My first offical My Little Pony story. Here is the start where we meet the one wanting to know more about a dangerous enemy to Equestria.

Disclaimer: I only own Nightwing, Ace and Mono. I do not own My Little Pony

Prologue: A Sleepless Night

It was on the dark streets of an Equestrian town far from Canterlot and Ponyville known as Haydon. No one was out on the dark streets.

Well there was one pony; he was a black Pegasus with a blue mane and tail, wearing a blue suit with an old green fedora hat. His name was Nightwing a detective who was from Manehatten but had moved to Ponyville.

He had relatives in Haydon but that wasn't why he was here, in fact he didn't know why he was here till he heard a laugh. One he knew well. He turned to look behind him to see a dark shadow approach.

This shadow had the shape of an alicorn and red eyes with an evil toothy smile. Soon the shadow's dissipate to reveal a robotic alicorn pony that was back and white with red soulless eyes but the same smile.

"Mono! Or have you gone back to using Jack you insane spirit!" Nightwing said angry at the being

"Insane? Ohhhhh that hurts…really it does. Oh the despair I feel knowing that's how you feel about me" Mono said feigning sadness but laughs and said "It feels very good"

"I hate that you enjoy that but I expect no less from the spirt of despair" Nightwing said staying on guard.

"Yeah but you and I are connected since I tried to get you as a host and left a part of me in you, but now…I want that back" Mono said grinning and soon his arts separate as he grows to the size of Celestia and it shows his metal body is more armour for the shadowy being and clawed tendril move towards Nightwing.

The Pegasus flies up and tries to get away but is soon grabbed and gets dragged back towards the alicorn being who laughs and said "I do hope you feel despair to you last moments of life as I'm sure it will be good I remember you like that." He then laughs more.

Everything goes dark and Nightwing screams and wakes up and he looks around panicked. He was in an office sitting at a desk…his desk. He sighs and places his hooves on his face and rubs it and said "It was all a dream…." He felt a third thing touch his face and looks to see a shadowy clawed hoof touching him which was coming from his own body

"Will you get off me?!" Nightwing cried to the shadowy claw which retracts back into him. Ever since he was once possessed by Mono when he was Jack and got him out he gained the clawed hoof, so far he only knows how to use it to protect himself nothing else but it also serves a reminder that now him and the spirit of despair were connected.

An eagle flies in and looks at Nightwing. The eagle was Nightwing's pet and the pony smiled tired but said "I'm fine Ace, just another nightmare…" he yawns and looks at the letter he was reading before he fell asleep.

Nightwing has become obsessed over finding out who Mono was before the whole shadow spirt, as he learned there was an alicorn named Jack Despair in Haydon many years ago, but the letter from his cousin said no records on the pony seem to exists. Naturally this need to know has caused him to suffer nightmares preventing him from sleeping.

"No files of him exists…there either lost or all traces of Jack are gone but…how am I going to know" Nightwing said rubbing his head and hears a screech.

He looks to Ace who draws on a board a tree castle with a alicorn on it and Nightwing got it "Twilight of course…maybe…maybe she knows a spell to allow us to see into the past and know the truth…I hope so at least good idea Ace." Nightwing said and yawned "We'll visit her in the morning and hope she can help but…but sleep first or at least…I'll try to sleep" He said going up to his room to fall asleep

Ace looks at his owner with concern he hopes Twilight can help because this obsession, it may destroy him mentally with the nightmares.

With that the prologue has eneded next time Nightwing will meet up with Twilight who will provide a window into the past so they can see how Mono then Jack Despair was in the past as a full alicorn.

Please Read, Review and No flames thank you