Jesters of Ravenloft: A D&D Podcast

Latest Episodes:

Jesters of Middle-earth - Episode 122 - We Gotta Muppet It! Nov 07, 2026

Show notes

Welcome back to Jesters of Middle-earth, where a group of comedians try to destroy the One Ring. Half of Wet Change is in Mordor! After Guy convinced Gollum to go with them to the next crevice, the Fellowgroup prepared to travel down the craggy hole into Mordor. Tyler barely held off a panic attack, GanDelf cast Grease to try to help everyone but accidentally made things more difficult, and Adam tried to get Tony DumDum to unknowingly kill Gollum by “helping” him. With half the Fellowgroup now in Mordor, and half still working on getting there, Yolo has been stabbed by an Orc! Will Wet Change’s attempt to destroy the One Ring survive this brutal attack? Featuring players Tyler Hewitt, Del Borovic, Guy Bradford, and Adam McNamara, and Lore Master Tom McGee. Jesters of Middle-earth streams live every Wednesday at 7:30pm ET on Twitch (https://www.twitch.tv/dumbdumbdice) Enjoying Jesters of Middle-earth? - Consider supporting the show for as little as $1 a month to get BTS fun, an ad-free feed, and even add your own character to the podcast! (https://dumbdumbdice.com/join) - Buy merch on our website (https://dumbdumbdice.com/) - Follow us on social media: @dumbdumbdice - Watch our video episodes on YouTube (https://youtube.com/@dumbdumbdice) Artwork by the brilliant Del Borovic - Website & Portfolio (https://delborovic.com/), @deltastic on socials Theme song by Sound Gallery by Dmitry Taras - YouTube (https://www.youtube.com/@soundgallerybydmitrytaras) - Pixabay (https://pixabay.com/music/fantasy-dreamy-childrens-dark-mysterious-halloween-night-scary-creepy-spooky-horror-music-116551/)

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Jesters of Middle-earth - Episode 121 - Crocodile Mile Nov 06, 2026

Show notes

Welcome back to Jesters of Middle Earth where a group of comedians try to destroy the One Ring. Wet Change are close to entering Mordor! After learning Gollum intended to lead the group into a trap, Yolo consulted the Fellowgroup on what to do. Guy told Yolo to move past the situation honestly like Batman, while Adam tried to convince Yolo to kill Gollum like the Punisher. Soon the entire team were arguing with Adam not to kill Gollum - and GanDelf cut a deal to keep Adam “nice” in exchange for her magic bread. Now Guy has claimed he can smell evil on Gollum’s chosen route - can he convince the corrupted hobbit to move on without the situation coming to blows?

Featuring players Tyler Hewitt, Del Borovic, Guy Bradford, and Adam McNamara, and Lore Master Tom McGee. Jesters of Middle-earth streams live every Wednesday at 7:30pm ET on Twitch (https://www.twitch.tv/dumbdumbdice) Enjoying Jesters of Middle-earth? - Consider supporting the show for as little as $1 a month to get BTS fun, an ad-free feed, and even add your own character to the podcast! (https://dumbdumbdice.com/join) - Buy merch on our website (https://dumbdumbdice.com/) - Follow us on social media: @dumbdumbdice - Watch our video episodes on YouTube (https://youtube.com/@dumbdumbdice) Artwork by the brilliant Del Borovic - Website & Portfolio (https://delborovic.com/), @deltastic on socials Theme song by Sound Gallery by Dmitry Taras - YouTube (https://www.youtube.com/@soundgallerybydmitrytaras) - Pixabay (https://pixabay.com/music/fantasy-dreamy-childrens-dark-mysterious-halloween-night-scary-creepy-spooky-horror-music-116551/)

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Jesters of Middle-earth - Episode 120 - You Good? Oct 31, 2026

