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[[AC:{{Advertising}}]]
* The Headless Horseman has appeared in some commercials for {{Netflix}} representing the horror movies.
* The Headless Horseman has appeared in some commercials for {{Netflix}} representing the horror movies.
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* In the ''BeetleborgsMetallix'' episode "Headless Over Heels", the Headless Horseman had an encounter with Wolfgang in the old country and allergies to him is what made him lose his head. When he arrives in Charterville looking for his head, he thought Wolfgang had it and tried to claim it back (or take the head of the other Hillhurst monsters). It turns out that Little Ghoul had his head which she used for bowling and ended up giving it back. Bolts were attached to the head to keep it from falling off again.
* A headless horseman featured in an episode of ''DarkShadows''.
* A headless horseman featured in an episode of ''DarkShadows''.
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* The Headless Horseman is a powerful boss monster in the MMORPG ''MapleStory''.
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* There is a Dullahan boss early on in VagrantStory that is an empty suit of armour with no head and a large sword. Its weakness? The leather strap that holds the bottom half and top half together.
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* There is a Dullahan boss early on in VagrantStory ''VagrantStory'' that is an empty suit of armour with no head and a large sword. Its weakness? The leather strap that holds the bottom half and top half together.
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* Headless Horseman appears in a seasonal event in ''{{World of Warcraft}}'' (during Halloween). He flies around setting starting towns on fire and can be fought as a boss. According to the background material, he used to be a paladin of the Scarlet Crusade went insane after his family was killed, died and got risen as an undead by the dreadlord Balnazzar.
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* Headless Horseman appears in a seasonal event in ''{{World of Warcraft}}'' (during Halloween). He flies around setting starting towns on fire and can be fought as a boss. According to the background material, he used to be a paladin of the Scarlet Crusade went insane after his family was killed, died and got risen as an undead by the dreadlord Balnazzar. The quest to kill him is titled "[[DecapitationPresentation Bring me the head of]]... [[FridgeLogic Oh wait.]]"
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* There is a Dullahan boss early on in VagrantStory that is an empty suit of armour with no head and a large sword - It's weakness? The leather strap that holds the bottom half and top half together.
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* There is a Dullahan boss early on in VagrantStory that is an empty suit of armour with no head and a large sword - It's sword. Its weakness? The leather strap that holds the bottom half and top half together.
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** Being the headless horseman also apparently makes you have [[WackyCravings a craving]] for hair.
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* In the first ''ShiningForce'' game, Dullahans are headless * centaur* knights that you start to encounter from the march to Dragonia onwards. Slightly averted in that they seem to have a face in their chestplates.
* Played with in ''AdventureQuest''; the Horseman monster is indeed headless, but is actually a combination between a horse and a man, rather than a horse-rider.
* Played with in ''AdventureQuest''; the Horseman monster is indeed headless, but is actually a combination between a horse and a man, rather than a horse-rider.
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* In the first ''ShiningForce'' game, Dullahans are headless * centaur* ''centaur'' knights that you start to encounter from the march to Dragonia onwards. Slightly averted in that they seem to have a face in their chestplates.
* Played with in''AdventureQuest''; ''{{AdventureQuest}}''; the Horseman monster is indeed headless, but is actually a combination between a horse and a man, rather than a horse-rider.
* Played with in
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* During the latest ''TeamFortress2'' Halloween update, the Horseless Headless Horsemann appears at random intervals in the new "Mann Manor" map. He's extremely powerful, and prances around the map [[AxCrazy gleefully with an axe]] decapitating all in his path. If a player actually manages to defeat him, they'll score an achievement and a free [[NiceHat hat]] - the jack o' lantern the Horsemann was wearing in place of a head. If they did him in with a melee weapon, they also score haunted scrap metal for crafting the Horsemann's axe.
