manages to both outpower and outsmart her foes. She even comes close to gaining godhood.
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* ''Literature/GoodOmens':

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* ''Literature/GoodOmens':''Literature/GoodOmens'':
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** The Demon Crowley tries to invoke it as well, with his CoolShades, expensive black CoolCar, fashionable apartment, an attitude ' so laid back you could put a carpet on it' and [[ChainOfHarm modernized approach to spreading sin]]. However, it's clear that he's not nearly as [[NobleDemon evil]] or as [[BrokenAce cool]] as he likes to act.

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** The Demon Crowley tries to invoke it as well, with his CoolShades, expensive black CoolCar, fashionable apartment, an attitude ' so laid back you could put a carpet on it' and [[ChainOfHarm [[TheChainOfHarm modernized approach to spreading sin]]. However, it's clear that he's not nearly as [[NobleDemon evil]] or as [[BrokenAce cool]] as he likes to act.

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%% ** And Crowley


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** The Demon Crowley tries to invoke it as well, with his CoolShades, expensive black CoolCar, fashionable apartment, an attitude ' so laid back you could put a carpet on it' and [[ChainOfHarm modernized approach to spreading sin]]. However, it's clear that he's not nearly as [[NobleDemon evil]] or as [[BrokenAce cool]] as he likes to act.
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* ''Literature/TheVillainsSeries'':
** [[VillainProtagonist Victor Vale]] is an expert planner and mastermind who wears cool, black clothes and has an calm, eerily polite demeanor. Victor also has the amazingly terrifying ability to induce pain in his opponents and is a true OneManArmy.
** [[KnightTemplar Eli Cardale]] is a religious SerialKiller dedicated to wiping out other people with abilities (EO's) but he also is very charismatic and can snark very well. Eli's power to heal any injury makes him near unstoppable and virtually immortal.
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%% * Literature/{{Discworld}} has some examples, including [[Discworld/WitchesAbroad Lady Lilith]], [[Discworld/{{Hogfather}} Mr. Teatime]], [[Discworld/NightWatch Carcer Dun]] and [[MurderInc the entire Assassins' Guild]].

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%% * Literature/{{Discworld}} has some examples, including [[Discworld/WitchesAbroad [[Literature/WitchesAbroad Lady Lilith]], [[Discworld/{{Hogfather}} [[Literature/{{Hogfather}} Mr. Teatime]], [[Discworld/NightWatch [[Literature/NightWatchDiscworld Carcer Dun]] and [[MurderInc the entire Assassins' Guild]].
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One of the most renowned bad guys is [[TheDragon Gohvis]], aka [[RedBaron The Monster of the East]], aka [[TheDreaded The Black Scourge]]. One of the feats he is known for is [[PersonOfMassDestruction punching a volcano and making it erupt]].

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** One of the most renowned bad guys is [[TheDragon Gohvis]], aka [[RedBaron The Monster of the East]], aka [[TheDreaded The Black Scourge]]. One of the feats he is known for is [[PersonOfMassDestruction punching a volcano and making it erupt]].

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* In ''[[Literature/TheZombieKnight The Zombie Knight Saga]]'', one of the most renowned bad guys is [[TheDragon Gohvis]], aka [[RedBaron The Monster of the East]], aka [[TheDreaded The Black Scourge]]. One of the feats he is known for is [[PersonOfMassDestruction punching a volcano and making it erupt]].

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* In ''[[Literature/TheZombieKnight The Zombie Knight Saga]]'', one Saga]]'':
One
of the most renowned bad guys is [[TheDragon Gohvis]], aka [[RedBaron The Monster of the East]], aka [[TheDreaded The Black Scourge]]. One of the feats he is known for is [[PersonOfMassDestruction punching a volcano and making it erupt]].



** However, as of writing this, [[spoiler:it is still somewhat in question as to whether Gohvis truly is evil or not]].



* ''Literature/NightfallSeries'': Myra struggles with this when she arrives in the Palace. All vampires she meets are undeniably evil, but for the first time she has access to theater, opera, balls, and huge libraries.
* Averted in ''Literature/ProtectorOfTheSmall'', quite deliberately. Kel is disappointed that [[EvilGenius Blayce]] is ''not'' some grand wizard, and instead, just a short and ugly wimp. [[TheBrute His muscle]] isn't too impressive either.
* Subverted in ''Literature/TheScrewtapeLetters''. Devils are bureaucratic, cranky, selfish killjoys who actively try and reduce the pleasure sinning gives people. Of course, they have an ''interest'' in making sin look cool, but in the end the "creature" will sin more and more while enjoying it less and less.
** Creator/CSLewis appears to have been very well aware of what happened to Milton and to have deliberately gone out of his way to avoid it; in much of his fiction, the good guys are ''far'' cooler than the evil ones, who are almost universally shallow and petty. In ''Literature/{{Perelandra}}'', for example, Satan is depicted as being perfectly willing to sit around saying Ransom's name over and over again until he finally asks what Satan wants, and then saying "Nothing." For days on end.

