Twilight is invited by Archon Sunset Shimmer to visit her in the island nation of Freeport. To her surprise, she discovers that Sunset wants to court her. As they spend time together, they need to find out if they can really make a relationship work despite their titles and personalities, or if they’re simply incompatible.

A Winningverse Story

A former knight of Equestria’s Royal Guard lives day by day as a freelance mercenary struggling to keep a steady income. A member of a small street gang vies for a chance to turn his life around. An alchemist tries to make an honest living selling herbal remedies is pressured by her former squad mates to make them potions for free. An orphan returns to the nation she was born in to find out more about who and what she is. Fate will gradually bring these four different creatures together in the infamous island nation of Freeport, but what lies in store for them? And what will they do when fate has them meet?

A side story to The Freeport Venture written with permission from Chengar Qordath

This story is a sequel to Freeport Venture: Old Wounds

When one of her apprentice's friend-of-a-friends goes missing, Archmagus Sunset Shimmer doesn't hesitate to get involved. However, what initially appears to be a simple case of a missing child will wind up leading her to a criminal conspiracy and political intrigue at the highest levels of Freeport.

This story is a sequel to Northern Venture

Kukri Doo has a lot to think about after her trip to Northmarch. What was supposed to be a once-in-a-lifetime field trip with Sunset Shimmer turned into a horrifying struggle for survival—one that left hundreds dead and a city razed to the ground. It's a lot for anyone to deal with, let alone a changeling who's not even thirteen years old.

Kukri's come home to Freeport. If only it was that easy to leave all the memories of Northmarch behind.

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

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.

For the first time in history, the Archon of Freeport has come to Equestria. Princess Twilight Sparkle has been given the honor to host Archon Sunset Shimmer, but she quickly finds herself at odds with her prestigious guest. Things turn sour when something is stolen from the Archon, and Twilight is the prime suspect. Twilight must uncover the real thief to avert an uproar of international proportions.

A Winningverse story.

It has been four hundred and fifty years since the clans of Old Pegasopolis went into exile. The island-nation of Freeport languishes under the rule of the Necrocrats; what began as an idealistic experiment has become a new form of corruption, the ideals of the past lost amid the greed and vain ambition of lesser men. Clan Charger has been all but destroyed, while the Strikers and Doos teeter upon the brink of collapse. There is no hope for the future.

However, when a down-on-his-luck mercenary captain crosses paths with Torch, the last survivor of Clan Charger, it sets in motion a chain of events that will redefine the very face of Freeport itself.

Sunset Shimmer originally went to Freeport to escape Celestia's influence, and to make some progress towards becoming an alicorn princess. She's certainly done her share of good in the infamous city of rogues, but after almost two years away from Canterlot she doesn't feel any closer to achieving her big goals. At this point, any reasonable pony could wonder if they made a mistake...

Faced with the unpleasant prospect of possibly going back to Canterlot in order to advance her goals, Sunset finds herself with one last option to preserve her independence: the great dragon Argentium the Runescaled, far to the north, wants to meet with her. However, her journey becomes far more than a simple social call, and Sunset has no idea just how much danger she and her friends will face.

Or how much she'll have to sacrifice—not just for her dreams, but survival.