The Order of Shadows

**The Order of Shadows** (also known as the **Legion of Darkness** or the **Guild of Night**) is a group of the most powerful dark sorcerers and creatures founded and lead by Princess Darkness and the Doom Raider and allies to aid them in their plans to reconstruct the Scepter of Night once again and release their Dragon Lord master to full power. The group acted as the main antagonists in the "Realm of Chaos" and "The Darkest Hour" The group initially consisted of the Doom Raiders, their ally, Ex-Queen Wasp, a revived Legion of Doom and the traitorous prince of Dragon Peak, Vathek and was originally founded by Discord, who wanted to use the group the to help increase the United Hero, Lance's, confidence and make it so the realms most powerful criminals could never hurt anyone again and was impersonating the Doom Raiders master, the Dragon Lord's, second-in-command and Doom Raiders leader of the Doom Raiders in the Dragon Lord's absence, the Golden Queen. Unfortunately, Discord's plan ultimately ended up backfiring, as he had not remembered the Doom Raider's true loyalty was to the Dragon Lord, and the possibility that they might persuade their new allies to join them in their treachery, should they come to believe the "Golden Queen" was working for "her" own benefit. After betraying Discord, the team was then led by Princess Darkness and were temporarily able to take over the Mystic Isles and defeat the Protectors and United Heroes and began to open a gateway in order to release their master, though they were ultimately defeated by the United Heroes, Sofia and their allies and were all turned to stone by Lance, Yellow and Discord before they could complete their summoning ceremony, closing the portal and undoing there spells.

Sadly, the Petrification Spell was broken a season later, releasing the villains. The group then escaped into the Borderlands and remained in hiding and were able to gather together various other villains before beginning to hunt for the shattered pieces of the Scepter of Night as the gathered together Darkness and Grimler's loyal Black Army and Ice Warriors and forged together an enormous army. Despite their new allies and the scepter now under the control of Darkness, the group was eventually defeated and re-petrified (with the exception of Princess Darkness, who was re-imprisoned on the deserted island she had been incarcerated on before she was freed by Discord and Esteban and Jormungand, Fenris and Hela Nassera, who reformed). The organization was freed by the Dragon Lord and placed under his leadership as his followers and allies.

## MEMBERS

### **Original Order Members**

After being summoned by Discord, the group originally consisted of 14 villains, as well as the 10 treacherous dragons of the Doom Raiders.