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* ''Literature/NightfallSeries'': Myra struggles with this when she arrives in the Palace. All vampires she meets are undeniably evil, but for the first time she has access to theater, opera, balls, and huge libraries.
* Averted In-Universe in ''Literature/ProtectorOfTheSmall'', quite deliberately. Kel is disappointed that [[EvilGenius Blayce]] is ''not'' some grand wizard, and instead, just a short and ugly wimp. [[TheBrute His muscle]] isn't too impressive either.
* Subverted in ''Literature/TheScrewtapeLetters''. Devils are bureaucratic, cranky, selfish killjoys who actively try and reduce the pleasure sinning gives people. Of course, they have an ''interest'' in making sin look cool, but in the end the "creature" will sin more and more while enjoying it less and less.
** Creator/CSLewis appears to have been very well aware of what happened to Milton and to have deliberately gone out of his way to avoid it; in much of his fiction, the good guys are ''far'' cooler than the evil ones, who are almost universally shallow and petty. In ''Literature/{{Perelandra}}'', for example, Satan is depicted as being perfectly willing to sit around saying Ransom's name over and over again until he finally asks what Satan wants, and then saying "Nothing." For days on end.
either.



* [[Literature/InterviewWithTheVampire Lestat]].
* The (extremely fangirled) [[WhiteHairBlackHeart white haired]] Pollution in Creator/TerryPratchett and Creator/NeilGaiman's book ''Literature/GoodOmens'' is VERY MUCH Evil Is Cool. And [[EvilIsSexy hot]].
** And Crowley

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%% * [[Literature/InterviewWithTheVampire Lestat]].
* ''Literature/GoodOmens':
**
The (extremely fangirled) [[WhiteHairBlackHeart white haired]] Pollution in Creator/TerryPratchett and Creator/NeilGaiman's book ''Literature/GoodOmens'' is VERY MUCH Evil Is Cool. And [[EvilIsSexy hot]].
%% ** And Crowley



* ''Literature/{{Dracula}}'': Although you wouldn't know it from reading the actual book, where he is hideous, disgusting, and creepy, Dracula is essentially responsible for the entire western world's vampire obsession.

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%% * ''Literature/{{Dracula}}'': Although you wouldn't know it from reading the actual book, where he is hideous, disgusting, and creepy, Dracula is essentially responsible for the entire western world's vampire obsession.



* Dante's ''Literature/TheDivineComedy'' is split up into three poems, detailing the narrator's journey through Hell, Purgatory, and Heaven. Guess which one is the best known. Similarly, while everyone knows about the SevenDeadlySins, not too many people are familiar with [[GoodCounterpart the Seven Cardinal Virtues]] (Humility, Generosity, Chastity, Meekness, Temperance, Brotherly Love, and Diligence).

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%% * Dante's ''Literature/TheDivineComedy'' is split up into three poems, detailing the narrator's journey through Hell, Purgatory, and Heaven. Guess which one is the best known. Similarly, while everyone knows about the SevenDeadlySins, not too many people are familiar with [[GoodCounterpart the Seven Cardinal Virtues]] (Humility, Generosity, Chastity, Meekness, Temperance, Brotherly Love, and Diligence).



** Rasconza, the scene-stealing [[TheStarscream Starscream]] in ''Pearls of Lutra'', ''especially'' when compared to the foppish and hilariously inept Ublaz Mad Eyes.

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%% ** Rasconza, the scene-stealing [[TheStarscream Starscream]] in ''Pearls of Lutra'', ''especially'' when compared to the foppish and hilariously inept Ublaz Mad Eyes.



