This story is a sequel to The Life and Times of a Winning Pony

Cloud Kicker's life has been going just about perfectly. She's got a good job, two beautiful girlfriends, and she's never been on better terms with her friends. She's even getting more time with her family now that her cousin is serving as Princess Twilight Sparkle's personal bodyguard. She made mistakes in her past, but now all of that is over and she's earned her happily ever after.

Or at least, that was what she thought. Little does she know that her new life is about to start getting very complicated.

Twilight's just received her official government escort license, which allows her to legally take on passengers during a teleport. Unfortunately, the fee was hideously expensive -- enough to completely wipe out all her spare bits. And there's a major purchase coming up which she refuses to put off. So what better way to raise the money than by giving her freshly-approved skill a workout? After all, it's winter, it's cold, ponies will get home all the faster, and since Twilight knows what 'escort' means, so will everypony else.

It's probably best not to bet on that last part.

(Part of the Triptych Continuum, which has its own TVTropes page and FIMFiction group -- but can be read as a stand-alone, and no knowledge of the other stories is required. New members and trope edits are welcome.)

Now with author Patreon and Ko-Fi pages.

Current cover art by Harwick: please contact him for commission rates. Original cover art by EquesTRON.

Seriously, a lot.

(Now with a Spanish translation by the generous SPANIARD KIWI!)

In his influential analysis of the coup d'etat that would become known as the Rutting Revolution, Curly Marks wrote that history repeats itself — "the first time as tragedy, the second time as Prince Blueblood."

Marks actually used other words in place of the name, but this is a family-friendly publication.

* * * * *

This story is a sprawling literary mash-up of Prince Blueblood, the French Revolution, linguistic homicide, male suffrage, Prince Blueblood, educational blackmail, epically bad puns, and Prince Blueblood. Also a story about how to be a hero when you're rotten to the core. But mostly, Blueblood.

First-place winner of the "History Repeats" writeoff * Featured on Equestria Daily
"Highly Recommended (Top 15 Stories)" by Titanium Dragon * "Highly Recommended" by PresentPerfect * Rated "Definitely Read This" by Super Trampoline
"★★★★" from Louder Yay * Other word of mouth

So, four days ago, Tirek brought Equestria to its knees—with my help—only to turn on me—which I really should have seen coming, but that's hindsight for you. And then some stuff happened involving—of course—rainbows, ugh, and now I'm here. Helping pay off my debt to the nation by fixing things which may or may not have been broken by me in the first place, like a good draconequus should.

Problem is, doctor, I've been finding myself preoccupied as of late, and I really just can't see why...

One shot written after a discussion about Discord's actions during the season finale.
Featured 7-31-14! Wooooo!
Has its own entry on the Dusk Guard Saga's TV Tropes Page.

Worrying about her appearance after being worn out by both her wedding and the crystal heart incident, Cadence attempts a simple changeling-based youth spell. She ends up with a little problem. She ends up little, as in a little filly. With the Crystal North's big Winter Wrap Up, the Equestrian Games and her own honeymoon coming up, this simply would not do. Fortunately Twilight has a solution. Unfortunately it involves getting the help of a particularly reluctant changeling escort in exchange for making him Cadence's personal student of Love.

Written to the lovely tune of Cadence, My Love Song by Matthew Mosier
Story Status: Pilot
Cover Art: You know, ponies weren't made to be drawn from the front. So awkward to draw!

Twilight isn't having a very good day. An experimental spell blew up in her face, an army of changelings is attacking Canterlot, and she just died. Yet somehow, it looks like it's going to keep going downhill from here.

Given the chance to correct what's gone wrong, Twilight swears she's going to fix all this even if it kills her. Which it will. Frequently.

Cover art by Pixel Prism
Spanish Translation
Series TV Tropes page

This story is a sequel to Hard Reset

After the events of Hard Reset Twilight's life and mental well being are slowly returning to normal. Her recovery is cut short, though, when a letter arrives informing her that the time loop spell she cast is causing severe damage to space and time itself. In over her head, Twilight tries to summon anypony who will know how to fix it. The pony she gets is the last one she ever thought she would meet... and nothing like she expected him to be.

Available in Spanish thanks to dgs1993
Series TV Tropes page

Freshly graduated from West Hoof Academy, 2nd Lieutenant Storm Kicker decides to enjoy what little free time she has left before accepting her commission with the Long Patrol. And what better way to let down her mane than at the millennial celebration of Celestia’s reign, on the eve of the Summer Sun Celebration?

Well, there is the pesky little detail of a pesky little sibling who decides to tag along and be a pest. Still, it’s the last chance she’ll have to spend time with Star, so they make the most of it. It’s all fun and games, plus she'll have plenty of chances to needle her little sister along the way.

At least, until the two sisters are asked to look into the disappearance of a family friend; it soon becomes apparent that not all is well in Canterlot.

Part of the Winningverse.

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.