Show notes

Welcome back to Jesters of Middle Earth where a group of comedians try to destroy the One Ring. Wet Change have learned the correct path to get into Mordor! Continuing to cheer up the peoples of the army gathered at the Black Gate, Tyler and Guy both inspired their fellows - and themselves - while GanDelf lost another moth friend. Adam successfully forged a romantic connection between his “Daddy” and Tony DumDum’s mother, hoping to become Tony’s step-brother. And JRR Tolkien returned and warned our heroes to take the second entrance to Mordor, not to follow Gollum’s suggested path. Will our heroes actually follow JRR’s advice and avoid a giant spider? Featuring players Tyler Hewitt, Del Borovic, Guy Bradford, and Adam McNamara, and Lore Master Tom McGee. Jesters of Middle-earth streams live every Wednesday at 7:30pm ET on Twitch (https://www.twitch.tv/dumbdumbdice) Enjoying Jesters of Middle-earth? - Consider supporting the show for as little as $1 a month to get BTS fun, an ad-free feed, and even add your own character to the podcast! (https://dumbdumbdice.com/join) - Buy merch on our website (https://dumbdumbdice.com/) - Follow us on social media: @dumbdumbdice - Watch our video episodes on YouTube (https://youtube.com/@dumbdumbdice) Artwork by the brilliant Del Borovic - Website & Portfolio (https://delborovic.com/), @deltastic on socials Theme song by Sound Gallery by Dmitry Taras - YouTube (https://www.youtube.com/@soundgallerybydmitrytaras) - Pixabay (https://pixabay.com/music/fantasy-dreamy-childrens-dark-mysterious-halloween-night-scary-creepy-spooky-horror-music-116551/)

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Jesters of Middle-earth - Episode 119 - Dirt, Grapes, Moths, and Step Brothers Oct 30, 2026

Show notes

Welcome back to Jesters of Middle Earth where a group of comedians try to destroy the One Ring. Wet Change has summoned allies from other stories to join them at the edge of Mordor! After cheering up Galadriel, who had grown sad trying to cheer up the army, Tyler summoned the animals and (now fully adult) children of Narnia. Guy was hoping to find more of Saint Nick’s Healing Juice but was out of luck. Adam’s dad volunteered to make a sproingy scale to trick Smaug, and Del gave the White Witch’s staff to Galadriel before Wet Change summoned Death from the Discworld! With their allies prepared to distract the Dark Lord, will Wet Change FINALLY go to Mordor? Featuring players Tyler Hewitt, Del Borovic, Guy Bradford, and Adam McNamara, and Lore Master Tom McGee. Jesters of Middle-earth streams live every Wednesday at 7:30pm ET on Twitch (https://www.twitch.tv/dumbdumbdice) Enjoying Jesters of Middle-earth? - Consider supporting the show for as little as $1 a month to get BTS fun, an ad-free feed, and even add your own character to the podcast! (https://dumbdumbdice.com/join) - Buy merch on our website (https://dumbdumbdice.com/) - Follow us on social media: @dumbdumbdice - Watch our video episodes on YouTube (https://youtube.com/@dumbdumbdice) Artwork by the brilliant Del Borovic - Website & Portfolio (https://delborovic.com/), @deltastic on socials Theme song by Sound Gallery by Dmitry Taras - YouTube (https://www.youtube.com/@soundgallerybydmitrytaras) - Pixabay (https://pixabay.com/music/fantasy-dreamy-childrens-dark-mysterious-halloween-night-scary-creepy-spooky-horror-music-116551/)

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Jesters of Middle-earth - Episode 118 - Death has Juice now?! Oct 24, 2026

Show notes

Welcome back to Jesters of Middle Earth where a group of comedians try to destroy the One Ring. Wet Change has arrived at the edge of Mordor! Greeting their army on the field, Tyler had an awkward conversation with Elrond that involved the weirdest “thank you” Tyler had ever experienced. Adam was shocked to see his father, and overjoyed to discover his father had never tried to kill him! Del comforted Yolo and said she wanted to visit the Shire for turnip stew when this whole adventure was over, and Guy declared his love to Arwen and learned Smaug will destroy the Elven afterlife if he can. But those are future problems - can Wet Change survive getting into Mordor? Featuring players Tyler Hewitt, Del Borovic, Guy Bradford, and Adam McNamara, and Lore Master Tom McGee. Jesters of Middle-earth streams live every Wednesday at 7:30pm ET on Twitch (https://www.twitch.tv/dumbdumbdice) Enjoying Jesters of Middle-earth? - Consider supporting the show for as little as $1 a month to get BTS fun, an ad-free feed, and even add your own character to the podcast! (https://dumbdumbdice.com/join) - Buy merch on our website (https://dumbdumbdice.com/) - Follow us on social media: @dumbdumbdice - Watch our video episodes on YouTube (https://youtube.com/@dumbdumbdice) Artwork by the brilliant Del Borovic - Website & Portfolio (https://delborovic.com/), @deltastic on socials Theme song by Sound Gallery by Dmitry Taras - YouTube (https://www.youtube.com/@soundgallerybydmitrytaras) - Pixabay (https://pixabay.com/music/fantasy-dreamy-childrens-dark-mysterious-halloween-night-scary-creepy-spooky-horror-music-116551/)