* Although determining who is "evil" in ''Literature/ASongOfIceAndFire'' can get quite difficult, there are some characters who simply exude cool. [[EvilOverlord Tywin Lannister]], especially when he puts on his [[BlingOfWar golden lion battle armour]], his [[AntiHero son Jaime]], the [[WeirdTradeUnion Faceless Men]], the [[AlwaysChaoticEvil White Walkers]], [[CainAndAbel both Cleganes]], [[MagnificentBastard Petyr "Littlefinger" Baelish]], [[TheChessmaster Varys "the Spider"]], [[BadassBookworm Prince Rhaegar Targaryen]], [[NeverMessWithGranny Olenna "Queen of Thorns" Tyrell]], [[NobleTopEnforcer Kevan Lannister]], [[SoftSpokenSadist Roose Bolton]], and [[EmpoweredBadassNormal Euron "Crow's Eye" Greyjoy]].
** Gerold "Darkstar" Dayne on the other hand [[InvokedTrope tries very hard to invoke this]], but is [[TheScrappy not regarded as cool at all by the majority of the fans]], to MemeticLoser levels.
* Franchise/TolkiensLegendarium:
** Smaug from ''Literature/TheHobbit''. It helps that he's a badass dragon.
** Sauron and Saruman from ''Literature/TheLordOfTheRings'', plus the Nazgûl.
* Literature/{{Discworld}} has some examples, including [[Discworld/WitchesAbroad Lady Lilith]], [[Discworld/{{Hogfather}} Mr. Teatime]], [[Discworld/NightWatch Carcer Dun]] and [[MurderInc the entire Assassins' Guild]]. Subverted in that the coolest characters are generally considered to be [[DaChief Vimes]], [[NeverMessWithGranny Granny Weatherwax]] and [[MagnificentBastard Lord Vetinari]]. The first two are GoodIsNotNice and the last is at worst an AntiVillain.
* ''Literature/TheFirstDwarfKing'': Say what you will about the [[OurDemonsAreDifferent demons]] and the [[TheClan Bloody Talons]]...there is no denying that they are ''awesome''.

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%% * Although determining who is "evil" in ''Literature/ASongOfIceAndFire'' can get quite difficult, there are some characters who simply exude cool. [[EvilOverlord Tywin Lannister]], especially when he puts on his [[BlingOfWar golden lion battle armour]], his [[AntiHero son Jaime]], the [[WeirdTradeUnion Faceless Men]], the [[AlwaysChaoticEvil White Walkers]], [[CainAndAbel both Cleganes]], [[MagnificentBastard Petyr "Littlefinger" Baelish]], [[TheChessmaster Varys "the Spider"]], [[BadassBookworm Prince Rhaegar Targaryen]], [[NeverMessWithGranny Olenna "Queen of Thorns" Tyrell]], [[NobleTopEnforcer Kevan Lannister]], [[SoftSpokenSadist Roose Bolton]], and [[EmpoweredBadassNormal Euron "Crow's Eye" Greyjoy]].
** Gerold "Darkstar" Dayne on the other hand [[InvokedTrope tries very hard to invoke this]], but is [[TheScrappy not regarded as cool at all by the majority of the fans]], to MemeticLoser levels.
%% * Franchise/TolkiensLegendarium:
%% ** Smaug from ''Literature/TheHobbit''. It helps that he's a badass dragon.
%% ** Sauron and Saruman from ''Literature/TheLordOfTheRings'', plus the Nazgûl.
%% * Literature/{{Discworld}} has some examples, including [[Discworld/WitchesAbroad Lady Lilith]], [[Discworld/{{Hogfather}} Mr. Teatime]], [[Discworld/NightWatch Carcer Dun]] and [[MurderInc the entire Assassins' Guild]]. Subverted in that the coolest characters are generally considered to be [[DaChief Vimes]], [[NeverMessWithGranny Granny Weatherwax]] and [[MagnificentBastard Lord Vetinari]]. The first two are GoodIsNotNice and the last is at worst an AntiVillain.\n
* ''Literature/TheFirstDwarfKing'': ''Literature/TheFirstDwarfKing'':
%% **
Say what you will about the [[OurDemonsAreDifferent demons]] and the [[TheClan Bloody Talons]]...there is no denying that they are ''awesome''.



* A lot of the villains in ''Literature/WarriorCats'' have large followings due to their cool looks and villainous personalities. Mapleshade, Tigerstar, and Scourge are the main examples.

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%% * A lot of the villains in ''Literature/WarriorCats'' have large followings due to their cool looks and villainous personalities. Mapleshade, Tigerstar, and Scourge are the main examples.

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* Among the ''Literature/{{Redwall}}'' fandom, the AlwaysChaoticEvil vermin tend to be more well-liked than the AlwaysLawfulGood woodlanders.

