Due to her reckless antics and tomboyish behavior, Rainbow Dash has generally been thought of as one that had no real interest in the matters of love and dating. However, she gets challenged by Spike one day when he tells his friends that he would never be able to fall in love with her. Given Rainbow's competitive nature, a new challenge between the two of them begins.

She tries to steal Spike's heart and if he falls in love, he loses!

Between awkward dates, friendly interference, a jealous Rarity, an over-protective Twilight and a betting pool stretching all across Equestria, who knows what ending awaits them!

Note: This story is sorely outdated. It's in desperate need of a rewrite that I'm too lazy to provide. Read at your own risk.

What do you do when your world collapses? When a pony you thought you knew turns her back on you? How do you cope when the pieces don't fit and your friendship comes crashing down? A certain white unicorn is devastated when she finds her pegasus friend of many years to be a cold and broken shell of who she once was.

Every scholar wants to discover a new fact, something true and constant that changes the way they see the world. For Twilight, that discovery might come from a place she never expected. . .

(Proofread by DbzOrDie, who's patient enough to be my friend even when I forgot to credit him at first.)

In the heat of the moment, some ponies have a habit of letting things out. Sometimes they are minor things that most just shrug off and forget about in a matter of milliseconds. Sometimes they are things that, once revealed, shake the very foundation of their existence.

Rarity's latest revelation falls into the latter.

When Rarity’s friends discover that she has been seeing an escort, they decide to investigate and find out why. What they discover is more shocking than any of them could have imagined.

An alternate and significantly better version of this story can be found here.

Rarity is working on a large order. It would be easier if she weren't distracted by thoughts of a certain pink pony.

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Sequel here: In Pursuit of Happiness

Reworked the story so it reads better. 4/20/2013

Spike has been abandoned by his friends at the Grand Galloping Gala. While wandering the halls of Canterlot Castle, he finds himself stumbling upon a peculiar pony.
(Season One Finale Alternate Ending)
(Originally Written As A One-Shot)

Holding in emotions is never good. Keep them buried for too long, and eventually they burst out at the wrong time. Both Rarity and Rainbow Dash have a secret they have been hiding from their friends, specifically from a certain shy, animal-loving pegasus mare. They've finally decided to come clean, but neither of them counted on the other revealing the truth, much less at the same time.

Now Fluttershy is stuck with an impossible choice between her two best friends. Can she choose one without risking her friendship with the other?

"Sex" tag due to innuendo and suggestive material. No actual sex happens in this story.

Author's Note: Many, many thanks to Steel Resolve and Karrakaz for pre-reading and letting me know when I screw up. Now with new cover art, courtesy of johnhilist over at deviantart.

Rarity has fallen hard for the lavender mare from Canterlot, but there is just one problem, that certain mare from Canterlot is completely oblivious to it all. Thus, Rarity does everything in her power to escape the dreaded friend zone, from skywriting to asking Twilight's parents for help. But will it be enough? Probably not. After all, Twilight is rather naive, but a mare's gotta try.

The pic that inspired this story, and the cover pic credit goes to ~SigneTheSlaske of Deviantart.com, check them out for more great artwork.

Foals can do it, you can do it too! Miss Cheerilee points out some basic rules for all of her students to follow. (Note: rated teen for not having random sex scenes with Twilight Sparkle). Also, apologies to my editor Future, because I didn't run the story by him and he puts up with that sort of crap

(Also also, huge thanks to blackgryph0n *original artist* and Paleo Prints *the touch-ups* for letting me use their fine cover picture!)