This is, without a doubt, the most immature thing I have ever written. Credit to Proto for helping me edit, somewhat.
There are a number of borderline mature bits, as well as some exposition at the end on my Elder Scrolls timeline.
Despite the editing help I have, criticism is appreciated, I can't get better if viewers don't point out what I'm doing wrong.

If you had no idea that this story was being written by a highschool sophomore, you do now.

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As luck would have it, Twilight had a guest room. It was fairly accommodating, decently sized and of comfortable temperature, it even had a full-sized bed. The operative word being bed, Twilight only had one spare, and an unfortunate accident had claimed her too-small couch. As Fate would have it, Reman was never a lucky man. Of course, luck had nothing to do with this. Princess Celestia had been the cause of this particular situation, no doubt about it. The Imperial had read her letter to Twilight, apparently the destruction of royal correspondence was unheard of in Equestria.

Twilight had been told to make arrangements for a pair, and had mistakenly assumed something else. While not directly at fault, Reman still blamed Celestia, she could have been clearer in her meaning.

“Couldn't I just use your bed?” Reman asked Twilight, fully aware of Glade's less than enthused state. Twilight thought for a moment, then shook her head.

“Sorry, but its too small,” She began, “It couldn't even hold two ponies.”

“Then why don't you two share this one?” Glade asked, eager to sleep alone.

“I think you know why.” Twilight whispered into the lycan pony's ear, an attempt to conceal her words from the Imperial. She was going to bar the door when she left, the window was magically sealed under normal circumstances, both facts gave the two lycans little chance of escape. Glade knew this, but understood it was for security purposes.

“Then you're sleeping on the floor!” Glade pointed a hoof at the Imperial, who performed a strange gesture: elevating his center finger.

“Try to make me.” Glade growled at the other lycan, bearing her teeth at him.

“On the floor, now, Reman, I'm in no mood for this.” Her posture became hostile. Twilight had no idea why they were behaving like this, acting like little foals. Perhaps they were territorial, oh, the Unicorn wished she had a quill and parchment right now.

“Neither am I.” The Imperial had already stripped and was reclining under the blankets.

“Then sleep on the floor and stop arguing with me.” Glade was not amused by Reman's antics.

“I'm not arguing.” Glade had finally had enough. She jumped onto the bed and placed her hind-hooves on Reman's covered side. The moment she applied pressure, Reman acted. The mattress' springs creaked with the sudden motion, Reman had Glade pinned underneath him.

“Settle down, and get some sleep, Glade.” The lycan mare growled at him. “Twilight, go ahead and leave, I can handle this.” Twilight did as she was told, not wanting to take a side, and risk offending somepony. Reman looked Glade in the eye after Twilight shut and barred the door.

“Say it” He said with a smile.

“Never.” Glade hissed in return. Reman brought his head in closer.

“Say it” Glade growled again, this time it sounded violent. Reman brought his face in even closer, but still out of Glade's snapping range.

“Fine, you win.” The lycan mare sighed, and Reman grinned like a fool. “You do know Twilight locked us in here, right?”

“Of course I know, super hearing, remember?” The Imperial asked, though it was more of a statement. “Say, where is Twilight's room, anyway?”

“Just through that wall, why?” Glade pointed towards her 'up', the wall in front of them.

“Because I have an idea, do you want to get some payback?” Reman grinned.

@#@#@#@#@#@

THUMP CREAK THUMP CREAK THUMP

Twilight's face was painted bright red. She hoped they were pulling her leg with every fiber of her being. Every now and then she heard a grunt or growl, Glade was certainly loud. The first time she heard the springs, she thought it was one of them shifting into a comfortable position. But then she heard them talking, just the voices. Then the headboard slammed into the wall.

But when that started, she spilled ink all over her gathered notes on the two lycans. Twilight had since prepared another pieces of parchment. Now, however, she was writing to Celestia, asking her to kindly collect her guests. Twilight had just finished signing, her quill was just within the inkwell.

“OH, REMAN!”

The Unicorn's magic twitched, sending ink all over the letter. Her assistant was sleeping soundly in his basket. Twilight was glad Spike slept like a rock, this was a conversation she didn't want to have with the baby dragon. Twilight didn't bother setting up again, even if she got a letter written, she'd need Spike to send it. Besides, they'd quieted down, just mumbling to each other, good.

Twilight climbed into bed, she was asleep before her head hit the pillow.

#@#@#@#@#@#

“If we wake up spooning, I'll kill you.” They'd had their fun for the night, each trying catch their breath from the exertion.