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* Among the ''Literature/{{Redwall}}'' fandom, many of the AlwaysChaoticEvil vermin tend villains in the series range from HateSink types to just plain old scrappies, but some do earn their stripes:
** Cluny the Scourge, the OG BigBad. Unlike most that came after, Cluny is both a cunning strategist and a vicious warrior who's not afraid to get his paws dirty, giving Matthias one heck of a climactic duel. He also remains a credible threat all the way through and remains the only one to have conquered Redwall in any way, shape or form, showing that his fearsome reputation is well-earned.
** Plugg Firetail, often agreed
to be one of the few redeemable characters from the widely-loathed ''Triss'', stands apart from the ineffectual BigBad Princess Kurda as a charismatic and cool-looking fox who also holds the unique distinction of being one of the very few BenevolentBoss-types in the series. [[spoiler:Makes it doubly painful he's killed off in an anticlimactic manner, with even his own crew mourning him.]]
** Ferahgo the Assassin, BigBad of ''Salamandastron'', is one of the most effective, brilliant, and stylish villains in the entire series, effortlessly evading his treacherous minions' attempts to kill him after he's been horribly burned alive and killing them without ever breaking his stride. [[spoiler:His death counts, too; Ferahgo faces down a ''Bloodwrath-afflicted Badger Lord barrelling straight towards him'' and manages to slay him in a MutualKill in the story's climax.]]
** Rasconza, the scene-stealing [[TheStarscream Starscream]] in ''Pearls of Lutra'', ''especially'' when compared to the foppish and hilariously inept Ublaz Mad Eyes.
** Zwilt the Shade from ''The Sable Quean'', is one of the most fondly remembered villains of the series' later run for being a cool, cunning sable who also manages to put up a legitimate fight in comparison to the legion of villains in the series who serve as an AntiClimaxBoss (or suffer DeathByFallingOver -- [[spoiler:including the titular Sable Quean herself, who tries and falls on her own poisoned dagger.)]]
** Slagar the Cruel qualifies
more well-liked than under LoveToHate in the AlwaysLawfulGood woodlanders.book version of ''Mattimeo''--he's one of the most cunning villains in the series, but that still leaves him a high-functioning SmugSnake at best--but the animated TV series has him voiced by ''Tim Curry'', injecting the character with his natural charisma and making for one hell of a memorable villain for the second season.
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* ''Literature/TheDresdenFiles'': The series has quite a few badass and charismatic villains:
** [[TheDon "Gentleman Johnny" Marcone]] is the ruling Mob boss of Chicago who brought Chicago's underworld under his control through sheer determination and intelligent planning. Hes also a BadassNormal whose shown to be able to go toe-to-toe with supernatural foes and is an AffablyEvil NobleDemon on top of that.
** [[DarkActionGirl Lara Raith]] is the true leader of the White Court after having usurped her father. She mixes being an intelligent and charismatic foe with genuinely formidable fighting ability to the point of being able to decimate opponents.
** [[GodSaveUsFromTheQueen Mab, Queen of Darkness and Air]] is the ruler of the Winter Court and one of the most powerful beings in the Dresden-verse. Mab is very cunning and intelligent in her plans to the point where she is one of the few foes of Harry to actually outsmart him.
** [[TheChessmaster Nicodemus Acherlone]] is one of Harry's most vicious and crafty foes. Nicodemus is also a charismatic SoftSpokenSadist who is also really good at playing the XanatosSpeedChess. He is remorselessly evil but oddly compelling to read about.
** [[{{Necromancer}} Cowl]] is Harry's EvilCounterpart and a WickedCultured opponent. Cowl makes his debut by effortlessly flipping away a car that was sent to him and is very cool with all of his sophistication and [[TheChessmaster intelligence]].
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* Subverted in ''Literature/TheScrewtapeLetters''. Devils are bureaucratic, cranky, selfish killjoys who actively try and reduce the pleasure sinning gives people.

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* Subverted in ''Literature/TheScrewtapeLetters''. Devils are bureaucratic, cranky, selfish killjoys who actively try and reduce the pleasure sinning gives people. Of course, they have an ''interest'' in making sin look cool, but in the end the "creature" will sin more and more while enjoying it less and less.
Is there an issue? Send a MessageReason:
None


* [[BigBad Bobby Cross]] of ''Literature/GhostRoads'', despite being an irredeemable and thoroughly evil villain is extremely [[FauxAffablyEvil charismatic]] and [[TheCharmer charming]]. Bobby oozes style with much gusto and for an added bonus, Bobby has a classic and cool car which he drives around in for his plans.

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* [[BigBad Bobby Cross]] of ''Literature/GhostRoads'', despite being an irredeemable and thoroughly evil villain is extremely [[FauxAffablyEvil charismatic]] and [[TheCharmer charming]]. Bobby oozes style with much gusto and for an added bonus, Bobby has a classic and cool car which that he drives around in for his plans.



** The Lowry Cabal, from ''Tricks for Free'', for being a gang of [[EvilSorcerer evil sorcerers]] with a cool range of abilities and powers that prove them formidable opponents.
* ''Literature/{{Angelmaker}}'': [[DiabolicalMastermind Shem Shem Tsiem]] aka the Opium Khan is a sadistic monster but damn if he isn't still a total badass. Shem Shem Tsiem is wickedly intelligent, highly charismatic and to top it all off, hes perfectly fine with fighting toe to toe with someone just on his own.

