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|image= [[File:3 AlastairsAlastair1.jpg|350px]][[File:Alastair2.jpg|350px]][[File:Alastair3.jpg|350px]]

|actor= [http://www.imdb.com/name/nm0001679/ Mark Rolston] ([[4.09 I Know What You Did Last Summer|4.09]], & [[4.10 Heaven and Hell|4.10]])<br>[http://www.imdb.com/name/nm0923766/?ref_=tt_cl_t9 Andrew Wheeler] ([[4.15 Death Takes a Holiday|4.15]])<br>[http://www.imdb.com/name/nm0382216/ Christopher Heyerdahl] ([[4.15 Death Takes a Holiday|4.15]], [[4.16 On the Head of a Pin|4.16]], & [[4.21 When the Levee Breaks|4.21]])|dates= ????-– 2009 (killed by [[Sam Winchester]])

|occupation= [[DemonologyDemon]] ([[White-eyed Demon|White-Eyed Demon]])<br>Grand Inquisitor of Hell|episodes= [[4.09 I Know What You Did Last Summer]]<br>[[4.10 Heaven and Hell]]<br>[[4.15 Death Takes a Holiday]]<br>[[4.16 On the Head of a Pin]]<br>[[4.21 When the Levee Breaks]](hallucination)

{{Quotation|title=|text= Potestas inferna, me confirma. Potestas inferna, me confirma. Potestas inferna, me confirma!|author= Alastair is a |source= [[Demon|White-Eyed Demon4.10 Heaven and Hell]] }} Alastair has white eyes (including pupils and irises).<refname="four09" />His presence caused statues to weep blood<ref name="four09" /> and was noted as an expert interrogator and torturer,<ref name="four10" /> and was also incredibly resilient to being tortured himself; according to [[Castiel]], he had an exceptionally strong will, allowing him to withstand extended torture from both [[4.09 I Know What You Did Last Summerangels]]and one of his own apprentices.<ref name="four16" /ref> responsible for torturing human souls in Hell. He is held in high esteem by many of his demon comrades. He possesses Alastair possessed an extensive knowledge and awareness of the universe, having occult knowledgeas well as [[Enochian]] spells and rituals, usage of spells cast in including an incantation with an unknown negative effect on [[Enochianangel]] s,<ref name="four10" /> as well as ritualsanother incantation that expels an angel from his [[vessel]] and sends him back to [[Heaven]],<ref name="four16" /> and spell-work to incapacitate [[reapers]]. <ref name="four15" />

Alastair was initially immune to Sam's psychic abilities <ref>[[4.09 I Know What You Did Last Summer]]</ref>a strong-willed demon, although, ironically, he is eventually killed by themwho was capable of withstanding the interrogations of angels.<ref name="four16">[[4.16 On He was also able to withstand the Head torture of a Pin]]</ref>His durability seems to exceed that one of most demons'his favored apprentices, as Ruby's Knife, a weapon that can kill demonsDean Winchester. The only person known to have forced Alastair to break was Sam Winchester, could greatly damage him but could never destroy him.<ref>who tortured Alastair with his [[4.09 I Know What You Did Last Summerdemon blood]]</ref>-enhanced powers for information before killing him.<ref name="four16" />

As [[File:AlastairKnife416.jpg|thumb|350px|Alastair survives being stabbed with [[Ruby's knife]].]]===Powers and abilities===* Arcane knowledge – Being a torturer[[white-eyed demon]] and presumably among the first created, Alastair possessed old and powerful knowledge, he is such as an expert interrogator In [[exorcism]] ritual that regard, according could eject an angel from its [[vessel]] and send it back to Castiel[[Heaven]]. * [[Possession]] – Like all demons, he had Alastair was capable of possessing any humans not in possession of an exceptionally strong will, allowing him to sustain himself while being tortured[[anti-possession symbol]].<ref name="four16four09" /> Meg was an apprentice of him before his death.<ref name="six10four15"/>* [[6.10 Caged HeatTelekinesis]]– Alastair can moves anything with a thought. The power also extends to being able to telekinetically inflict damage onto human's hearts with a gesture.<ref name="four09" /><ref name="four10" /><refname="four15" /> He tortured both * [[DeanTeleportation]] – As a high-level demon, Alastair had the ability to teleport.<ref name="four10" />* Superhuman strength and durability – Alastair could overpower [[John Winchesterangels]], <ref name="four10" /> though he did not possess the power to kill them and in both instances offered could be overpowered sufficiently distracted, but had also shown to resistant to end the torment if they would become torturers themselvessmiting powers of [[angel]]s, though their [[grace]] could destroy his [[meatsuit]]. Alastair reveals that <ref name="four10" /><ref name="four16" /><ref name="four15" /> His durability also extended to a high resistance to the first seal was broken when Dean accepted this offer[[demon-killing knife]].<ref name="four09" />