* **Princess Darkness**, their leader after they betrayed Discord and the leader of the Black Army. Like all the Doom Raiders, she was once a Dragon Rider who, alongside her dragon, Darkener and twin brother Grimler and his dragon, Ironburn, betrayed their order and joined the Dragon Lord, where she became is loyal lieutenant and eventual wife. During the events of "The Darkest Hour" she became the Scepter of Nights' new welder, which she drew power from and empowered with the Well of Crystals to direct her spells. She is not only a skilled sorceress and mindbreaker, being able to draw energy from herself and her dragon, but also gained many unique abilities after falling into the Crystal Forge of Takaína, which includes control over swarms of black-and-white butterflies, conjuring memory-erasing dragonflies and create monsters to do her bidding. She is also a master manipulator and Yellow's arch-nemesis.
* **Prince Grimler**, Darkness's twin brother and the leader of the Ice Warriors. A brutal fighter and tactician and Orizira's (aka The Golden Queen) husband, though they are twins, Darkness is the true leader, though Grimler still holds a level of independence and the wielder of the Runic Staff. Unlike his sister however, he, his dragon, Ironburn, and his Doom Raider followers (Doom Raider members of the Ice Warriors), he and his Ice Warriors normally stand at the front line, while Darkness plots behind the lines as a strategist. However, this front line position can sometimes be more dangerous than safe and, before the Battle of the Storm Spire, a quarter of his loyal Ice Warriors were transformed by Darkness into mindless, lava-like monsters.
* **Ex-General Slithraa**, Darkness's loyal right-hand lieutenant and henchman. Devoted to Princess Darkness, Slithraa previously acted as the General of the Hypnobria Serpentine, Slithraa secretly served the Dragon Lord through his reign, but was dethroned by his son, Skales. Along with his natural Serpentine Physiology and hypnotic gaze, Slithraa is a master of sorcery and can manifest an enormous holographic three-headed serpent. However, his most powerful skills lie in stealth and deceit, and, alongside Wasp, serves as an assassin for his mistress, acting as a recruiter, where he uses his and Wasp's reputation and a cleverly-positioned network of spies to aid in his secret killings.
* **Ex-Queen Wasp**, Darkness's loyal head of her spy unit. Once the Queen of the HiveWings and SilkWings, Wasp was all the time serving her evil master as his loyal ally. She was eventually dethroned and her secret loyalties reveal, she was imprisoned in Gormincraig, but 3 years after her allies' imprisonment. She is armed with not only poisonous stingers in her wrists and tail, but also the ability to shift into two forms; human and a cloaked, emerald-masked phantom which she can separate from her body and send out to attack enemies, as well as mastery over poisons and magic. She and Slithraa act as Darkness's two best assassins, with was acting as the spy of the two, spying on their enemies to find possible recruits or pawns. She is now the leader of the WaspWings, a group of HiveWings who have joined her either out of a sense of loyalty to Wasp, HiveWings and SilkWings unhappy with the reign of their new queen, Wasp's niece and arch-nemesis, Queen Cricket and HiveWings and SilkWings who Wasp forced to serve her out of fear for the friends and family she had captured.
* Dreamcatcher
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* **Ex-Queen Chrysalis**, the former queen of the love-sucking Changelings and the original leader of the Legion of Doom, she fell under the command of Princess Darkness. She originally attempted to take control of Equestria by "marrying" Shining Armour, but was defeated by Twilight Sparkle. Later, a vengeful Chrysalis kidnapped every powerful pony in equestria, but was defeated and dethroned by Starlight Glimmer, Discord, Trixie and her own son, Thorax, and flees into the Everfree Forest after swearing revenge on Starlight Glimmer,her new arch-nemesis. She was later teleported by Grogar/Discord as part of his new plan. At first, she wasn't very excited about it, but complied as it meant having revenge on Starlight Glimmer. Of course, she didn't trust Grogar, she doesn't trust anypony (explains why she doesn't want to share love), so she and her fellow villains planned on betraying him but were eventually defeated and petrified. She was freed alongside her allies and eventually joined Princess Darkness and her new allies in betraying Discord once again, only to be turned to stone once again. She and the legion were freed once again and turned into Malvagos (dark wizards) by Princess Darkness at their request, complete with human forms.
* **Lord Tirek**, the power-hungry, cruel son of the Caprian Centaurs' benevolent King and the Ginsican Gargoyles' kind Queen, King Vorak and Queen Haydon, Tirek betrayed his parents and, with his brother, Scorpan, traveled to the Mystic Isles to steal magic and take over the kingdom. But as Scorpan began to appreciate the Isles and even befriended a young elven wizard, he realized he had no wish to destroy the isles. But, he was unable to convince his sibling to abandon their plan and therefore alerted the United Heroes to Tirek's plot and Tirek was defeated and cast into Tartarus for his crimes. Centuries later, he eventually escaped and was able to steal the magic of six of the seven Crystal Sources. His boiling anger and frighteningly-growing horrific appearance was enough to make nearly anyone shiver in fear. Fortunately, Sofia and her friends defeated Tirek and sent him back to his underworld prison. He later aided Cozy Glow's plan, advising her in the art of magic-devouring portals, but, like his plot, it inevitably failed. He and Cozy were released from Tartarus and joined Discord/Grogar as members of the Legion of Doom with Chrysalis. However, despite their betray of Grogar and temporary victory over Sofia and her allies, they were defeated in the end and cast into stone. He was freed alongside his allies and eventually joined Princess Darkness and his new allies in betraying Discord once again, only to be turned to stone. He and the legion were freed once again however and turned into Malvagos (dark wizards) by Princess Darkness at their request, complete with human forms.
* **Cozy Glow**, a young pegasus who originally attended Brighthall School of Remedial Goodness. This pretty little pegasus is charming and sweet as pie. But she's not all she seems... Cozy Glow is a mastermind at plotting. She tricked the Cutie Mark Crusaders and makes friends with Twilight Sparkle, all so she could take over the Brighthall School of Remedial Goodness and drain all the magic in Equestria under the tutorship of Lord Tirek, so she could rule the kingdom as the Empress of Friendship. Fortunately, the Young Six were able to stop her and she was sentenced to Tartarus for her crimes. She and Tirek were released from Tartarus and joined Discord/Grogar as members of the Legion of Doom with Chrysalis. However, despite their betray of Grogar and temporary victory over Sofia and her allies, they were defeated in the end and cast into stone. She was freed alongside his allies and eventually joined Princess Darkness and her new allies in betraying Discord once again, only to be turned to stone. She and the legion were freed once again however and turned into Malvagos (dark wizards) by Princess Darkness at their request, complete with human forms.