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** The Lowry Cabal, from ''Tricks for Free'', for being a gang of [[EvilSorcerer evil sorcerers]] with a cool range of abilities and powers that prove them them, formidable opponents.
* ''Literature/{{Angelmaker}}'': [[DiabolicalMastermind Shem Shem Tsiem]] aka the Opium Khan is a sadistic monster but damn if he isn't still a total badass. Shem Shem Tsiem is wickedly intelligent, highly charismatic and to top it all off, hes he's perfectly fine with fighting toe to toe with someone just on his own.
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* ''Literature/{{Angelmaker}}'': [[DiabolcialMastermind Shem Shem Tsiem]] aka the Opium Khan is a sadistic monster but damn if he isn't still a total badass. Shem Shem Tsiem is wickedly intelligent, highly charismatic and to top it all off, hes perfectly fine with fighting toe to toe with someone just on his own.

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* ''Literature/{{Angelmaker}}'': [[DiabolcialMastermind [[DiabolicalMastermind Shem Shem Tsiem]] aka the Opium Khan is a sadistic monster but damn if he isn't still a total badass. Shem Shem Tsiem is wickedly intelligent, highly charismatic and to top it all off, hes perfectly fine with fighting toe to toe with someone just on his own.
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* ''Literature/{{Angelmaker}}'': [[Diabolcial Mastermind Shem Shem Tsiem]] aka the Opium Khan is a sadistic monster but damn if he isn't still a total badass. Shem Shem Tsiem is wickedly intelligent, highly charismatic and to top it all off, hes perfectly fine with fighting toe to toe with someone just on his own.

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* ''Literature/{{Angelmaker}}'': [[Diabolcial Mastermind [[DiabolcialMastermind Shem Shem Tsiem]] aka the Opium Khan is a sadistic monster but damn if he isn't still a total badass. Shem Shem Tsiem is wickedly intelligent, highly charismatic and to top it all off, hes perfectly fine with fighting toe to toe with someone just on his own.
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* ''Literature/{{Angelmaker}}'': [[Diabolcial Mastermind Shem Shem Tsiem]] aka the Opium Khan is a sadistic monster but damn if he isn't still a total badass. Shem Shem Tsiem is wickedly intelligent, highly charismatic and to top it all off, hes perfectly fine with fighting toe to toe with someone just on his own.
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* Literature/{{Discworld}} has some examples, including [[Discworld/WitchesAbroad Lady Lilith]], [[Discworld/{{Hogfather}} Mr. Teatime]], and [[MurderInc the entire Assassins' Guild]]. Subverted in that the coolest characters are generally considered to be [[DaChief Vimes]], [[NeverMessWithGranny Granny Weatherwax]] and [[MagnificentBastard Lord Vetinari]]. The first two are GoodIsNotNice and the last is at worst an AntiVillain.

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* Literature/{{Discworld}} has some examples, including [[Discworld/WitchesAbroad Lady Lilith]], [[Discworld/{{Hogfather}} Mr. Teatime]], [[Discworld/NightWatch Carcer Dun]] and [[MurderInc the entire Assassins' Guild]]. Subverted in that the coolest characters are generally considered to be [[DaChief Vimes]], [[NeverMessWithGranny Granny Weatherwax]] and [[MagnificentBastard Lord Vetinari]]. The first two are GoodIsNotNice and the last is at worst an AntiVillain.
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* ''Literature/InCryptid'': A decent number of villains are able to achieve this by virtue of being badass but special mention goes to:
** [[spoiler:Cooper]], from ''Pocket Apocalypse'', due to being AffablyEvil, TheChessmaster as well as being an AwesomeAussie [[spoiler:werewolf]] and putting up a pretty good fight against Alex.
** Leo Cunningham, from ''Magic for Nothing'' of the Covenant of St. George because of his intelligence and bravery as well as being one of the more [[NobleDemon nobler antagonists]].
** The Lowry Cabal, from ''Tricks for Free'', for being a gang of [[EvilSorcerer evil sorcerers]] with a cool range of abilities and powers that prove them formidable opponents.
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* [[BigBad Bobby Cross]] of ''Literature/GhostRoads'', despite being an irredeemable and thoroughly evil villain is extremely [[FauxAffablyEvil charismatic]] and [[TheCharmer charming]]. Bobby oozes style with much gusto and for an added bonus, Bobby has a classic and cool car which he drives around in for his plans.

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--->'''Garovel''': ‘...You did hear the part about genocide and him being a member of Abolish, right?’
--->'''Hector''': ‘Oh, yeah... F--k, man, why couldn’t he be a good guy?’

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--->'''Garovel''': ‘...You did hear the part about genocide and him being a member of Abolish, right?’
--->'''Hector''':
right?’\\
'''Hector''':
‘Oh, yeah... F--k, man, why couldn’t he be a good guy?’