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Jesters of Middle-earth - Episode 117 - Fireworks and Turnip Stew Oct 23, 2026

Show notes

Welcome back to Jesters of Middle Earth where a group of comedians try to destroy the One Ring. Wet Change is finally approaching Mordor! In a desperate negotiation with Smaug: Guy promised to bring the dragon to Elf heaven, Adam offered to feed Fredamir to the dragon and gained enough shadow to now have multiple forms of greed-based madness, and Tyler revealed that he knew Smaug’s weakness but would give the dragon a magic scale that would make it invincible. Finally, Smaug agreed to fly them to Mordor and drop them off at a place Gollum had seen in his Rascal-visions. Are Wet Change actually about to destroy the One Ring? Featuring players Tyler Hewitt, Del Borovic, Guy Bradford, and Adam McNamara, and Lore Master Tom McGee. Jesters of Middle-earth streams live every Wednesday at 7:30pm ET on Twitch (https://www.twitch.tv/dumbdumbdice) Enjoying Jesters of Middle-earth? - Consider supporting the show for as little as $1 a month to get BTS fun, an ad-free feed, and even add your own character to the podcast! (https://dumbdumbdice.com/join) - Buy merch on our website (https://dumbdumbdice.com/) - Follow us on social media: @dumbdumbdice - Watch our video episodes on YouTube (https://youtube.com/@dumbdumbdice) Artwork by the brilliant Del Borovic - Website & Portfolio (https://delborovic.com/), @deltastic on socials Theme song by Sound Gallery by Dmitry Taras - YouTube (https://www.youtube.com/@soundgallerybydmitrytaras) - Pixabay (https://pixabay.com/music/fantasy-dreamy-childrens-dark-mysterious-halloween-night-scary-creepy-spooky-horror-music-116551/)

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Jesters of Middle-earth - Episode 116 - Those are MY Horses Oct 17, 2026

Show notes

Welcome back to Jesters of Middle Earth where a group of comedians try to destroy the One Ring. Wet Change is finally meeting with Smaug! The dragon recognized Adam and the dwarf became too terrified to talk. GanDelf tried to speak, but Smaug found her untrustworthy. Guy showed the dragon the proper deference, and began negotiations, but Tyler had to step in once Smaug wanted promises made regarding the future. Forced to be honest, Tyler tried to explain that they were in a story, but Smaug was too egotistical to believe him. Having spotted Smaug’s missing scale, can Wet Change convince him to join their cause?
Featuring players Tyler Hewitt, Del Borovic, Guy Bradford, and Adam McNamara, and Lore Master Tom McGee. Jesters of Middle-earth streams live every Wednesday at 7:30pm ET on Twitch (https://www.twitch.tv/dumbdumbdice) Enjoying Jesters of Middle-earth? - Consider supporting the show for as little as $1 a month to get BTS fun, an ad-free feed, and even add your own character to the podcast! (https://dumbdumbdice.com/join) - Buy merch on our website (https://dumbdumbdice.com/) - Follow us on social media: @dumbdumbdice - Watch our video episodes on YouTube (https://youtube.com/@dumbdumbdice) Artwork by the brilliant Del Borovic - Website & Portfolio (https://delborovic.com/), @deltastic on socials Theme song by Sound Gallery by Dmitry Taras - YouTube (https://www.youtube.com/@soundgallerybydmitrytaras) - Pixabay (https://pixabay.com/music/fantasy-dreamy-childrens-dark-mysterious-halloween-night-scary-creepy-spooky-horror-music-116551/)

