This story is a sequel to Freeport Venture: Come And See

When Twilight Sparkle traveled through time to stop Starlight Glimmer, she had no idea of the wider consequences of their actions. By trying to restore her old world, she was also wiping away the new ones that Starlight's changes to the past had created. Now, the last remnants of those destroyed worlds have come for revenge.

Co-authored by Ponibius

Clover the Clever never asked for his life to get so complicated.  It was bad enough tricking a drunk Imperatrix Celestia, war goddess of the Three Tribes, out of her accidental coup against Queen Platinum.  But now the most dangerous pony in Equestria has returned to trade her claim on the sun for a chance to woo him.

On top of that, his erstwhile mentor Star Swirl the Bearded has saddled him with a mysterious magical necklace and a uniquely bleak and pointless prophecy: If he's brave enough, and if he's clever enough, he just might survive Celestia for long enough to break her heart.

Now with an audio reading by ScarlettBlade!

Recommended by PresentPerfect! "horizon gave me the story I needed rather than the one I wanted ... along the way we get some very strong lessons about love, and meditations on the value of a lifetime and what one pony can achieve on their own."

Featured on Equestria Daily!

First place, "Out of Time" Writeoff! (11/2015) At long last, expanded to novella size! The world-spanning, centuries-spanning romance as it was always meant to be told!

PRAISE FOR THE WRITEOFF VERSION:
"One of my favorite depictions of Celestia in a long time." –billymorph
"To the top of the ballot with it." –AugieDog
"There’s going to be a lot of tears shed when this one hits publish." –Georg
"You need to read Time Enough For Love. I literally swore out loud when my computer crashed when I was halfway through, and then I immediately whipped out my smartphone to finish it. And now I'm reading it again in a desperate attempt to figure out how it does its job so damn well." –Bachiavellian
"I can get behind some historical revisionism for such a brilliant story. The writing is second-to-none … I laughed, I cried, and I felt other things too." –Trick Question

Cover art by Nadnerb.

This story is a sequel to Northern Venture

When Sunset Shimmer's father shows up in Freeport chasing the infamous warlock Steel Rose, the last thing she wants is to get involved. She's still recovering from the madness in Northmarch and her battle against the dragon Blackfyre, and her father's obsession with capturing Steel Rose drove him to effectively abandon his family.

However, as the magus of Freeport Sunset can't ignore a dangerous warlock running loose in her city's streets just because of personal baggage. Once she finds herself reluctantly dragged into her father's obsession, she discovers there's far more going on than she's been told.

Puzzle Piece is the premier information broker in the infamous nation of Freeport, leading one of the most powerful and wealthy organizations in the islands. However, after months of absence from Freeport, he returns to find everything he built in shambles and his lieutenants fighting over the remnants. With chaos reigning in the streets, the Council tells him to get his house in order or see his life’s work swept away. Unfortunately for Puzzle, there are forces in Freeport that don’t want to see him succeed. Nobody can be trusted, nothing is safe—not even his deepest secrets.

A chronological sequel to Northern Venture.

With Princess Luna's triumphant return from exile, the Royal Sisters are finally reunited after a millennia apart.

But that does not mean troubles have vanished.

Shortly after her first public appearance, the loveable Princess Luna has her form reverted back to that of the fearsome Nightmare Moon, a perplexing problem that she and her sister Princess Celestia must solve.

Together, the pair of siblings work to uncover the details behind this startling development, while learning about themselves and each other as they mend their relationship. Taking a page from the past, what better way to share and learn from each other than sharing a journal chronicling their experiences?

Originally published with one chapter, this silly little tale has grown from what was once known as First Impressions Are Everything.

Art source is mn27

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.

Cloud Kicker might just have the wildest life of any pony in Equestria. Marvel at the insanity that is her life, and laugh at the suffering of her poor beleaguered best friend, Blossomforth. And maybe, just maybe, there's more to her than just the lovable sex maniac everypony thinks she is.

This is a semi-sequel to "The Incredibly Dense Mind of Rainbow Dash." Not really a proper sequel, since it's focused on Cloud Kicker and Blossomforth instead of Rainbow and Pinkie, but it's in the same continuity. So I guess that makes it a follow-up-side-quel story. Or something. You don't need to have read "The Incredibly Dense Mind of Rainbow Dash" to read or enjoy this, but you ought to read it anyway, just because.

TvTropes Page

The central story of the Winningverse.

We got a tag for Cloud Kicker, but Blossomforth still deserves one too.

Princess Cadance's life is fraught with intrigue, chaos, and diplomacy. She has been trained for it—educated, prepared, and hardened by her Aunt Celestia. However, all the training in the world couldn't prepare her for real life. Things only become crazier with the return of her formerly exiled and insane Aunt Luna, and she finds herself responsible for her newfound aunt amid the mysteries in the seaside town of Queensmouth.

A standalone Winningverse story.

This story is a sequel to Midnight's Shadow: Succession Crisis

Midnight Sparkle is a rising star amongst the magi. She has proven herself time and again against threats as warlocks, hags, werewolves, and fey, but her recent successes yet leave her ambitions wanting.

An opportunity presents itself when the Archmagus of Eastmarch announces his retirement. The conclave to determine his successor—what should be a mundane thing—reveals a most tainted legacy as long-forgotten foes push Midnight to her very limits.

This story is a sequel to Midnight's Shadow

Midnight Sparkle's career has seen her though terrors nopony should have to endure: warlocks, hags, and worst of all, dirt. Her newest assignment promises to be no less challenging; when the Count of Honeyfield dies without a clear heir, Midnight is tasked by none other than Princess Celestia herself to oversee the transition of his estate to the count’s lawful heir. The question of why a magus of her talents and status would be given such a routine task quickly becomes moot; as the estate’s residents maneuver and plot for the late count’s estate, it’s clear that he might not be the only one laid to rest before it’s over.