* Smaug from ''Literature/TheHobbit''. It helps that he's a badass dragon.
** Sauron and Saruman from ''Literature/LordOfTheRings'', plus the Nazgûl.

to:

* Franchise/TolkiensLegendarium:
**
Smaug from ''Literature/TheHobbit''. It helps that he's a badass dragon.
** Sauron and Saruman from ''Literature/LordOfTheRings'', ''Literature/TheLordOfTheRings'', plus the Nazgûl.
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None

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* A lot of the villains in ''Literature/WarriorCats'' have large followings due to their cool looks and villainous personalities. Mapleshade, Tigerstar, and Scourge are the main examples.
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Slightly meandering sentence. The tall poppy must etc.


* This has notoriously been the biggest problem with Creator/JohnMilton's ''Literature/ParadiseLost.'' Satan is, in fact, so much more interesting to read about than God or Christ (except when the latter [[KungFuJesus gets into His chariot]]) that Creator/WilliamBlake thought Milton was "of the Devil's party without knowing it." The immense MisaimedFandom hasn't helped. Even though what looked like it was going to be an awesome battle scene over Earth turned into Satan running away after realizing that ''he's not cool anymore'', which the sneering angels already knew, and the rest of the story after that shows him being humiliated worse until he wins with Eve and the narrative loses interest in him, for the most part. He's still falling the whole time. But who gets past the first couple of books, anyway?

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* This has notoriously been the biggest problem with Creator/JohnMilton's ''Literature/ParadiseLost.'' Satan is, in fact, so much more interesting to read about than God or Christ (except when the latter [[KungFuJesus gets into His chariot]]) that Creator/WilliamBlake thought Milton was "of the Devil's party without knowing it." The immense MisaimedFandom hasn't helped. Even though what looked like it was going to be an awesome battle scene over Earth turned into Satan running away after realizing that ''he's not cool anymore'', which the sneering angels already knew, and the rest of the story after that shows him being humiliated worse until he wins with Eve and Eve. From there the narrative loses interest in him, for the most part. He's still falling the whole time. But who gets past the first couple of books, anyway?
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* One of the most memorable characters in military science fiction ''Literature/{{Victoria}}'' is the honorable Nazi officer Captain Halsing, who is well-groomed, handsome, polite and generally AffablyEvil, as well as a sort of [[CulturedBadass existentialist amateur philosopher]] in a way that both defies Nazi stereotypes and plays them straight. He is also an elite light infantry operator, probably the story's single most competent and [[{{Determinator}} determined]] fighter, and further the only villain who gets to [[VillainHasAPoint argue somewhat effectively]] against the main characters' libertarian beliefs and (sort of) get away with it. He fights for a totalitarian fascist regime, and is totally unapologetic about it, but the guy himself is way cool.
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* In ''[[Literature/TheZombieKnight The Zombie Knight Saga]]'', one of the most renowned bad guys is [[TheDragon Gohvis]], aka [[TheRedBaron The Monster of the East]], aka [[TheDreaded The Black Scourge]]. One of the feats he is known for is [[PersonOfMassDestruction punching a volcano and making it erupt]].

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* In ''[[Literature/TheZombieKnight The Zombie Knight Saga]]'', one of the most renowned bad guys is [[TheDragon Gohvis]], aka [[TheRedBaron [[RedBaron The Monster of the East]], aka [[TheDreaded The Black Scourge]]. One of the feats he is known for is [[PersonOfMassDestruction punching a volcano and making it erupt]].
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* In [[Literature/TheZombieKnight The Zombie Knight Saga]], one of the most renowned bad guys is [[TheDragon Gohvis]], aka [[TheRedBaron The Monster of the East]], aka [[TheDreaded The Black Scourge]]. One of the feats he is known for is [[PersonOfMassDestruction punching a volcano and making it erupt]].

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* In [[Literature/TheZombieKnight ''[[Literature/TheZombieKnight The Zombie Knight Saga]], Saga]]'', one of the most renowned bad guys is [[TheDragon Gohvis]], aka [[TheRedBaron The Monster of the East]], aka [[TheDreaded The Black Scourge]]. One of the feats he is known for is [[PersonOfMassDestruction punching a volcano and making it erupt]].
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*In [[Literature/TheZombieKnight The Zombie Knight Saga]], one of the most renowned bad guys is [[TheDragon Gohvis]], aka [[TheRedBaron The Monster of the East]], aka [[TheDreaded The Black Scourge]]. One of the feats he is known for is [[PersonOfMassDestruction punching a volcano and making it erupt]].
** PlayedWith: When he hears about this, the [[ExtraOreDinary protagonist]] of the story remarks about how awesome it is, to which his [[DontFearTheReaper companion]] responds:
--->'''Garovel''': ‘...You did hear the part about genocide and him being a member of Abolish, right?’
--->'''Hector''': ‘Oh, yeah... F--k, man, why couldn’t he be a good guy?’
** However, as of writing this, [[spoiler:it is still somewhat in question as to whether Gohvis truly is evil or not]].
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* The (extremely fangirled) WhiteHairedAndBlackHearted Pollution in Creator/TerryPratchett and Creator/NeilGaiman's book ''Literature/GoodOmens'' is VERY MUCH Evil Is Cool. And [[EvilIsSexy hot]].

