Alastair

Name	Alastair
Actor	Mark Rolston (4.09, 4.10) Christopher Heyerdahl (4.15, 4.16, 4.21)
Dates	Unknown - 2009
Location	Deceased; Alastair is killed by Sam Winchester
Occupation	White Eyed Demon
Episode(s)	4.09 I Know What You Did Last Summer 4.10 Heaven And Hell 4.15 Death Takes A Holiday 4.16 On The Head Of A Pin 4.21 When The Levee Breaks

Alastair is a White-Eyed Demon who first appears in pursuit of Anna Milton in 4.09 I Know What You Did Last Summer and is seen again in 4.10 Heaven And Hell. He reappears in 4.15 Death Takes A Holiday occupying another meatsuit and attempts to break a seal, but is captured by the angels. Sam Winchester finally destroys him in 4.16 On The Head Of A Pin.

Alastair is known to be a very powerful demon.

• He has white eyes (iris and pupil).
• He is the Grand torturer in Hell.
• He tortured both Dean and John, and in both instances offered to end the torment if they would become torturers themselves.
• Alastair reveals that the first seal was broken when Dean accepted this offer.
• He can send angels back to Heaven.
• He is resistant to Ruby's Knife.
• He is resistant to an angel's power of exorcism, as shown when Castiel tries to expel him in 4.10 Heaven And Hell.
• He possess knowledge of the Four Horsemen of the Apocalypse^{4.15 Death Takes A Holiday}

While initially immune to Sam's powers, Alastair is eventually killed by them.

4.10 Heaven And Hell

Alastair appears again to Ruby at a crossroads where she tries to make a deal with him: giving him Anna Milton in exchange for allowing her and the Winchesters to go free. He then makes her a counter offer, capturing and torturing her with her knife. He later has a showdown with Castiel and Uriel in which he overpowers Castiel. The fight is interrupted when Anna reacquires her Grace from Uriel, she and Alastair then both disappear in a flash of bright light.

4.15 Death Takes A Holiday

File:Alistair in 4.15 Death Takes A Holiday.jpg

Alastair in his new meatsuit in 4.15 Death Takes A Holiday

Alastair is attempting to break one of The 66 Seals by killing two reapers 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. When the boys become non-corporeal, and therefore subject to ghostly weaknesses, they track Alastair down at a funeral home and he traps them with an iron chain. He kills one reaper, but the boys rescue Tessa. Later as he confronts Dean, Alastair is captured by the angels, led by Castiel.

4.16 On The Head Of A Pin

Alastair being tortured by Dean.

Alastair is captured by Castiel and Uriel and imprisoned in a devil's trap, but he refuses to tell them anything about the slain angels. Dean is recruited as an interrogator because he was formerly Alastair's student during his time in Hell. After extensive torture, Alastair breaks free. He almost kills Dean, but is stopped by Castiel, who throws Ruby's knife and embeds it in Alastair's chest. Alastair pulls the knife out and fights Castiel. He manages to trap him against a pillar, and admits that while he is unable to kill the angel, he will send him back to Heaven. Alastair begins to chant, but he is stopped by Sam, who has become strong enough to overpower him with ease. Sam forces Alastair to talk, then kills him via his abilities.

4.21 When The Levee Breaks

While withdrawing from the Demon Blood, Sam hallucinates that he is tortured by Alastair.

Alastair trivia

• The character Alastair may be a reference to the demon 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. [source?]
• 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 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.

Links

• Interview with Mark Rolston who plays Alastair