As the eternal regent of Equestria, Princess Celestia's knowledge of magic is without equal. Over her long life, only a few gifted ponies who had a great destiny before them have had the honor of learning at her side. Sunset Shimmer was one such pony: one of Celestia’s best and most promising students. As she learned at Celestia’s hooves, their bond strengthened until they became far more than student and teacher to one another.

Sometimes those closest to us are the ones who can hurt us the most.

[Note: This story does not directly tie into Equestria Girls]

This story is a sequel to Winning Pony: Road Not Taken

Years before the events of Winning Pony: Road Not Taken, Sparkler didn’t know her big sister. She didn’t have one.

For as long as she could remember, Sparkler had been in a foster home, under the care of Equestria’s Foal Services. It hadn’t been perfect, but life had been pretty good while she waited for somepony to adopt her.

Thirteen years is a long time to wait, though, and she had all but given up on ever leaving. Given up, until she found everything she knew suddenly and violently pulled out from under her. Hurt, scared, and alone, she’s found herself in a sea of new faces. Some help, some smile, most just fade into the background.

None of them seem interested in her, though. Not enough to take her home.

Twilight Sparkle's tenure in Ponyville has been anything but calm. Since the Summer Sun celebration, she's dealt with a variety of foes, from Nightmare Moon to dragons, hydras, Discord, and King Sombra. But when Pinkie Pie asks for help with a small problem, Twilight finds herself pulling out all the stops to deal with the most dastardly (and curious) fiend yet encountered: Sugarcube Corner’s haunted mailbox. Rainbow Dash’s letter from the Wonderbolt Academy is on the line. Failure is not an option.

This story is a sequel to Princess Twilight's Profoundly Peripheral Protector

Big threats were nothing new to Storm Kicker. Even before entering the service of Princess Twilight Sparkle, Storm's career had brought her head-to-head with some of the worst Equestria could offer, and more still—from water monsters in Canterlot to the changeling invasion. She knew when she agreed to be Princess Twilight Sparkle's bodyguard that it was probably only a matter of time before some new ancient evil broke loose, and she would need to be there, at her princess' side.

When Tirek began his assault on Equestria, Storm was ready to give her life in the service of princess. What she wasn't prepared for was Twilight sending her away. However, regardless of her princess' orders, Storm swore an oath to serve and protect her princess, and she will do what she must to fulfil it. Even if it means putting her life on the line in a hopeless battle against an enemy she cannot possibly defeat.

This story is a sequel to Rise of the Phoenix Empress

It has been nearly nine hundred years since Sunbeam Sparkle claimed the throne of Equestria after Celestia’s abdication. In that time, she has forged Equestria into a powerful centralized empire that spans most of the known world. Even the distant griffons and zebras pay reluctant homage to the Phoenix Empress.

In this series of connected one-shots, we’ll be taking a look at life the new Equestria Sunbeam Sparkle has forged, through the eyes of its inhabitants.

Study Buddies: Sunset Shimmer and Twilight Sparkle are the Empress’ co-students. They also rather dislike each other, mostly due to Sunset’s less than friendly attitude. Can they find a way to work together to fulfill the Empress’ high expectations, or will they just end up trying to kill each other?

Princess Twilight Sparkle is perfectly happy with her perfectly ordinary life in Ponyville. Every library book is properly shelved in its appropriate place, and her life continues on exactly according to her meticulously planned out schedule.

Then she gets a bodyguard.

Now she has to find some way to fit this new pony into her life on short notice. It won’t be an easy thing to adjust to—especially since Captain Storm Kicker’s presence makes it that much harder for her to go on living like the same old Twilight Sparkle she was before she became a princess.

Applejack's love for her farm and her family define her. They're the two things in her life which keep her going: the only motivation she needs to get out of bed every morning. Her brother, her sister, their grandmother, and—and the three of them, keeping their family orchard going strong together. It’s the life she always wanted.

But Sweet Apple Acres has taken a hit in recent years. It’s hard to ignore how, so recently, the four of them used to be the five of them, or how the farm’s account is running as dry as the fields themselves.

But it’s just a phase; a bad one, but they come and they go, like the seasons themselves. Applejack knows it’s just a matter of persevering, and staying the course. Better days are just around the corner.

Sunbeam Sparkle is not a good pony. She might not be pure evil, but she is ruthless, ambitious, and so power-hungry that she would even aspire to usurp Celestia's throne. Worse, she succeeds in manipulating Celestia into not only surrendering rule over Equestria, but her immortality as well.

It is often said that power corrupts, and absolute power corrupts absolutely. In most cases that’s true. Many good ponies have begun with good intentions, but slowly lost their way. However, this is not always the case. A rare few virtuous ponies have the character and strength of will to resist temptation, and are never corrupted by their authority.

Even rarer, there comes a time when gaining power makes a pony better than they were before. This is one such story.

Flight Camp was a life-changing event for Cloud Kicker. Her horrible fight with Rainbow Dash forever changed things between them, and drove a wedge between Cloud and Fluttershy.

But what if that had never happened? What if Cloud and Fluttershy had stayed together? How would the lives of the three friends be different? What other changes would ripple across Equestria as a result of that one event? Cloud and Fluttershy might be happily married, but how would that change the lives of their friends? Would Rainbow Dash go down a different path to joining the Wonderbolts? How would Rarity's life change if she never met Fluttershy until she moved to Canterlot?

Where would they be today if they'd traveled down the road not taken?

Losing your virginity is a big milestone for anypony. Especially when you finally hook up with the pony of your dreams in the process. There was just one problem for Blossomforth: when she woke up the next morning, the other side of the bed was empty. Cloud Kicker wasn't there.

Sure, Blossomforth understands why Cloud Kicker wasn't there for her. Cloud's been going through a rough time lately, and maybe their hookup wasn't timed very well. However, knowing that doesn't make Cloud's absence hurt less, nor does it make Blossomforth any less lonely. Perhaps this is a sign that she needs to put some serious thought into where her relationship with Cloud is going, before things get too far out of hoof.

Part of the Winningverse. Takes place concurrently with Chapter 18 of The Life and Times of a Winning Pony.