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* The (extremely fangirled) WhiteHairedAndBlackHearted [[WhiteHairBlackHeart white haired]] Pollution in Creator/TerryPratchett and Creator/NeilGaiman's book ''Literature/GoodOmens'' is VERY MUCH Evil Is Cool. And [[EvilIsSexy hot]].
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* [[InterviewWithAVampire Lestat]].

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* [[InterviewWithAVampire [[Literature/InterviewWithTheVampire Lestat]].
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* This has notoriously been the biggest problem with Creator/JohnMilton's ''Literature/ParadiseLost.'' Satan is, in fact, so much more interesting to read about than God or Christ (except when the latter [[KungFuJesus gets into His chariot]]) that Creator/WilliamBlake thought Milton was "of the Devil's party without knowing it." The immense MisaimedFandom hasn't helped. Even though what looked like was going to be an awesome battle scene over Earth turned into Satan running away after realizing that ''he's not cool anymore'', which the sneering angels already knew, and the rest of the story after that shows him being humiliated worse until he wins with Eve and the narrative loses interest in him, for the most part. He's still falling the whole time. But who gets past the first couple of books, anyway?

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* This has notoriously been the biggest problem with Creator/JohnMilton's ''Literature/ParadiseLost.'' Satan is, in fact, so much more interesting to read about than God or Christ (except when the latter [[KungFuJesus gets into His chariot]]) that Creator/WilliamBlake thought Milton was "of the Devil's party without knowing it." The immense MisaimedFandom hasn't helped. Even though what looked like it was going to be an awesome battle scene over Earth turned into Satan running away after realizing that ''he's not cool anymore'', which the sneering angels already knew, and the rest of the story after that shows him being humiliated worse until he wins with Eve and the narrative loses interest in him, for the most part. He's still falling the whole time. But who gets past the first couple of books, anyway?
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* This has notoriously been the biggest problem with Creator/JohnMilton's ''Literature/ParadiseLost.'' Satan is, in fact, so much more interesting to read about than God or Christ (except when the latter [[KungFuJesus gets into His chariot]]) that Creator/WilliamBlake thought Milton was "of the Devil's party without knowing it." The immense MisaimedFandom hasn't helped. Even though what looked like was going to be an awesome battle scene over Earth turned into Satan running away after realizing that ''he's not cool anymore'', which the sneering angels already knew, and the rest of the story after that shows him being humiliated worse until he wins with Eve and the narrative loses interest in him, for the most part. He's still falling the whole time. But who gets past the first couple of books, anyway?
* ''Claudius the God'' is the story of Emperor Claudius, portrayed as a decent and honorable man thrust unwillingly into a position of ultimate power. ''Series/IClaudius'' chronicles the reigns of Augustus (and his wife [[MagnificentBastard Livia]]), [[DirtyOldMan Tiberius]], and [[TheCaligula Caligula]]. Guess which one is the most fun read? In case you need a hint: one chapter of ''Claudius the God'' is devoted to the protagonist's [[SeasonalRot visit to the doctor.]]
* ''Literature/NightfallSeries'': Myra struggles with this when she arrives in the Palace. All vampires she meets are undeniably evil, but for the first time she has access to theater, opera, balls, and huge libraries.
* Averted in ''Literature/ProtectorOfTheSmall'', quite deliberately. Kel is disappointed that [[EvilGenius Blayce]] is ''not'' some grand wizard, and instead, just a short and ugly wimp. [[TheBrute His muscle]] isn't too impressive either.
* Subverted in ''Literature/TheScrewtapeLetters''. Devils are bureaucratic, cranky, selfish killjoys who actively try and reduce the pleasure sinning gives people.
** Creator/CSLewis appears to have been very well aware of what happened to Milton and to have deliberately gone out of his way to avoid it; in much of his fiction, the good guys are ''far'' cooler than the evil ones, who are almost universally shallow and petty. In ''Literature/{{Perelandra}}'', for example, Satan is depicted as being perfectly willing to sit around saying Ransom's name over and over again until he finally asks what Satan wants, and then saying "Nothing." For days on end.
* ''Literature/HarounAndTheSeaOfStories'' averts and references this. The villains are the enemies of all stories - therefore, they despise anything that looks interesting or impressive. The BigBad, Katham-Shud, even turns into a dramatic EldritchAbomination OneWingedAngel form for all of a second just to contrast this trope to his weaselly, unimpressive self.
