Ouroboros Chronicles

8 Episodes
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By: Maximized Quest

Ouroboros Chronicles (OC) is a real-play TTRPG podcast telling a sprawling tale of death and rebirth. What begins as a familiar 5th-edition Dungeons & Dragons fantasy adventure slowly becomes something far darker.As the players set out on a heroic quest, they begin to uncover uncomfortable truths about their world—truths that force impossible choices as unfathomable horrors creep ever closer to consuming everything.Told through character-driven storytelling and dice rolls, this campaign drifts from classic fantasy into apocalyptic horror. As the story evolves, the lines between right and wrong, friend and foe, begin to blur—and survival demands more than hero...

At the Top of Gresker (OC: Early Days: S1E8)
#8
Last Sunday at 1:00 PM

It's time for the biggest show in Gresker history as the party negotiates Zenyth's contract and prepares for the concert.

They have two goals -- put on an amazing show and make enough money to charter a ship to Vol Preshtip to continue their adventure.

The party learns what fate befell the missing party member.


Zenyth Runs So Far Away (OC: Early Days: S1E7)
#7
03/15/2026

Zenyth gets cold feet as he realizes he's set to perform a major concert, and he leads the party on a surreal chase through Vol Gresker.

Along the way they encounter new faces that will change the courses of their lives in unexpected ways.

In the frantic scramble, no one seems to notice that one of their party is missing.


Noma Adopts an Army (OC: Early Days: S1E6)
#6
03/01/2026

What could be worse than a bunch of children armed with sticks and bricks?

How low can this party go?

Their recent battle has left the party injured and exhausted as they discuss the best course of action in helping the rescued children.


A Friendly Game of Tag (OC: Early Days: S1E5)
#5
02/15/2026

A deadly game in Vol Gresker with the mysterious cultist, Null.

The fate of the stolen children will be determined by a children's game.

All the while, a larger game is being played.


Tula Crushes It (OC: Early Days: S1E4)
#4
02/01/2026

The party searches for signs of the Cult of Banser Hek in Vol Gresker.

They discover that the cost of information is higher than they are willing to pay.

A journey to the thumb reveals an uncomfortable truth.


A Bloody Ballad (OC: Early Days: S1E3)
#3
01/18/2026

A band of mercenaries attempts to deal swift justice in response to the party's crimes.

Elaine has a moment to reflect and regret her choices when a new ally appears and the caterwauling begins.

The journey has yet to truly begin, but the lives of the adventurers have already been forever altered by decisions made on a dusty road.


Arboreal Assault (OC: Early Days: S1E2)
#2
01/03/2026

The trail of carnage continues on the road to Vol Gresker.

Tula commits a wanton act of violence against a harmless innocent and Edward puts Zenyth into a coma.

As the adventure develops, the party learns that every choice has an impact, and enemies are made faster than friends.


The Whistler Rides for Hek (OC: Early Days: S1E1)
#1
12/28/2025

Young travelers on a dusty road, each carrying their own disparate dreams.

When disaster strikes, who acts—and who waits for help?

This is a real-play Dungeons & Dragons campaign, where every choice and roll of the dice can shift the balance between survival and despair.

In the first episode of The Ouroboros Chronicles, a seemingly ordinary event will pull these young travelers onto the first steps of a decade-long journey—one that will challenge not only their lives, but the very reality they thought they knew.