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* During the latest 2010 ''TeamFortress2'' Halloween update, the Horseless Headless Horsemann [sic] appears at random intervals in the new "Mann Manor" map. He's extremely powerful, and prances around the map [[AxCrazy gleefully with an axe]] decapitating all in his path. If a player actually manages to defeat him, they'll score an achievement and a free [[NiceHat hat]] - the jack o' lantern the Horsemann was wearing in place of a head. If they did him in with a melee weapon, they also score haunted scrap metal for crafting the Horsemann's axe.
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* ''{{Durarara}}'' with a more modernized version of the Dullahan... the horse takes the form of a CoolBike!
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* ''{{Durarara}}'' with a more modernized version of the Dullahan... the horse takes the form of a CoolBike!CoolBike! Although interestingly it ''used'' to be a horse--its just disguised. It's [[TheShadowKnows shadow is still of a horse]], and it can be heard whinnying.
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* In BreathOfFireIV, a number of the random encounter enemies share the same floating headless horseman. Actually, one of them is the strongest enemy in the whole game (a BonusBoss in his own right, this troper would say).
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* In BreathOfFireIV, ''BreathOfFireIV'', a number of the random encounter enemies share the same floating headless horseman. Actually, one of them is the strongest enemy in the whole game (a BonusBoss in his own right, this troper would say).
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* In BreathOfFireIV, a number of the random encounter enemies share the same floating headless horseman. Actually, one of them is the strongest enemy in the whole game (a BonusBoss in his own right, this troper would say).
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* The ''KolchakTheNightStalker'' episode "Chopper" featires a headless biker bent on revenge.
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* The ''KolchakTheNightStalker'' episode "Chopper" featires features a headless biker bent on revenge.
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* "The Legend of Sleepy Halliwell" was an episode of ''{{Charmed}}''. A headless horseman tries to murder the teachers and students at Magic School by beheading them. Didn't work as well as planned becuase a person will not die if part of their body is on Magic School grounds. This brings in the FateWorseThanDeath trope as well.
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* "The Legend of Sleepy Halliwell" was an episode of ''{{Charmed}}''. A headless horseman tries to murder the teachers and students at Magic School by beheading them. Didn't work as well as planned becuase because a person will not die if part of their body is on Magic School grounds. This brings in the FateWorseThanDeath trope as well.
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* [[http://pg4anna.tripod.com/Dullahan.htm The Dullahan]] is an [[http://en.wikipedia.org/wiki/Dullahan Irish faerie]] (Unseelie court) that carries his head under his arm, and rides a black horse. Getting a bucket of blood thrown on you by one is apparently a bad omen. No gates and doors can bar their passage, but gold scares them.
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* [[http://pg4anna.tripod.com/Dullahan.htm The Dullahan]] is an [[http://en.wikipedia.org/wiki/Dullahan Irish faerie]] (Unseelie court) that carries his head under his arm, and rides a black horse. Getting a bucket basin of blood thrown on you by one is apparently [[strike:apparently]] a bad omen. No gates and doors can bar their passage, but gold scares them.
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Tales of headless riders have existed in folklore for centuries, most notably the Irish legend of the Dullahan (see examples below), but the TropeCodifier is WashingtonIrving's "TheLegendOfSleepyHollow," although that is also a slight subversion, as it is strongly implied that the Headless Hessian that pursues Ichabod Crane is actually [[spoiler: local blade Brom Bones playing a prank on the schoolmaster]].
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Tales of headless riders have existed in folklore for centuries, most notably the Irish legend of the Dullahan (see examples below), but the TropeCodifier is WashingtonIrving's "TheLegendOfSleepyHollow," although that is also a slight subversion, as it is strongly implied that the Headless Hessian that pursues Ichabod Crane is actually [[spoiler: local blade Brom Bones playing a prank on the schoolmaster]].
schoolmaster...Or is it?]]
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** In the revisited version in 4e, the horseman isn't the domain lord at all (though it's a common mistake visitors make). He's the punishment inflicted upon the actual domain lord.
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* ''MagicTheGathering'' has this [[http://gatherer.wizards.com/Pages/Card/Details.aspx?multiverseid=1442 as a Black creature]] from the old Legends expansion set.