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Jesters of Middle-earth - Episode 115 - Bonobo Dragons Oct 16, 2026

Show notes

Welcome back to Jesters of Middle Earth where a group of comedians try to destroy the One Ring. Guy and GanDelf scouted ahead of the others searching for Tony Dumdum when they found a travelling merchant. Trying to help the woman cook her food, GanDelf set the merchant and her cart ablaze - Guy ended up covering the victim in mud before she ran away. Adam and Tyler caught up, arriving at the same time as Tony Dumdum and Frollum. After a joyful reunion, Tony revealed he’d teamed up with Frollum (now Gollum) after unknowingly promising Gollum the One Ring in the future. But does Wet Change have a future now that Smaug has arrived? Featuring players Tyler Hewitt, Del Borovic, Guy Bradford, and Adam McNamara, and Lore Master Tom McGee. Jesters of Middle-earth streams live every Wednesday at 7:30pm ET on Twitch (https://www.twitch.tv/dumbdumbdice) Enjoying Jesters of Middle-earth? - Consider supporting the show for as little as $1 a month to get BTS fun, an ad-free feed, and even add your own character to the podcast! (https://dumbdumbdice.com/join) - Buy merch on our website (https://dumbdumbdice.com/) - Follow us on social media: @dumbdumbdice - Watch our video episodes on YouTube (https://youtube.com/@dumbdumbdice) Artwork by the brilliant Del Borovic - Website & Portfolio (https://delborovic.com/), @deltastic on socials Theme song by Sound Gallery by Dmitry Taras - YouTube (https://www.youtube.com/@soundgallerybydmitrytaras) - Pixabay (https://pixabay.com/music/fantasy-dreamy-childrens-dark-mysterious-halloween-night-scary-creepy-spooky-horror-music-116551/)

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Jesters of Middle-earth - Episode 114 - The Rat Fire Oct 10, 2026

Show notes

Welcome back to Jesters of Middle Earth where a group of comedians try to destroy the One Ring. Wet Change have split the party overnight in their quest to find Tony Dumdum! Guy surveyed the tracks and realized Tony and Frollum had moved on together. He went after the unlikely duo alongside GanDelf while Tyler stayed behind to smoke his pipe and watch over Adam and Yolo. The next morning, before they set out after their friends, Adam lied to Yolo and earned enough shadow to make himself crazy for gold. Can Wet Change survive negotiating with a dragon after Frodo’s already dealt with it, all while Adam is desperate to steal Smaug’s gold? Featuring players Tyler Hewitt, Del Borovic, Guy Bradford, and Adam McNamara, and Lore Master Tom McGee. Jesters of Middle-earth streams live every Wednesday at 7:30pm ET on Twitch (https://www.twitch.tv/dumbdumbdice) Enjoying Jesters of Middle-earth? - Consider supporting the show for as little as $1 a month to get BTS fun, an ad-free feed, and even add your own character to the podcast! (https://dumbdumbdice.com/join) - Buy merch on our website (https://dumbdumbdice.com/) - Follow us on social media: @dumbdumbdice - Watch our video episodes on YouTube (https://youtube.com/@dumbdumbdice) Artwork by the brilliant Del Borovic - Website & Portfolio (https://delborovic.com/), @deltastic on socials Theme song by Sound Gallery by Dmitry Taras - YouTube (https://www.youtube.com/@soundgallerybydmitrytaras) - Pixabay (https://pixabay.com/music/fantasy-dreamy-childrens-dark-mysterious-halloween-night-scary-creepy-spooky-horror-music-116551/)

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Jesters of Middle-earth - Episode 113 - Penny Jam Oct 09, 2026

Show notes

Welcome back to Jesters of Middle Earth where a group of comedians try to destroy the One Ring. Wet Change managed to defeat a flaming Rascal and are settling in for the night! Adam was relieved to discover that Tony DumDum was not dead and had just been sent ahead as a messenger by Yolo. Tyler was immensely frustrated by both his sword and by Faramir, who made things weird when Tyler tried to talk to him. Guy made sure the horses were alright and got his palantir back from Yolo, and Del learned that Yolo had talked with George Sauron-Martin and had mixed feelings about it. Will Wet Change find Tony DumDum alive with the Dragon?

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