Legends of Oskara - A D&D5e Actual Play

Season 1

1. Legends of Oskara - Ep. 1 - Welcome to Cantraal

   Episode 1

   Show notes

   A storm is coming. Everyone can smell it. The same feeling they felt only a few years ago when the natural disasters ruined many people's livelihoods. Some blame the invokers that emerged in their wake. Others point to the political tensions between the Empire and its rivals. Whatever the cause this is the time that legends rise... or fall.

   Legends of Oskara is a live, improvised actual play in which the cast of characters create the journey along with the Game Master. Using Dungeons and Dragons Fifth Edition (2024 Ruleset) we're rolling dice and unfurling the story organically as we go.

   Want more from Legends of Oskara? Hop into our Discord to chat with other fans and the cast.
   Want more Tablestory? We've got you covered with our ever expanding, multi genre library!
   Love what we do? You can support the show by grabbing some merchor backing us directly to keep the dice rolling.

   And as always, thanks for listening. ♥

   Mar 24, 2026 2 hr 41 min

2. Legends of Oskara - Ep. 2 - Truth

   Episode 2

   Show notes

   After the attack at the city center, our parties are brought in for questioning.

   Legends of Oskara is a live, improvised actual play in which the cast of characters create the journey along with the Game Master. Using Dungeons and Dragons Fifth Edition (2024 Ruleset) we're rolling dice and unfurling the story organically as we go.

   Want more from Legends of Oskara? Hop into our Discord to chat with other fans and the cast.
   Want more Tablestory? We've got you covered with our ever expanding, multi genre library!
   Love what we do? You can support the show by grabbing some merchor backing us directly to keep the dice rolling.

   And as always, thanks for listening. ♥

   Mar 24, 2026 2 hr 40 min

3. Legends of Oskara - Ep. 3 - Dinner Party

   Episode 3

   Show notes

   The heroes of the city center are invited to a dinner party by Lord Zimner.

   Legends of Oskara is a live, improvised actual play in which the cast of characters create the journey along with the Game Master. Using Dungeons and Dragons Fifth Edition (2024 Ruleset) we're rolling dice and unfurling the story organically as we go.

   Want more from Legends of Oskara? Hop into our Discord to chat with other fans and the cast.
   Want more Tablestory? We've got you covered with our ever expanding, multi genre library!
   Love what we do? You can support the show by grabbing some merchor backing us directly to keep the dice rolling.

   And as always, thanks for listening. ♥

   Mar 26, 2026 2 hr 37 min

4. Legends of Oskara - Ep. 4 - Clean Sweep

   Episode 4

   Show notes

   Things get heated at the dinner party.

   Legends of Oskara is a live, improvised actual play in which the cast of characters create the journey along with the Game Master. Using Dungeons and Dragons Fifth Edition (2024 Ruleset) we're rolling dice and unfurling the story organically as we go.

   Want more from Legends of Oskara? Hop into our Discord to chat with other fans and the cast.
   Want more Tablestory? We've got you covered with our ever expanding, multi genre library!
   Love what we do? You can support the show by grabbing some merchor backing us directly to keep the dice rolling.

   And as always, thanks for listening. ♥

   Mar 27, 2026 2 hr 49 min

5. Legends of Oskara - Ep. 5 - Rewarding Performance

   Episode 5

   Show notes

   The guests and staff show their appreciation to the group.

   Legends of Oskara is a live, improvised actual play in which the cast of characters create the journey along with the Game Master. Using Dungeons and Dragons Fifth Edition (2024 Ruleset) we're rolling dice and unfurling the story organically as we go.

   Want more from Legends of Oskara? Hop into our Discord to chat with other fans and the cast.
   Want more Tablestory? We've got you covered with our ever expanding, multi genre library!
   Love what we do? You can support the show by grabbing some merchor backing us directly to keep the dice rolling.

   And as always, thanks for listening. ♥

   Mar 31, 2026 2 hr 46 min

6. Legends of Oskara - Ep. 6 - Next of Kin

   Episode 6

   Show notes

   The party seeks out someone that might have known Canton Grimm to fix their problems.

   Legends of Oskara is a live, improvised actual play in which the cast of characters create the journey along with the Game Master. Using Dungeons and Dragons Fifth Edition (2024 Ruleset) we're rolling dice and unfurling the story organically as we go.

   Want more from Legends of Oskara? Hop into our Discord to chat with other fans and the cast.
   Want more Tablestory? We've got you covered with our ever expanding, multi genre library!
   Love what we do? You can support the show by grabbing some merchor backing us directly to keep the dice rolling.

   And as always, thanks for listening. ♥

   Apr 7, 2026 2 hr 37 min

7. Legends of Oskara - Ep. 7 - Let Me Check

   Episode 7

   Show notes

   The group learns about Rutu's troubling past and some troubling news.

   Legends of Oskara is a live, improvised actual play in which the cast of characters create the journey along with the Game Master. Using Dungeons and Dragons Fifth Edition (2024 Ruleset) we're rolling dice and unfurling the story organically as we go.