* Creator/StephenKing reportedly hates this idea, and his later works try to send the message that "evil is pathetic". This is probably why the villains from his ''Franchise/TheDarkTower'' series suffered ''severe'' VillainDecay in [[Literature/TheWindThroughTheKeyhole the last book]].
* [[InterviewWithAVampire Lestat]].
* The (extremely fangirled) WhiteHairedAndBlackHearted Pollution in Creator/TerryPratchett and Creator/NeilGaiman's book ''Literature/GoodOmens'' is VERY MUCH Evil Is Cool. And [[EvilIsSexy hot]].
** And Crowley
** All of the Four Horsepersons of the Apocalypse fall under this trope, as the parts featuring one or all of them are easily the coolest and most awesome parts of the book.
* ''Literature/{{Dracula}}'': Although you wouldn't know it from reading the actual book, where he is hideous, disgusting, and creepy, Dracula is essentially responsible for the entire western world's vampire obsession.
* ''Literature/HarryPotter'': Lord Voldemort is one of the most powerful and cunning characters in the series ''and'' has a kickass army of Dark wizards and various sinister creatures at his disposal.
* Dante's ''Literature/TheDivineComedy'' is split up into three poems, detailing the narrator's journey through Hell, Purgatory, and Heaven. Guess which one is the best known. Similarly, while everyone knows about the SevenDeadlySins, not too many people are familiar with [[GoodCounterpart the Seven Cardinal Virtues]] (Humility, Generosity, Chastity, Meekness, Temperance, Brotherly Love, and Diligence).
* In the ''Literature/InheritanceCycle'', Murtagh does a FaceHeelTurn and get his strength boosted to many times his original level by being taught "secret magic" by Galbatorix. He is considered an EnsembleDarkHorse by many, especially in comparison to Eragon.
* Among the ''Literature/{{Redwall}}'' fandom, the AlwaysChaoticEvil vermin tend to be more well-liked than the AlwaysLawfulGood woodlanders.
* Although determining who is "evil" in ''Literature/ASongOfIceAndFire'' can get quite difficult, there are some characters who simply exude cool. [[EvilOverlord Tywin Lannister]], especially when he puts on his [[BlingOfWar golden lion battle armour]], his [[AntiHero son Jaime]], the [[WeirdTradeUnion Faceless Men]], the [[AlwaysChaoticEvil White Walkers]], [[CainAndAbel both Cleganes]], [[MagnificentBastard Petyr "Littlefinger" Baelish]], [[TheChessmaster Varys "the Spider"]], [[BadassBookworm Prince Rhaegar Targaryen]], [[NeverMessWithGranny Olenna "Queen of Thorns" Tyrell]], [[NobleTopEnforcer Kevan Lannister]], [[SoftSpokenSadist Roose Bolton]], and [[EmpoweredBadassNormal Euron "Crow's Eye" Greyjoy]].
** Gerold "Darkstar" Dayne on the other hand [[InvokedTrope tries very hard to invoke this]], but is [[TheScrappy not regarded as cool at all by the majority of the fans]], to MemeticLoser levels.
* Smaug from ''Literature/TheHobbit''. It helps that he's a badass dragon.
** Sauron and Saruman from ''Literature/LordOfTheRings'', plus the Nazgûl.
* Literature/{{Discworld}} has some examples, including [[Discworld/WitchesAbroad Lady Lilith]], [[Discworld/{{Hogfather}} Mr. Teatime]], and [[MurderInc the entire Assassins' Guild]]. Subverted in that the coolest characters are generally considered to be [[DaChief Vimes]], [[NeverMessWithGranny Granny Weatherwax]] and [[MagnificentBastard Lord Vetinari]]. The first two are GoodIsNotNice and the last is at worst an AntiVillain.
* ''Literature/TheFirstDwarfKing'': Say what you will about the [[OurDemonsAreDifferent demons]] and the [[TheClan Bloody Talons]]...there is no denying that they are ''awesome''.
** The Osthan are some of the most obvious examples in the book. They're [[EvilIsBigger 8'2" musclebound]] men [[EvilWearsBlack dressed in black]], wield [[{{BFS}} gigantic claymores]] and [[{{BFG}} assault rifles]], and are ImmuneToBullets.
** Trang Barok is made of this. He's a [[FatBastard fat]] MagnificentBastard who can match wits with the best of them; he teaches his armies to avoid HollywoodTactics, and his NervesOfSteel, coupled with his [[CantKillYouStillNeedYou usefulness]] enable him to [[DidYouJustFlipOffCthulhu mock demons to their faces]].
** Pathruushkè is pretty cool. He's an [[LeanAndMean emaciated]] black-skinned demon [[PurpleIsPowerful who wears a purple robe]] and wields a MagicStaff that has [[HellIsThatNoise voices coming from it]].
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