The longest bosses stayed un-killed while available to do.
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Twitch Stream -http://www.twitch.tv/theduellogs
Patreon - Where you can vote on/and suggest videos to be made.
#1 Ouro - 87 days from the Twin Emperors' death. 26th April 2006.
#2 C'thun - 86 days from the Twin Emperors' death. 25th April 2006.
#3 tied Chromaggus - 74 days from Ebonroc's death. 25th September 2005.
#3 tied Ragnaros - 74 days from Majordomo Executus' death. 25th April 2005.
#5 Yogg-Saron, Alone in the Darkness - 70 days from One Light in the Darkness. 7th July 2009
#6 High Astromancer Solarian - 59 days from Magtheridon's death. 24th April 2007
#7 The Four Horsemen - 56 days from Gothik's death to D&T's kill. August 25th 2006
#8 Al'ar Phoenix God - 48 days from Magtheridon's death. 13th April 2007
#9 The Lich King (Heroic 25) - 42 Days from Heroic Putricide's death (first pull). March 26th 2010
#10 Heroic Al'Akir - 36 days from Heroic Conclave of Wind's death. January 22nd 2011.
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