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Alastair

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{{Quotation
|title=
|text= You know the problem with your generation? Instant gratification. It's all now, now, now. No patience, no craftsmanship. But I do have to say... This knife of yours... It's an exquisite piece. You must tell me where you found it. You know... I haven't been up here since Poland '43. Truth is, I loathe it. It's chilly. No stink of blood or sizzle of flesh or the wet flap of flayed skin. I don't know how you stand it. So, the sooner you cooperate, the sooner I can finish up with this ghastly angel business and return home to my studies. But no rush. Let's take our time... Relish the moment. Now, I'm going to remove this, but don't you go smoking out of that meat. You won't get very far.
|author= Alastair
|source= [[4.10 Heaven and Hell]]
}}
 
Alastair is a [[Demonology|white-eyed demon]] who spends most of his time in [[Hell]], torturing [[souls]]. Among these souls are [[Dean Winchester]], whom Alastair tricks into breaking the first [[The 66 Seals|seal]] and takes on as his apprentice.
==History==
Alastair is a [[Demonology|white-eyed demon]] whose past is largely unknown but is implied to be quite long. When he was created is unclear, but he considers the centuries-old [[Ruby]] to be "young" when compared to himself.<ref name="four10">[[4.10 Heaven and Hell]]</ref> He prefers to spend his time in [[Hell]] torturing [[souls]], only heading topside when it is absolutely necessary. He claims to be an "old friend" of [[Death]]'s,<ref name="four15">[[4.15 Death Takes a Holiday]]</ref> who had been imprisoned since Biblical times.<ref name="five10">[[5.10 Abandon All Hope...]]</ref> Alastair is present for World War II, at which time he is involved with the concentration camps in Poland. He returns to Hell after 1943 and does not resurface on Earth again until 2008.<ref name="four10" /> He takes [[Meg]] as his apprentice and trains her at some point prior to his demise in 2009.<ref name="six10">[[6.10 Caged Heat]]</ref>
Alastair is charged with breaking the first of [[the 66 Seals]] by forcing "The Righteous Man" to torture other [[soul]]s in Hell. He first attempts to break this seal by torturing [[John Winchester]]'s soul from 2006 to 2007, promising to stop only if John agrees to torture other souls. However, John continually refuses the offer and eventually escapes Alastair's clutches through the [[Devil's Gate in Wyoming|Devil's Gate]].<ref name="four16">[[4.16 On the Head of a Pin]]</ref><ref name="two22">[[2.22 All Hell Breaks Loose: Part Two]]</ref> A year later, Alastair receives John's son [[Dean Winchester|Dean]] from [[Lilith]] as a replacement for John.<ref name="four16" /> Although Alastair expects similar resistance from Dean that he got from John, he succeeds in getting Dean to agree to the offer in a third of the time John resisted it. Once Dean breaks the first seal, this allows the rest of the seals to be broken.<ref name="four16" /> Impressed by Dean's potential, Alastair keeps training him as an apprentice until [[angel]]s rescue Dean.<ref name="four09">[[4.09 I Know What You Did Last Summer]]</ref>
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