Castleton
What is Castleton

Castleton is an international collaborative TTRPG story told with over 100+ content creators from all over the world. Part One of the story aired between June 1st and July 27th, with Part Two airing between Nov 10, 2024 and March 15th, 2025.
What is Castleton about? Every three years, The Demigod city known as The Castle hosts the Matching Season, a grand event where every eligible Unmatched from Arma, Eldron, and Cerul gather for three months to forge alliances, renegotiate trade agreements, and compete for love. At the end of the three month season the Gods declare one pair to be the ‘Perfect Match’ which wins them lands and titles, as well as blessings upon the nation they come from. It is a story that explores themes of loss, hierarchy, identity, power struggles, romance, manipulation, and trauma.
Each episode of the story premiers on Saturday at 7pm EST. Winters Tales Twitch Channel.
History
Before the Castle, before the very first 'Matching Season', the land was known by another name. A name that was long forgotten through the chaos and unrest. El'donroch.
One continent, one place of rest, one roch. But rest was rarely had. Before the Castle was erected (BC); The Gods did not interfere. They left the mortals to do as mortals do; love, grow, fight, die. Cerul, once known as Cerulean (named after its proximity to the clearest of blue seas) is the longest standing monarchy. The Kings of past each more arrogant and self-serving than the last. The lands to the northwest were divided into clans of warriors, herders and merchants spanning the Great Canyon from Grey's Keep to the marshes in the north.
And then there were the southern lands consisting of 9 smaller countries who banded together during the Great War to defend from the land seizing Cerulites, or the fierce combatants and clans that Cerul angered to the west. They named their alliance after the land, Eldron ('one people' - El meaning one, and Dron meaning people.) In order to survive, the 9 rulers declared that they would give up their titles as Kings and Queens, to be equals and lead together. "Work Together and Weep together, as One."
The Great War went on for over 60 years; 2 generations that knew nothing but war, until the Gods revealed themselves. Though it wasn't the Gods that made that choice, but a child of theirs. The God of Creatures and Creations, often roamed the land of El'donroch as inspiration for new creatures or creations. Their mortal lover was a clan Chief, and gave the God 2 children; Ammaya the Demigod of Wings in honour of their love that took flight, and the Nadala Demigod of Perseverance so that their love could survive. However, when the first child was born, the God of Death and Destruction created their own child as a counterpart. Entropy. When it was clear that these Demigods could just be created, not necessarily born, the third God of the Triune, Sun and Skies, in turn wanted a child too. First came their daughter, The Demigod of Evanescence, followed by their son, the Demigod of Thunder.

But these Demigods did not have a place amongst the Gods. The 'heavens' weren't made for them, and the rest of the Council of the Gods were struggling with the power imbalance of having more members in the House of the Triune. However it wasn't until Perseverance directly affected the lives and futures of the mortals (something the Gods could not do... or would not do) that they stepped forth and revealed their power and majesty. Arithia fell, the lands and the Chief at the hands of both the Cerulites and the Eldronese on the battlefield.
In her grief, Nadala revealed herself and gave up her immortality to feed her purview into the land itself. She shone bright and broke the battlefield. Her sacrifice and power would allow for the mortals (and some say the dormant magic within them) to persevere. Although her display could not erase one truth. Death. As her mortal parent gave in to Entropy, she gathered the mortal form and held up his weapon in a great display as the divine left her. She declared that she would inherit the title and clan, but the other clans did not stop there. They too gave her their clans and laid down their weapons at her feet; Gladius, Mace, Dao, Scythe, Halberd, Glaive. She united the clans into an Empire in the name of the Gods and their magic.
That day Creatures and Creations lost both their love, and their daughter, after which they agreed with the Council of the Gods that something needed to change. And so, from the very battleground of the Great War, a new roch was lifted into the sky. As a beacon between the 3 mortal nations that remained; Cerul, Eldron and Arma.
The Castle would be a haven for the Demigods. A space that was theirs. But it would also need governing so that no other lives would be unnecessarily lost. Wisdom and Warfare saw fit that The Duchess be created from their own flesh to lead and preside over the Demigod city. And within the heart of the city, a glowing auburn egg from which Wisdom and Warfare's safeguard would hatch; the Demigod of Discipline, more powerful than any of the Children of the Triune in case they decided to act against the Gods (or each other) ever again. As the Castle was formed, and The Duchess waited for her sibling to hatch, Fitzwilliam was gifted to her, a construct to protect her and guide her as a right-hand man. The Demigod of Gambit.
And when the city was ready, it breathed. And the heart within it opened.
Cast, Characters, Episodes
Cast
List of Cast Members and Appearances: Cast and Characters
Characters
Castleton has an ensemble cast which is the largest in the TTRPG Actual Play space. Comprised of roughly 120 individuals the cast is split amongst the 4 nations annotated by the standards below:

Episodes
All episode of Castleton premiered on Winters Tales twitch and were eventually rereleased on the Winters Tales youtube at a later date.
All production and DM'ing for each episode was done by AJ Winters while combat encounters were arranged and managed by Robert Hartley.
Part 1
Season one covers the first weeks events of the 3 month long endeavor that is The Matching Season.
No. overall | No. In Season | Title | GM / Directed by | Original air date | Summary |
---|---|---|---|---|---|
1 | 1 | The First Day | AJ Winters | June 1st, 2024 | Episode 1 |
2 | 2 | We Have a Ball to Get To | AJ Winters | June 8th, 2024 | Episode 2 |
3 | 3 | How to Win Dates | AJ Winters | June 15th, 2024 | Episode 3 |
4 | 4 | Ballroom Battlefield | AJ Winters | June 22nd, 2024 | Episode 4 |
5 | 5 | Letters of Love and Lies | AJ Winters | June 29th, 2024 | Episode 5 |
6 | 6 | The Root of Deceit | AJ Winters | July 6th, 2024 | Episode 6 |
7 | 7 | A Nation Divided | AJ Winters | July 13th, 2024 | Episode 7 |
8 | 8 | In the Hands of Favor and Fate | AJ Winters & Robert Hartley | July 20th, 2024 | Episode 8 |
9 | 9 | Dances, Daggers, and Declarations | AJ Winters | July 27th, 2024 | Episode 9 |
Part 2
Season two covers the events of the following 30 days of the matching season and the start of trials, romance, and the end of the matching season.
No. overall | No. In Season | Title | GM / Directed by | Original air date | Summary |
---|---|---|---|---|---|
10 | 1 | The Spark Point | AJ Winters | Nov 9th, 2024 | Episode 1 |
11 | 2 | Embers Ignite | AJ Winters | Nov 16th, 2024 | Episode 2 |
12 | 3 | A Legacy Must Endure | AJ Winters | Nov 23rd, 2024 | Episode 3 |
13 | 4 | Burning Bridges | AJ Winters | Nov 30th, 2024 | Episode 4 |
14 | 5 | Simmering or Scorched? | AJ Winters | Dec 7th, 2024 | Episode 5 |
15 | 6 | Stolen, Gifted or Traded | AJ Winters | Jan 4th, 2025 | Episode 6 |
16 | 7 | A Reason to Fight | AJ Winters | Jan 11th, 2025 | Episode 7 |
17 | 8 | War on the Horizon | AJ Winters | Jan 18th, 2025 | Episode 8 |
18 | 9 | The Silence Before the Storm | AJ Winters & Robert Hartley | Jan 25th, 2025 | Episode 9 |
19 | 10 | Retribution | AJ Winters & Robert Hartley | Feb 1st, 2025 | Episode 10 |
20 | 11 | Rebellion | AJ Winters & Robert Hartley | Feb 8th, 2025 | Episode 11 |
21 | 12 | Remorse | AJ Winters | Feb 15th, 2025 | Episode 12 |
22 | 13 | Echo | AJ Winters & Robert Hartley | Feb 22nd, 2025 | Episode 13 |
23 | 14 | Entropy | AJ Winters & Robert Hartley | March 4th, 2025 | Episode 14 |
24 | 15 | End | AJ Winters & Robert Hartley | March 8th, 2025 | Episode 15 |