   Want more from Legends of Oskara? Hop into our Discord to chat with other fans and the cast.
   Want more Tablestory? We've got you covered with our ever expanding, multi genre library!
   Love what we do? You can support the show by grabbing some merchor backing us directly to keep the dice rolling.

   And as always, thanks for listening. ♥

   Apr 14, 2026 2 hr 50 min

8. Legends of Oskara - Ep. 8 - Why is Mayo an Option?

   Episode 8

   Show notes

   The party learns more about the possible cause of the blights running rampant through Cantraazi.

   Legends of Oskara is a live, improvised actual play in which the cast of characters create the journey along with the Game Master. Using Dungeons and Dragons Fifth Edition (2024 Ruleset) we're rolling dice and unfurling the story organically as we go.

   Want more from Legends of Oskara? Hop into our Discord to chat with other fans and the cast.
   Want more Tablestory? We've got you covered with our ever expanding, multi genre library!
   Love what we do? You can support the show by grabbing some merchor backing us directly to keep the dice rolling.

   And as always, thanks for listening. ♥

   Apr 21, 2026 2 hr 58 min

9. Legends of Oskara - Ep. 9 - Returning Home

   Episode 9

   Show notes

   The group returns to the Elenvyre Estate and make plans to deal with the blight.

   Legends of Oskara is a live, improvised actual play in which the cast of characters create the journey along with the Game Master. Using Dungeons and Dragons Fifth Edition (2024 Ruleset) we're rolling dice and unfurling the story organically as we go.

   Want more from Legends of Oskara? Hop into our Discord to chat with other fans and the cast.
   Want more Tablestory? We've got you covered with our ever expanding, multi genre library!
   Love what we do? You can support the show by grabbing some merchor backing us directly to keep the dice rolling.

   And as always, thanks for listening. ♥

   Apr 28, 2026 3 hr 13 min

10. Legends of Oskara - Ep. 10 - Tuliptree

    Episode 10

    Show notes

    The group must contend with a serious threat at the Elenvyre Estate and hopefully learn the cause of it all.

    Legends of Oskara is a live, improvised actual play in which the cast of characters create the journey along with the Game Master. Using Dungeons and Dragons Fifth Edition (2024 Ruleset) we're rolling dice and unfurling the story organically as we go.

    Want more from Legends of Oskara? Hop into our Discord to chat with other fans and the cast.
    Want more Tablestory? We've got you covered with our ever expanding, multi genre library!
    Love what we do? You can support the show by grabbing some merchor backing us directly to keep the dice rolling.

    And as always, thanks for listening. ♥

    May 5, 2026 2 hr 52 min

11. Legends of Oskara - Ep. 11 - Want Soup?

    Episode 11

    Show notes

    The party tries their best to comfort the Elenvyre family and staff.

    Legends of Oskara is a live, improvised actual play in which the cast of characters create the journey along with the Game Master. Using Dungeons and Dragons Fifth Edition (2024 Ruleset) we're rolling dice and unfurling the story organically as we go.

    Want more from Legends of Oskara? Hop into our Discord to chat with other fans and the cast.
    Want more Tablestory? We've got you covered with our ever expanding, multi genre library!
    Love what we do? You can support the show by grabbing some merchor backing us directly to keep the dice rolling.

    And as always, thanks for listening. ♥

    May 12, 2026 2 hr 39 min

12. Legends of Oskara - Ep. 12 - Blowout

    Episode 12

    Show notes

    The Elenvyre Estate is questioned as they search for the cause of the attack.

    Legends of Oskara is a live, improvised actual play in which the cast of characters create the journey along with the Game Master. Using Dungeons and Dragons Fifth Edition (2024 Ruleset) we're rolling dice and unfurling the story organically as we go.

    Want more from Legends of Oskara? Hop into our Discord to chat with other fans and the cast.
    Want more Tablestory? We've got you covered with our ever expanding, multi genre library!
    Love what we do? You can support the show by grabbing some merchor backing us directly to keep the dice rolling.

    And as always, thanks for listening. ♥

    May 26, 2026 2 hr 57 min

13. Legends of Oskara - Ep. 13 - Coin Collector

    Episode 13

    Show notes

    The party meets an old friend and continues their hunt for the source of the blight.

    Legends of Oskara is a live, improvised actual play in which the cast of characters create the journey along with the Game Master. Using Dungeons and Dragons Fifth Edition (2024 Ruleset) we're rolling dice and unfurling the story organically as we go.

    Want more from Legends of Oskara? Hop into our Discord to chat with other fans and the cast.
    Want more Tablestory? We've got you covered with our ever expanding, multi genre library!
    Love what we do? You can support the show by grabbing some merchor backing us directly to keep the dice rolling.

    And as always, thanks for listening. ♥

    May 26, 2026 3 hr 10 min

14. Legends of Oskara - Ep. 14 - Minty Fresh

    Episode 14

    Show notes

    As the group investigates the cause of the blight, they learn about far more things than they were prepared for.