He also can send an angel back to Heaven by expelling ===Weaknesses===* [[Demon-killing knife]] – While Alastair had survived being stabbed with the knife twice, it from its vessel's use still caused him great pain.<ref>* [[4.10 Heaven and HellDevil's traps]]</ref>– As a powerful demon Alastair must be trapped and bound into a special old-Enochian devil's trap.<ref name="four16" /> * [[Holy water]] – Holy water has an affect on Alastair has shown like most demons, however he was able to be resistant to an angel's power of exorcismshrug off the effects quicker than typical demons.<refname="four16" />* [[4.10 Heaven and HellSalt]]</ref> He possess knowledge of the Four Horsemen – Ingestion of the Apocalypse and has demonstrated power salt mixed with holy water was able to overwhelm a reapercause great discomfort.<ref>* [[Special Children]] – Alastair was killed by [[4.15 Death Takes Sam]]'s powers after Sam had consumed a Holidaysufficient amount of [[demon blood]].<ref name="four16" /ref>

==AppearancesEpisodes==

Sam Alastair leaves [[Hell]] and [[Possession|possesses]] a pediatrician to capture and Dean find interrogate [[Anna Milton]] hiding in . He follows [[Sam]] and [[Dean]] from Anna's house to her father's church, where she fled to after her escape. [[Ruby]] appears tries to get Sam, Dean, and tells them Anna to leave as quickly as possible to run because a powerful demon avoid Alastair, but realizes that it is approaching. Suddenly too late when signs of the demon's his approach break out, including a statue of the virgin Mary weeping blood. Alastair arrives. Although she convinces Sam attempts to [[exorcise him ]] Alastair with his powers, but to no they have little effect. Dean fights with on Alastair, who asks if uses [[telekinesis]] to fling Sam down the staircase before attacking and beating Dean recognizes him.{{Quotation|title=|text='''Alastair:''' Hello again, He taunts Dean. Come onabout their "closeness" in Hell, prompting Dean. Don't you to finally recognize me? OhAlastair,I forgot -- I'm wearing a pediatrician. But we were so close... In Hell.<br>'''Dean:''' Alastair.|author=Alastair and even in his [[Deanmeatsuit]]|source=[[4.09 I Know What You Did Last Summer]]}} Sam stabs returns to stab Alastair in the demon shoulder with [[Ruby's Knifeknife]], but he much to the Winchesters' horror, the [[demon]] is unharmedundeterred by the knife wound. As Alastair pulls the knife out, Sam and Dean escape flee from him by jumping out the church windowand he allows them to escape so that he can use them to lead him to Anna again.

Alastair appears again to is described by Ruby at as a crossroads where master torturer who is "practically the Grand Inquisitor" in [[Hell]], whom she is more scared of than even the [[angels]]. After her suggestion to abandon Anna and run from Alastair gets rejected, she tries to make a deal with him: giving him Anna Milton get Sam to resume drinking her [[Demon blood|blood]] so that he can successfully [[exorcise]] Alastair. Sam refuses this as well. Later on, Alastair reappears when Ruby leaves to fulfill her part in exchange for allowing Sam's plan, burning her [[hex bag]] and the Winchesters to go freeletting Alastair find her at a [[crossroads]]. He then makes Alastair derides her , a counter fellow [[demon]], for protecting Anna, an [[angel]] (albeit without her [[grace]]), and rejects her offerto trade him Anna for the safety of herself, Sam, capturing and torturing Dean. Alastair insults her again before having his minions capture her for him to torture her with [[Ruby's knife|her own knife]] to simply make her tell him where Anna is. He later has a showdown While torturing her, Alastair reveals that he actually vastly prefers Hell to Earth (which he loathes), having only left it because he must deal with "this ghastly angel business." Eventually, Ruby agrees to lead him and his minions to Anna - she is unwilling to simply tell him what he wants to know because she knows that he would just kill her afterwards. Alastair and his minions accompany her and find that [[Castiel]] and [[Uriel]] in which are also at the site, about to execute Anna. Contrary to the terror other [[demons]] showed of angels, Alastair dismisses Castiel's warnings that they will be killed if they do not leave and even trades insults with Uriel before leading his forces to fight the angels and stop them from killing Anna so that he may capture and torture her. Although his minions are quickly killed by Uriel, Alastair proves too powerful for Castiel to smite and overpowers Castielthe angel, which shocks the latter. When Dean hits him over the head with a crowbar, but is distracted from harming Alastair shifts his attentions to him by an and Sam and launches a [[Telekinesis|telekinetic]] attack from on their hearts while chastising Deanabout his lost "potential. The fight is interrupted " He tries to intervene when he sees Anna reacquires regain her [[Gracegrace]] from Uriel, she and Alastair then both disappear in a flash of bright light with Alastair only to get his meatsuit vaporized instead, leaving behind only Ruby's Knifeknife.[[File:Alistair with Death's weaponLater, Dean tearfully reveals to Sam that after every day of torture in Hell, Alastair would offer to stop if Dean agreed to torture other souls.Jpg|300px|thumb|left|Alastair Although Dean held out for the first thirty years (three months on Earth), he eventually gave in because he couldn't take it anymore and spent the last ten years of his New Meatsuittime there (one month on Earth) torturing other souls under Alastair's instruction.]]

