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!

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)

Growing up with books, Spike has always been a fan of the critically acclaimed Daring Do series. But after finding himself stuck in one of the novels, Spike must find a way to survive in a foreign, daring land filled with mysteries and adventure. Back in Ponyville, Rainbow Dash finds familiarity in a draconian character from the newest Daring Do installment.

When Rarity has Twilight over for tea, she learns her friend has a big confession to make. But what is really going on here?

A man is transported to Equestria through some unknown means. Instead of becoming the life of the party in an instant, he is forced to survive using less than conventional means, hiding from the denizens of Ponyville in fear of how they would react to a human being. But such an existence cannot last forever.

As well, he must contend with the reality of an incomplete cartoon world. Things are not as easy to adjust to as they seem.

Over the course of several years, Rarity has achieved a fabulous career, contributing to both Equestrian fashion and the Ponyville community. She is admired by her clients, envied by her peers, and cherished by her dear friends, proving that she's a dependable shoulder to lean on.

Then one day, a mysterious pony visits from out of town. She wishes to meet Rarity, but not to thank her.

Resplendent, gifted, sublime; these words have become synonymous with Equestria's newest and brightest star. When this beauteous manifestation of all ponies' desires touches down on Canterlot, a new era of pop culture rises. But nopony seems to know anything about her, besides the evidence of her talent and enigmatic nature.

Chrysalis hopes to keep things that way.

After a chilly night, Rarity catches a cold, so Applejack goes down to take care of her until she gets better. What better than a yummy, hot tomato soup? Maybe a lullaby and a belly rub.

Cheer up, Twilight. It's not every day somepony changes species. In fact, no pony has ever changed species. It's something new and you like discovering new things. Granted, Equestrians don't like new things, especially things that fundamentally alter their government. So maybe there is reason not to be happy after all.

The air rushed past her ears with a howl, the currents cutting at her skin as she dived towards the earth. An irrepressible smile spread across her face as her mane waved behind her in the wind, only to have the smile wiped away as what awaited her on the ground made itself known.

Inspired by this image by tassadoul.