    Legends of Oskara is a live, improvised actual play in which the cast of characters create the journey along with the Game Master. Using Dungeons and Dragons Fifth Edition (2024 Ruleset) we're rolling dice and unfurling the story organically as we go.

    Want more from Legends of Oskara? Hop into our Discord to chat with other fans and the cast.
    Want more Tablestory? We've got you covered with our ever expanding, multi genre library!
    Love what we do? You can support the show by grabbing some merchor backing us directly to keep the dice rolling.

    And as always, thanks for listening. ♥

    Jun 2, 2026 2 hr 47 min

15. Legends of Oskara - Ep. 15 - Torch in the Night

    Episode 15

    Show notes

    As the group investigates the cause of the blight, they learn about far more things than they were prepared for.

    Legends of Oskara is a live, improvised actual play in which the cast of characters create the journey along with the Game Master. Using Dungeons and Dragons Fifth Edition (2024 Ruleset) we're rolling dice and unfurling the story organically as we go.

    Want more from Legends of Oskara? Hop into our Discord to chat with other fans and the cast.
    Want more Tablestory? We've got you covered with our ever expanding, multi genre library!
    Love what we do? You can support the show by grabbing some merchor backing us directly to keep the dice rolling.

    And as always, thanks for listening. ♥

    Jun 9, 2026 2 hr 56 min

16. Legends of Oskara - Ep. 16 - Stream of Corruption

    Episode 16

    Show notes

    The party follows a stream to find the source of the corruption.

    Legends of Oskara is a live, improvised actual play in which the cast of characters create the journey along with the Game Master. Using Dungeons and Dragons Fifth Edition (2024 Ruleset) we're rolling dice and unfurling the story organically as we go.

    Want more from Legends of Oskara? Hop into our Discord to chat with other fans and the cast.
    Want more Tablestory? We've got you covered with our ever expanding, multi genre library!
    Love what we do? You can support the show by grabbing some merchor backing us directly to keep the dice rolling.

    And as always, thanks for listening. ♥

    Jun 16, 2026 3 hr 6 min

17. Legends of Oskara - Ep. 17 - Rooted

    Episode 17

    Show notes

    The group happens upon a deadly ambush set for them.

    Legends of Oskara is a live, improvised actual play in which the cast of characters create the journey along with the Game Master. Using Dungeons and Dragons Fifth Edition (2024 Ruleset) we're rolling dice and unfurling the story organically as we go.

    Want more from Legends of Oskara? Hop into our Discord to chat with other fans and the cast.
    Want more Tablestory? We've got you covered with our ever expanding, multi genre library!
    Love what we do? You can support the show by grabbing some merchor backing us directly to keep the dice rolling.

    And as always, thanks for listening. ♥

    Jun 23, 2026 3 hr 17 min

18. Legends of Oskara - Ep. 18 - With Some Fava Beans

    Episode 18

    Show notes

    The party looks to interrogate a cultist of Gavroche.

    Legends of Oskara is a live, improvised actual play in which the cast of characters create the journey along with the Game Master. Using Dungeons and Dragons Fifth Edition (2024 Ruleset) we're rolling dice and unfurling the story organically as we go.

    Want more from Legends of Oskara? Hop into our Discord to chat with other fans and the cast.
    Want more Tablestory? We've got you covered with our ever expanding, multi genre library!
    Love what we do? You can support the show by grabbing some merchor backing us directly to keep the dice rolling.

    And as always, thanks for listening. ♥

    Jul 1, 2026 2 hr 50 min

19. Legends of Oskara - Ep. 19 - Healing Blanks

    Episode 19

    Show notes

    Bellwin has some serious concerns and Lorelei feels betrayed as the group decides on how to move forward.

    Legends of Oskara is a live, improvised actual play in which the cast of characters create the journey along with the Game Master. Using Dungeons and Dragons Fifth Edition (2024 Ruleset) we're rolling dice and unfurling the story organically as we go.

    Want more from Legends of Oskara? Hop into our Discord to chat with other fans and the cast.
    Want more Tablestory? We've got you covered with our ever expanding, multi genre library!
    Love what we do? You can support the show by grabbing some merchor backing us directly to keep the dice rolling.

    And as always, thanks for listening. ♥

    Jul 7, 2026 3 hr 2 min

20. Legends of Oskara - Ep. 20 - Extra Hands

    Episode 20

    Show notes

    The party is ambushed in the night but learn that the followers of Gavroche aren't the only ones in the area.

    Legends of Oskara is a live, improvised actual play in which the cast of characters create the journey along with the Game Master. Using Dungeons and Dragons Fifth Edition (2024 Ruleset) we're rolling dice and unfurling the story organically as we go.

    Want more from Legends of Oskara? Hop into our Discord to chat with other fans and the cast.
    Want more Tablestory? We've got you covered with our ever expanding, multi genre library!
    Love what we do? You can support the show by grabbing some merchor backing us directly to keep the dice rolling.

    And as always, thanks for listening. ♥

    Jul 14, 2026 2 hr 58 min