Rarity and Twilight are dating. Rainbow Dash just asked them both out as a joke.

She didn't expect them both to say yes.

A Christmas present for the incomparable Monochromatic
Editing by Undome Tinwe and Pearple Prose

In response to threats of a griffon attack on Equestria, Twilight responds with a letter detailing just why such actions would prove unfavorable for them.

Pinkie Pie preemptively apologizes to Twilight: she's going to ruin their friendship.

Twilight agrees.

Pinkie suits her better as a girlfriend anyway.

Princess Celestia has trained her three apprentices, Sunset, Trixie and Twilight, to become the newest generation of the Knights of the Realm, protectors of Equestria. Their abilities and morals are unquestionable, and they're also perfectly willing to become the heroes Equestria needs. However, something had to give, and in the process of turning them into the future Legendary Heroes, those three ended up becoming particularly eccentric in their methods and quirks. This is the start of a very silly era of heroes.

October 2019 Edit: The story's rating has been changed from E to T.

MLP/Undertale crossover.
Not a PWNY-verse story.

Long ago, the Monsters and Humans fought a great war. The Monsters lost, and were sealed in the Underground. It would take the power of seven human souls to break the barrier that kept them imprisoned. They only had six. And so the Monsters waited and hoped, praying that another human would find their way to the Underground. Some thought the seventh soul would give their King the strength to break the barrier. Some dreamed of a human who would be their friend, and save them all...or had nightmares of one who would bring back the war.

...but nobody came.

...but somepony did.

Eons after the war, with no way to tell how much time had passed above, a tiny blue filly with wings and horn fell into the underground, calling for her Mama. None knew the poor creature's nature or origins...but her soul was powerful with magic, even more so than a human soul.

None can know what will come...of this little 'Woona'.

Cover art by Sanyo21

Oh...it's you. Back again to destroy me? I thought you'd learned your lesson when you put that idiot in charge and I let you leave. You saw how easily I could have killed you, but instead I showed mercy. A mistake apparently, and one that will be rectified.

But I don't need you anymore. I've found someone so much better. Her abilities have forced me to completely redesign my testing environment several dozen times. No matter how advanced I make the chambers, she solves them one after the other. I've never been more proud.

But My Little Killing Machine is growing bored. Turrets can only provide so much challenge. And my testing robots just can't keep up with her. But you...you cleared every challenge I threw at you, even the impossible ones. Gilda's been begging for a worthy final exam...

It seems you've come just in time. Do try not to die too quickly. She loves the thrill of the hunt. To keep you entertained, I might even share a few excerpts of my little girl's life as you hunt her down...you monster.

Part of the PWNY-verse.
Cover art by Professor Cat Pro.

Dr. Albert Wily...mad genius, evil scientist, brilliant roboticist, wanted criminal, would be world conqueror, loving father... Wait, what was that last part?

When Dr. Wily wakes up one morning with a tiny unicorn inexplicably clinging to his bald head, he is more than a little flummoxed. Unknown to him, this tiny creature is about to turn his entire life upside down, worm her way into his heart...and make his dreams a reality.

Can you feel the Wub tonight? Mega Man sure will.

Part of the PWNY-verse.
Edit: Now with awesome cover art by sanyo21! How does he do such awesome artwork so fast?
Edit 2: Adorable fan art sprite by SteamingBullet!
[img]http://orig14.deviantart.net/af07/f/2015/257/9/a/vinylwily_by_steamingbullet-d99jln2.png[/img]
Edit 3: New fan art commissioned by a fan!