Alastair is once again made to leave [[Hell]] and assist in starting the [[Apocalypse]], much to his dissatisfaction. Now in a new [[meatsuit]], he is attempting to break one of [[The the 66 Seals]] by killing two reapers [[reaper]]s under a solstice moon. He confronts [[Dean ]] and [[Sam ]] in a cemetery, and injures Dean, but Sam is resistant to his powers and fights back. Alastair reveals revealing that while he had survived his encounter with [[meatsuitAnna]] was destroyed by , though the pediatrician he had been [[Annapossessing]]did not, and gloating that the latter's wife is still looking for her husband and unaware he himself survivedis dead, which he finds hilarious. Trying again to kill them, Alastair telekinetically throws Dean into a gravestone and injures him, but finds that Sam is now immune to his powers. He flees when Sam tries to [[exorcise ]] him with his powers , and later returns in yet another meatsuit. When the boys become non-corporeal, and therefore subject to ghostly weaknessesbetter find the demons holding the reapers hostage, they track Alastair down at a funeral home and he warded in [[Enochian]] script against [[angels]]. As they have made themselves subject to [[ghost]]ly weaknesses in their spiritual state, Alastair traps them with an [[iron ]] chainand toys with them by shooting them with rock [[salt]] as he sends a minion to kill their unconscious bodies. While their ally [[Pamela Barnes]] is able to hold off Alastair's servant for a time and thwart this aspect of Alastair's plan, she is fatally wounded by Alastair's servant in the process and later dies. He kills Meanwhile, Alastair begins breaking the seal and succeeds in killing one [[reaper]] with [[Death's scythe]], but though the boys rescue help [[Tessa]]escape and ultimately save the seal before fleeing. Later Alastair later tracks Dean down alone as Sam is fighting off Alastair's minion in an attempt to save Pamela. As he confronts begins closing in on Dean, Alastair is struck by lightning and vanishes again as he is captured by Castiel.[[image:Supernatural-04x16-OnTheHeadOfAPin.jpg|300px|right|thumb|Alastair being tortured by Dean.]]

Alastair is captured Held captive by [[Castiel ]] and [[Uriel ]] and imprisoned in a am [[Enochian]] [[devil's trap]], but he Alastair refuses to tell them anything about the slain angels[[angel]]s. Dean is recruited as an interrogator because he was due to formerly being Alastair's student during his time in [[Hell]]. After extensive Amused by the idea, Alastair taunts Dean over the course of the torturesession, though he concedes that reality is "too concrete" compared to Hell for Dean to adequately torture him. Dean instead tortures Alastair breaks free Uriel having sabotaged with [[holy water]] injected into his veins, [[salt]] poured down his mouth, and mutilation from Ruby's knife that he coats with holy water and salt. Instead of giving Dean the information he asks for regarding the Devilangel murders, Alastair plays mind games with Dean by claiming that he tortured Dean's Trap to prevent father [[John]] in Hell and even made him the same offer he'd made Dean, but that unlike his role son, John was a "hero" who steadfastly refused and ultimately escaped after 100 years (ten months on Earth) of Alastair's torture. Alastair gloats that when Dean accepted the offer in 30 years (3 months) and began torturing souls, he broke the first of [[the angelic deaths 66 Seals]] and enabled [[demons]] to begin breaking the rest of them.  Having kept an eye on the devil's trap he's caught in being compromised -- later revealedto be Uriel's doing to let Alastair kill Dean and escape to make the angels keep thinking the demons are responsible for the angel murders Uriel committed -- Alastair escapes when a devastated Dean turns his back, then begins savagely beating Dean again. He almost kills As he is about to finish Deanoff and send him back to Hell, but telling him he has a lot to learn, he becomes distracted by Castiel intervening.  [[File:AlastairKilled.jpg|thumb|right|350px|Alastair is stopped killed by [[Sam]].]]Castiel, who throws embeds Ruby's knife and embeds it in Alastair's chest. shoulder and uses telekinesis to twist the blade, but Alastair simply pulls the knife out and fights Castiel. He manages to trap him against a pillar, again overpowers Castiel and admits that while he is unable to kill the angelas he admits he wishes he could, he will reveals that all he can do is send him back to [[Heaven]]. Alastair begins to chantan angel [[exorcism]], but he is stopped by Sam, who has become strong enough through his consumption of Ruby's demon blood to overpower him with ease. Agonized by Sam forces 's psychic torture, Alastair finally reveals that he knows none of the demons, including himself and [[Lilith]], are responsible for the angel deaths. Knowing that Sam can psychically [[exorcise]] demons, he challenges Sam to talkexorcise him back to Hell, then kills where he wants to be, but is shocked when Sam instead uses his enhanced power to kill him. ===[[4.18 The Monster at the End of This Book]]===Alastair's death is brought up by Dean, who reveals that Castiel has told him via about Sam using his abilitiespowers to torture and kill Alastair with ease. Dean thinks that Sam being able to do so is another sign that he is going [[dark side]]. ===[[4.20 The Rapture]]===Alastair is again mentioned by Dean, who is in disbelief that Sam's powers were strong enough to kill Alastair but are now not even strong enough to kill a low-level demon. The reason, unknown to Dean at the time, is that Sam has not recently fed on demon blood due to a prolonged absence from Ruby.