“Good night to you too, Glade.” Reman hadn't slept on a real bed in months, maybe over a year, unless one counted the stone the Dwemer seemed to prefer. The Aldmeri Dominion had produced pillow-top mattresses, box-springs, the whole nine yards of the bed world. That was the only reason Reman knew it'd make that noise when shaken, that the headboard would move enough to slam into the wall. One would think they would make them quieter, for the sake of modesty.

“How awkward do you think tomorrow will be?” The lycan mare asked, wearing a smile.

“Glade, that's when the real fun begins.” The Imperial shut his eyes.

It felt amazing to be back in civilization once again.

#@#@#@#@#@#

Glade found herself once more surrounded by flowers, the blooms seeming much more alive than before.

“Hello again, child.” Rose called from seemingly everywhere, before fading into existence in front of the lycan mare.

“Rose,” Glade began, “Are you still mad about earlier?” She had felt the mystery mare's strength before, this world was Rose's domain, Glade was powerless here. Rose started giggling, which sounded like a mixture of a child's laugh and the cackle of an elderly pony.

“Of course not, last I checked, the two of you were getting along just fine.” Rose was back to her maternal self. For some reason that did nothing to keep Glade from feeling uneasy around her. “But what you did to Twilight was too much, even for Reman.” The mystery mare smiled, like a ray of light in a dark tunnel.

“That's... good to know.” Glade's mouth felt dry, nervousness crept upon her. “You haven't called me here before without a reason, Rose.” Her voice lowered as she went on, trying not to offend the mysterious pony.

“Correct.” Rose said definitively, both a response to Glade's statement, and an answer to its implied question. “I brought you here for one, simple reason, Glade.” In a puff of smoke, the two appeared in a stone corridor. Drab, dry, and dusty, lit by candles spaced about three feet from one another, it was seemingly endless. “Come.”

The pair's hooves clopped and clacked over the stone floors, they passed numerous doors, both opened and closed. Their contents were either too strange to describe or were incomprehensible to the lycan mare. Eventually, Rose picked a door, made of blackened stone, red sigils of some sort were etched into its surface. It whispered like the wind, screams, laughter, battlecries, all echoed from it. The stone gate opened without being touched in any manner.

Inside the strange room, there was what could only be described as a gallery. The sort used for displaying works of art, which is just what this one seemed to contain. Torches kept the room dimly lit, just enough to see the outlines of the canvasses along the walls, but obscure the images.

Rose tapped a hoof to the ground. The entire gallery was illuminated from every possible angle, there wasn't a single shadow present. The pair of mares looked upward, at the the golden framed portrait before them.

A number of figures, each on two legs, stood side-by-side in the informal setting. Some looked valiant, some villainous, others were much harder to place. In the center was a brunette, its face made it appear female, she was wearing golden armor. To her right stood a man, wearing steel armor with a white tunic over it, a crimson diamond was emblazoned on its front, a winged helmet rested under his arm. On her immediate left was another man, this time in a gray cowl of some sort, blue sigils like those on the door decorated it. He appeared to be very nimble

Three figures were dressed in black, one in a hooded robe, another was a female in black armor of an unknown material with ashy, blueish skin and pointed ears, with friendly, red eyes. Glade was reminded of a old friend of her's from Flight Camp. The final figure in black was much more frightening, his gaunt, wrinkled face and crimson eyes sent chills down the lycan mare. Glade turned from those, and looked back to the woman's right.

An elderly looking man, wearing robes, with a staff strapped to his back, wore a wise and fatherly smile. A woman dressed in heavy, steel armor with a cocky smile on her face, though she looked haunted by something. In the background, a man in lavish, purple robes stood with his head down, as though defeated by some unconquerable force bearing down on him. Behind him stood both a group of armored warriors, and a dragon, reared on its hind legs, forever roaring at some unseen enemy.

“Her name was Joan.”

“What?” Rose had roused Glade from her day dreaming.

“I said her name was Joan, the woman in the middle.”

“Who is she?” Glade noticed some similarities with a certain Imperial she knew. “Why does she have a painting like this?” The canvas had both a looming dread, and an aspiring hope, painted into it.

“She was Reman's ancestor, the matron of his family line. To her right is the Reincarnation of Pelinal Whitestrake, the Divine Crusader. Next are Hannibal Traven, of the Mage's Guild, and Master Donton, of the Fighter's Guild. On Joan's left is The Gray Fox, a master thief. Just beyond that is Lucien Lachance, a high-ranking member of the Dark Brotherhood.”

“So, does that make those other two...?”