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* ''MagicTheGathering'' has this [[http://gatherer.wizards.com/Pages/Card/Details.aspx?multiverseid=1442 as a Black creature]] from the old Legends expansion set.
set.
** Also, there's the [[http://gatherer.wizards.com/Pages/Card/Details.aspx?multiverseid=153037 Stillmoon Cavalier]] from the more recent Eventide set. It's a white/black hybrid creature.
** Also, there's the [[http://gatherer.wizards.com/Pages/Card/Details.aspx?multiverseid=153037 Stillmoon Cavalier]] from the more recent Eventide set. It's a white/black hybrid creature.
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* During the latest ''TeamFortress2'' Halloween update, the Horseless Headless Horsemann appears at random intervals in the new "Mann Manor" map. He's extremely powerful, and prances around the map [[AxCrazy gleefully with an axe]] decapitating all in his path. If a player actually manages to defeat him, they'll score an achievement and a free [[NiceHat hat]] - the jack o' lantern the Horsemann was wearing in place of a head.
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* During the latest ''TeamFortress2'' Halloween update, the Horseless Headless Horsemann appears at random intervals in the new "Mann Manor" map. He's extremely powerful, and prances around the map [[AxCrazy gleefully with an axe]] decapitating all in his path. If a player actually manages to defeat him, they'll score an achievement and a free [[NiceHat hat]] - the jack o' lantern the Horsemann was wearing in place of a head.
head. If they did him in with a melee weapon, they also score haunted scrap metal for crafting the Horsemann's axe.
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* ''{{Durarara}}'' with a more modernized version of the Dullahan...she has her horse take the form of a CoolBike!
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* ''{{Durarara}}'' with a more modernized version of the Dullahan...she has her the horse take takes the form of a CoolBike!
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* During the latest ''TeamFortress2'' Halloween update, the Horseless Headless Horsemann appears at random intervals in the new "Mann Manor" map. He's extremely powerful, and prances around the map [[AxCrazy gleefully with an axe]] decapitating all in his path. If a player actually manages to defeat him, they'll score an achievement and a free [[NiceHat hat]].
to:
* During the latest ''TeamFortress2'' Halloween update, the Horseless Headless Horsemann appears at random intervals in the new "Mann Manor" map. He's extremely powerful, and prances around the map [[AxCrazy gleefully with an axe]] decapitating all in his path. If a player actually manages to defeat him, they'll score an achievement and a free [[NiceHat hat]].
hat]] - the jack o' lantern the Horsemann was wearing in place of a head.
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** This troper has always felt that having a bucket of blood thrown on you by anyone, supernatural or not, does not bode well. Of course, when the bucket is wielded by a headless specter on a big black horse... Pack your bags and get outta [[strike:Dodge]] Dublin.
*** The mythical Dullahan is a form of {{Psychopomp}}, so, yeah, the bucket of blood basically means "you're going to die soon". It's even worse when he comes riding out in his rotting hearse with a banshee at his side, though.
*** The mythical Dullahan is a form of {{Psychopomp}}, so, yeah, the bucket of blood basically means "you're going to die soon". It's even worse when he comes riding out in his rotting hearse with a banshee at his side, though.
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*** The mythical Dullahan is a form of {{Psychopomp}}, so, yeah, the bucket of blood basically means "you're going to die soon". It's even worse when he comes riding out in his rotting hearse with a banshee at his side, though.
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* During the latest ''TeamFortress2'' Halloween update, the headless horseman (sans the horse ironically) appears at random intervals in the new "Mann Manor" map. He's extremely powerful, and prances around the map [[AxCrazy gleefully with an axe]] decapitaing all in his path. If a player actually manages to defeat him, they'll score an achievment and a free [[NiceHat hat]].
to:
* During the latest ''TeamFortress2'' Halloween update, the headless horseman (sans the horse ironically) Horseless Headless Horsemann appears at random intervals in the new "Mann Manor" map. He's extremely powerful, and prances around the map [[AxCrazy gleefully with an axe]] decapitaing decapitating all in his path. If a player actually manages to defeat him, they'll score an achievment achievement and a free [[NiceHat hat]].