While withdrawing undergoing forced withdrawal from demon blood, Sam has several hallucinations, the first of which is Alastair inexplicably returning in his last [[meatsuit]]. Finding Sam locked in [[demon bloodBobby's Panic Room]]alone with him, Alastair tortures him with a knife. Eventually Alastair disappears and Sam hallucinates realizes that he had been hallucinating both Alastair and the torture. ===[[4.22 Lucifer Rising]]===Alastair is being tortured the only demon explicitly mentioned by Ruby when she is explaining that none of the others besides herself and Lilith had known of her undercover mission for [[Lucifer]] and Lilith. ===[[6.10 Caged Heat]]===To prove that she is capable of making [[Crowley]] give into her demands, [[Meg]] reveals that she had apprenticed under Alastair in [[Hell]] like [[Dean]] had, and Dean grudgingly concedes that this means she can make Crowley do whatever she wants. ===[[6.20 The Man Who Would Be King]]===Alastairis mentioned by Crowley when listing off those who underestimated the threat the Winchesters pose and paid the price for it, along with [[Lucifer]], [[Michael]], [[Lilith]], and [[Azazel]].

==Trivia==*The name "Alastair" is the anglicized form of the Scottish Alasdair, which is the Scottish (Gaelic) version of Alexander[[15. The latter is 01 Back and to the English form of the ancient Greek name Alexandros, which has the meaning "protector of men" in Greek.Future]]===*The character may be a reference to British occultist [http://en.wikipedia.org/wiki/Alastair_Crowley Aleister Crowley[Belphegor]]mentions Dean's time in Hell, who during where he was tortured by Alastair for 30 years until Dean accepted Alastair's deal that he would stop the torture if Dean himself would take his day was dubbed place. Belphegor tells Dean he got to watch him "work"and described the wickedest man in the worldthings he did to people as not torture but " by the press. At one pointart, Led Zeppelin guitarist Jimmy Page developed an interest in Crowley. Page once owned Boleskine House, Crowley" calling himself a fan of Dean's estate on the shores of Loch Nesswork.**In addition, another demon named [[Crowley]] later appearsDean simply states that it was a long time ago.

*The character Alastair may be a reference to the [[demon ]] [http://en.wikipedia.org/wiki/Alastor Alastor ] in Christian demonology. Alastor is the chief executioner and torturer for the monarch of [[Hell]]. He is an exceptionally cruel demon. The name '"Alastor' " became a common place term in reference to evil spirits or foul tempered individuals.  ==Trivia==* The name "Alastair" is the anglicized form of the Scottish Alasdair, which is the Scottish (Gaelic) version of Alexander. The latter is the English form of the ancient Greek name Alexandros, which has the meaning "protector of men" in Greek.* The character may be a reference to British occultist [http://en.wikipedia.org/wiki/Alastair_Crowley Aleister Crowley], who during his day was dubbed "the wickedest man in the world" by the press. At one point, [[Led Zeppelin]] guitarist Jimmy Page developed an interest in Crowley. Page once owned Boleskine House, Crowley's estate on the shores of Loch Ness.** In addition, another demon named [[source?Crowley]]later appears.

*[http://www.fearnet.com/news/b13819_exclusive_we_talk_saw_vi_this_weeks.html Interview with Mark Rolston]

[[Category:Canon]][[Category:Characters]][[Category:Demons]][[Category:Demonology]]