### **Second Order Member**

As well as it's fourteen original members, Darkness also recruited various other dark sorcerers and creatures with promises of the power she could proved if they were victorious.

* **Chatana** is ancient winged sorceress who used her powerful magic to conjure terrible monsters to torture her enemies out of thin air, almost destroying Avalor and Vallestrella in the process, until she was imprisoned inside a hidden Maruvian vault. She joined Ash Delgado and was eventually defeated and sealed within the Diamond Maze with her companions (save Ash and Esteban) until she was released by Princess Darkness as the fourth member of her new force in exchange for her diadem and eternal control over Vallestrella if they succeeded. She is also armed with a pair of mint-coloured wings that grant her the power of flight
* **Pili** is a talking weasel belonging to Chatana who can spit balls of fire and imprisoned with his mistress in her Maruvian prison. He allied himself with Ash Delgado alongside his mistress and was frozen in ice and locked within the Diamond Maze with Chatana and Tziloco by the Unified Alliance after their defeat until they were freed and recruited by the Doom Raiders as members of their new alliance and became on of Darkness's spies.
* **Tziloco** is a crystal bat with magical shape-shifting wings that alert him of magic being used for tracking him that terrorized the people of Merwhale Bay for years. He later joined Ash, Esteban, Chatana and Pili until he was frozen during the Battle of the Shadow Gateway and imprisoned by the Alliance with Chatana and Pili until he was freed by Darkness to aid her cause as a spy from the air.
* **Orizaba** is a moth fairy who tried to bring forth eternal night-time to the kingdom of Avalor twice, only to be banished to the Spirit Tree both times by sorcerers using the powers of the Scepter of Light. She was resurrected by Princess Darkness along with Ash Delgado and Troyo to aid her. Orizaba has vast dark magic that draws its strength from darkness and shadow. Her magic appears as a cloud or mist of purple. She can summon giant, magenta moths, deflect arrows, move objects and people, muffle sound and destroy rocks.
* **Troyo** is a magical coyote who can move fast than the speed of light. Long ago he  manipulated people and animals into doing crimes for him, so he could become King of the Jungle. For this, the Jaquin Elders kicked him out of the jungle. He was resurrected by Princess Darkness along with Ash Delgado and Orizaba to aid her and become one of her spies.
* **Flame** is the ambitious chieftain of the Dire Dragon Tribe, due to his size and power. He and his clan were banished from the Dragon Lands after a failed attempt to overthrow Dragon Lord Torch. He was recruited over to Darkness's side after she promised to aid him in becoming king.