Darth Annihilus (Emperor of Darkness)

Darth Annihilus, honored as the Great Sith'ari, renowned as the Emperor as Darkness, hated as the Cursed Humiliator, and known to the Jedi Order as the Fallen One, Darth Annihilus was considered by most, if not all beings to be the greatest Sith Lord ever. As a Human Jedi Padawan showing one of the greatest Force potentials ever, Anakin Shan was one of the Jedi in the Old Republic. However in 5004 BBY, Shan encountered Naga Sadow, who turned him to the dark side of the force. Now ceasing to be Anakin Shan, he took up the name of Darth Annihilus, a name that would strike fear into the hearts of beings for the next 10,000,000 years. Naga Sadow immediately recognized the young man's power and took him in as an secret apprentice. During his time at the Sith academy, Annihilus longed for some other way to increase his power, as Naga Sadow held back on many teachings. Soon, he encountered the spirit of Marka Ragnos by unknown means, and Ragnos agreed to teach boy. At this point, Annihilus had decided he would let the war rage on and would let the Old Sith Empire die out. He would then start his own Sith Order, a order superior to any ever formed before, the apex of the Sith. Meanwhile, Naga Sadow became alarmed at the rate Annihilus' power was growing. with the help of almost 100 Sith Lords, Sadow and his fellow Sith lords defeated Annihilus and put in an oubliette, though not without Annihilus killing almost 80 of the Sith Lords. Annihilus was forgotten and was presumed forever gone by Naga Sadow. 5,000 years later, in 200 ABY, the Jedi Order discovered the oubliette. Not wanting to unleash the dark powers inside, they kept it hidden. However, by unknown means, Annihilus escaped and disappeared. 800 years later, he returned to the galaxy with an armada of warships, and began the Post-Legacy Sith War. during this time he met Zayn Lawrence, the most powerful force-user ever, and the two became eternal foes. Led by the resurrected Marka Ragnos and Annihilus, the wars raged on for 10,000 years. Eventually, the forces of Republic fell to the power of the Sith and Lawrence and his Aelin Westfall, his wife, and the Jedi Order, with a large number of the remnant of the republic forces, fled into hiding. Time passed and Annihilus and Ragnos founded the Sith Imperium. They remained unchallenged for 40,000 years, until Lawrence and the Jedi Order rose once again. They defeated the Sith, and Lawrence killed Ragnos and severly injured Annihilus. For the next 600,000 years hundreds of wars were fought between the Sith and the Jedi. It was during this period of time that technology progressed greatly and thousand of new ships took to the battlefields, such as the Pellaeon III class Star Destroyer, Devestator Class Star Dreadnought, and much more. Finally, Annihilus managed to defeat Lawrence and imprisoned him in the Maelstorm Nebula, in a stasis chamber. However, Westfall managed to escape to a nearby galaxy and there founded the Imperium of the eternal. 1,250 years later Lawrence escaped his prison, found the Imperium and began preparations to attack the Sith Imperium. After a devastating war, Annihilus was defeated and the Sith Imperium, which now consisted of 10 galaxies collapsed. The Imperium of the Eternal was restored and Annihilus was imprisoned.50,000 years later with the help of the Sith Lord Darth Hera, he escaped the prison. Annihilus, became desperate for revenge and sought the ancient horror of the Necrontyr. A mechanical and brutal race, the Necrontyr, were dark side humanoids, seeking only to destroy the galaxy. With the help of new and advanced ships Annihilus began the First War of the Imperium. However, Annihilus made a tactical mistake, and his fleet was annihilated, and he himself was defeated by Aelin Westfall, and his Sith Order was slaughtered by the Jedi. Another few millennia passed and in 1,043,887 ABY the Second War of the Imperium broke out. The most devastating war in all of eternity, 3 quadrillion sentient beings died under this war. The Imperium of the Eternal was slaughtered and for the next 9 million years Darth Xenodicus reigned nearly unchallenged. Finally in the year 10,999,999 ABY, Zayn Lawrence returned to end the Dark Lord once and for all. After the War of Eternity, Lawrence defeated Annihilus and destroyed his spirit, bringing and end to the Dark Lord for all of eternity.

Early Life
Born on Coruscant in 5021 BBY, Anakin Shan was born to a slightly Force-sensitive man and to a female Republic soldier. However, both his parents died when he was just 2, and so the Jedi Order found him and took him in. As a Jedi Padawan, Shan met just the right age limit and displayed one of the greatest Force potentials ever. He was given to Jedi Master Ooroo. Shan soon far surpassed Jedi Padawans even 7 year older than him. Master Ooroo noticed that Shan was quick to anger and had a hint of the dark side in him, which he sought to eradicate.

After learning even more skills and developing many more Force powers, Shan underwent the Jedi trials and became a Jedi Knight at the age of 15 in 5006 BBY.

The Unknown Regions
In the year 5004 BBY, Shan decided to find out what had happened to the Exiles 1,996 years before. Taking his personal Republic Jedi Star Fighter, Shan went out in search of answers to what happened to the Sith.