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* During the latest TeamFortress2 Halloween update, the headless horseman (sans the horse ironically) appears at random intervals in the new "Mann Manor" map. He's extremely powerful, and prances around the map [[AxCrazy gleefully with an axe]] decapitaing all in his path. If a player actually manages to defeat him, they'll score an achievment and a free [[NiceHat hat]].
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* During the latest TeamFortress2 ''TeamFortress2'' Halloween update, the headless horseman (sans the horse ironically) appears at random intervals in the new "Mann Manor" map. He's extremely powerful, and prances around the map [[AxCrazy gleefully with an axe]] decapitaing all in his path. If a player actually manages to defeat him, they'll score an achievment and a free [[NiceHat hat]].
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* During the latest TeamFortress2 Halloween update, the headless horseman (sans the horse ironically) appears at random intervals in the new "Mann Manor" map. He's extremely powerful, and prances around the map [[AxCrazy gleefully with an axe]] decapitaing all in his path. If a player actually manages to defeat him, they'll score an achievment and a free [[NiceHat hat]].
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* ''MagicTheGathering'' has this [[http://gatherer.wizards.com/Pages/Card/Details.aspx?multiverseid=1442 as a Black creature]] from the old Legends expansion set.
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* ''ShadowMan - 2econd Coming'' features the Dullahan as one of the Grigori Sephiroth, and his head detaches and flies about the arena while his invulnerable body chases the player. Oh, and [[CrowningMomentOfAwesome Shadow Man calls him an asshole]].
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*** The mythical Dullahan is a form of {{Psychopomp}}, so, yeah, the bucket of blood basically means "you're going to die soon". It's even worse when he comes riding out in his rotting hearse with a banshee at his side, though.
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* Headless Harn/Heart Heat Harn from ''Battle Monsters'', who actually ''fights'' with his own disembodied head, complete with spitting out fireballs and swinging it around like a weapon.
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* Headless Harn/Heart Heat Harn from ''Battle Monsters'', ''BattleMonsters'', who actually ''fights'' with his own disembodied head, complete with spitting out fireballs and swinging it around like a weapon.
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* Headless Harn/Heart Heat Harn from ''Battle Monsters'', who actually ''fights'' with his own disembodied head, complete with spitting out fireballs and swinging it around like a weapon.
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** This troper has always felt that having a bucket of blood thrown on you by anyone, supernatural or not, does not bode well. Of course, when the bucket is wielded by a headless specter on a big black horse... Pack your bags and get outta Dodge.
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** This troper has always felt that having a bucket of blood thrown on you by anyone, supernatural or not, does not bode well. Of course, when the bucket is wielded by a headless specter on a big black horse... Pack your bags and get outta Dodge.
[[strike:Dodge]] Dublin.
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In the ''SouthPark'' episode "Imaginationland", the Horseman is one of the "evil" characters that resides in Imaginationland.
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* In the ''SouthPark'' episode "Imaginationland", the Horseman is one of the "evil" characters that resides in Imaginationland.
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* The opening segment of ''TheSimpsons'' episode "Treehouse of Horror VI" shows Krusty the Klown in the persona of the Headless Horseman.
In the ''SouthPark'' episode "Imaginationland", the Horseman is one of the "evil" characters that resides in Imaginationland.
In the ''SouthPark'' episode "Imaginationland", the Horseman is one of the "evil" characters that resides in Imaginationland.
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** This troper has always felt that having a bucket of blood thrown on you by anyone, supernatural or not, does not bode well. Of course, when the bucket is wielded by a headless specter on a big black horse... Pack your bags and get outta Dodge.
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* In MarvelComics teen humor comic ''Misty'', Misty's hometown of Shady Hollow had its own headless horsemen. Misty's rival tries disguising herself as the headless horseman to scare Misty in one issue.
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* In MarvelComics teen humor comic ''Misty'', Misty's hometown of Shady Hollow had its own headless horsemen.horseman legend. Misty's rival tries disguising herself as the headless horseman to scare Misty in one issue.
