A thousand years is quite the generation gap, so Princess Luna decides she has to get with the times. However, this isn't quite as easy as she thinks it will be...

This story is a sequel to My Little Heartbreak: Heartbroken

It's a week later, and Twilight is nagging Heartbreak into learning more about herself and what her special talents really are! Heartbreak shows herself to be the artistic type but with learning to be a pony and contending with ponies curious about the new mare in Ponyville, it's a rocky start that is leaving Heartbreak feeling more than drained of her ability to express herself. Let alone learn how to use a pencil with her mouth. Perhaps Zecora can help with a special brew she calls "Creativi-Tea"? Or will this just going to lead to a lot of Insani-tea?

On a dark night filled with even darker magics, an insane cult attempts to give Nightmare Moon a body and life of her own, utterly separate from Princess Luna. But, when the spell is interrupted by Celestia, something unexpected is created.

Now, a little black alicorn filly named Nyx finds herself living under the care of Twilight Sparkle, only to be haunted by memories and emotions from her past. Is she Nightmare Moon reborn or is she simply a doppelganger with a soul and mind of her own? Can Twilight Sparkle protect Nyx from those who refuse to see past her dragon eyes and black coat?

Or, will Nyx be forced to inherit the sins that may not even be hers and become the greatest evil Equestria has ever known?

When it came to matters of the heart, Anthony just couldn't win. In his path, a rainbow coloured trail of broken hearts were left. With the final relationship he had, his strange exes decided they had enough. Now crashing through the universe and robbed of everything that makes him who he is: Anthony has been abandoned, branded and renamed by his exes. Find out how a pony named HeartBreak has to learn -her- place in this new world.

Based on the song 'I am Octavia' by ElieMonty and Nowacking. You can read this without hearing the song, but I strongly suggest listening to it because it's just beautiful and it'll give you a little more background for the story.
I am Octavia <--link for your convenience.
Octavia has had enough. Enough of the selfishness, enough of the hurt, and...maybe enough of Vinyl Scratch. After telling her she was going to miss her concert, again, the earth pony calls their friendship off. Now, it's up to DJ Pon3 to let her best friend go or fight tooth and hoof for their friendship. But with everything getting in her way, will she be able to make it? Or is one of them going to need a new place to call home?

Twilight Sparkle is replaced by a firetruck.

I'm never writing another story.

Seriously, this is it.