“Correct again, child. The woman was a Dunmer, her name escapes me, but she was Lucien's Silencer before becoming a Speaker, herself. The old one is Vicente Valtieri, a vampire, but, don't let looks fool you, he was a very kind man.”

“I thought vampires were just old legends.”

“Here, they are. But so were dragons on Nirn.” Rose gave a knowing smile.

“So that's why...”

“You're on a roll today, mortal. Reman saw the destructive power of a dragon firsthand, his fear is well founded.” Rose giggled again. “Though it is misplaced.”

“What do you mean?” How could fear in a dragon be misplaced? They were certainly fearsome enough to warrant excess caution.

“The black dragon was looking for someone: a mortal that posed a threat. Reman, for all of his strength, couldn't even scratch its scales.” Rose took notice of Glade's confused expression. “Dragons in Equestria are like those from childhood stories, Nirn's, however, are vicious, predatory, and immortal. Only other dragons can kill a dragon, if its from Nirn.”

The information hung in the air. Glade wasn't eager to speak, Rose had instilled some base fear into her. Rose looked around for a moment, trying to find something. The strange pony sighed.

“My apologies, child, I was sidetracked.” Rose clacked her hoof against the floor again, though nothing happened. “I brought you here for a simple reason. You see, the two of you are starting to get along, to continue on you path, you need to avoid offending him.”

“Glade, I've brought you here to learn.”

@#@#@#@#@#@

Twilight woke up at the crack of dawn, which was unusual, given her lack of sleep the night before. Perhaps her body capitalized on its time. She heard a voice through the wall, and remembered the previous night. She went from purple to red in no time at all.

Twilight left her bedroom, allowing Spike to sleep in, and stopped outside her guest room. The latch moved silently, the barrier spell fizzed out of existence, and the steel bar slipped from its binding. On well-oiled hinges, the door opened.

Glade was awake, the lycan mare had all ready climbed out of bed. The bleached mare looked at Twilight, a look of anger painting her face.

“Let me out before I kill him.”

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Time for me to explain the fucked up time line my story has
*The Dark Brotherhood questline didn't happen, neither has the Mage's Guild nor Fighter's Guild.
*The Divine Crusader was the one who introduced the criminal element (Brotherhood and Thieve's Guild) a penitent sinner, he was formerly a member of both, even maintaining his friendships within the criminal organizations
*Shivering Isles Expansion was handled by a third party, uninvolved with Joan and crew
*All of this was explained to Glade
*Glade has no idea Rose is Azura

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By request of my good friend, Proto, I have written a number of alternate versions for the last scene. These are in no way, shape, or form canon, and should not be taken as such.

They are for entertainment purposes only.

Enjoy.

#@#@#@#@#@# AltEnd1

Twilight left her bedroom, allowing Spike to sleep in, and stopped outside her guest room. The latch moved silently, the barrier spell fizzed out of existence, and the steel bar slipped from its binding. On well-oiled hinges, the door opened.

Reman was lying on his back, on the floor, his feet still on the bed. He was wearing a stupid smile and some sheets wrapped around one leg. An angry, red hoofprint stretched over his face.

The Unicorn looked around, and was horrified. Scratch marks adorned the walls, pillow feathers were all over the floor. The small dresser was overturned, its contents strewn about.

Back against the wall, rested a Pegasus. Glade had that same smile, she was drooling in her sleep. Twilight took a step inside, careful to avoid anything that may have been dirty.

Something dripped from the ceiling, right onto her snout.

@#@#@#@#@#@ AltEnd2

Twilight left her bedroom, allowing Spike to sleep in, and stopped outside her guest room. The latch moved silently, the barrier spell fizzed out of existence, and the steel bar slipped from its binding. On well-oiled hinges, the door opened. She wished she'd left it closed.

Both lycans were awake, Glade was on her back, with Reman hovering above her, both were looking at the Unicorn.

“So, Twilight,” Glade began, “Care to join in?”

The Unicorn promptly fainted.

#@#@#@#@#@# SpikeEnd

Spike woke up before Twilight, as was often the case. He yawned and stretched, trying to shake off the fatigue that still resided within him. He decided to let Twilight sleep in, knowing all too well how little sleep she'd had in the past few days.

Stepping out into the hall, Spike noticed the guest room was barred, warded, and latched shut. That was odd, Twilight never locked that door. Having known him for so long, Twilight had neglected to ward against Spike opening the door, it was unintentional, of course. The young dragon opened the door.

And then Spike became a man.

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Shits and giggles are now finished, back to being serious for me.