Oolacile

"Oolacile has brought the Abyss upon itself. Fooled by that toothy serpent, they upturned the grave of primeval man, and incited his ornery wrath. What could they have been thinking?"

- Marvelous Chester recounts Oolacile's doom with the Chosen Undead in Artorias of the Abyss.

The lost land of Oolacile is a location that no longer exists by the events of Dark Souls. Several sources allude to its existence centuries beforehand and its focus on sorceries. Specifically, Dusk of Oolacile states that the land "was reduced to ashes" long ago.

The later PC version of the game, Dark Souls: Prepare to Die Edition, comes with extra content that takes place in Oolacile 300 years before the events of the game, where the Chosen Undead must take the place of Artorias the Abysswalker and rescue Dusk of Oolacile from Manus, Father of the Abyss. During this period, Oolacile is slowly being swallowed by the Abyss. The content was later added as DLC to the console versions of the game as Artorias of the Abyss.

Dark Souls

 * Main article: Dark Souls

During the events of Dark Souls, Oolacile is not a location that can be visited. The Enchanted Ember is described as "a vestige of the lost land of Oolacile". Dusk of Oolacile expands more on her home land during dialogue with the Chosen Undead, describing it as "the home of ancient sorceries". She explains that Oolacile's sorceries are more "of an approximation" when compared to those used by the Chosen Undead, but also reveals that she does not belong to this time and that Oolacile "was reduced to ashes" long ago.

The locations of both the Enchanted Ember and Dusk of Oolacile — in Darkroot Garden and Darkroot Basin respectively — would imply that Oolacile was once located nearby.

Artorias of the Abyss

 * Main article: Artorias of the Abyss

In Dark Souls: Prepare to Die Edition and the Artorias of the Abyss DLC, the Chosen Undead passes through part of Oolacile after traveling 300 years into the past; however, despite it taking place centuries before the rest of the game, the Oolacile Township is still fraught with hopelessness. The township has become filled with enemies (specifically Bloatheads, Bloathead Sorcerers, and a Chained Prisoner) as the Abyss spreads, and no friendly characters are encountered as, aside from the aforementioned enemies, the town is seemingly deserted.

One of the Four Knights of Gwyn, Artorias the Abysswalker, arrived in Oolacile to rescue Dusk of Oolacile from Manus, Father of the Abyss, but fell victim to the Abyss. By the time the Chosen Undead found him, Artorias was hostile and engaged them in combat. After the Chosen Undead defeated the brave knight, they took Artorias' place and continued through Oolacile Township and onward, successfully defeating Manus and rescuing Dusk.

Despite this, when returning to the current age and speaking to Dusk, she would simply note that the Chosen Undead looks a lot like Artorias (believing it was Artorias who rescued her from Manus), without expanding on whether or not the Chosen Undead's actions had any effect in saving Oolacile.

While speaking to Marvelous Chester, he would say that "Oolacile has brought the Abyss upon itself [...] Fooled by that toothy serpent, they upturned the grave of primeval man, and incited his ornery wrath", implying that either Kingseeker Frampt or Darkstalker Kaathe had a hand in Oolacile's doom.

Quotes
"My home, Oolacile, is the home of ancient sorceries. [...] The sorceries of Oolacile differ from the magic of thine age. It is difficult to explain... Oolacile sorceries are, what doth one say? They are somewhat... of an approximation. Thine sorceries are more straight forward, negating all but thy self. Dost thou not find some fascination in these discrepancies? [...] My home of Oolacile was reduced to ashes, long ago, in my time."

- The little information given on Oolacile by Dusk of Oolacile while conversing with the Chosen Undead.

"Believe it or not... Oolacile has brought the Abyss upon itself. Fooled by that toothy serpent, they upturned the grave of primeval man, and incited his ornery wrath. What could they have been thinking? But to you and I, it's all ancient history. You have to ask yourself. Does it really matter? Heh heh heh..."

- Marvelous Chester gives more information on Oolacile while conversing with the Chosen Undead.