Jesters of Ravenloft: A D&D Podcast

Latest Episodes:

Jesters of Middle-earth - Episode 8 - Flatter Friends Aug 15, 2025

Show notes

The troupe continued to fight the goblins. Adam failed to tame the dog-man, Guy noticed the goblins were sensitive to sunlight and set their tarp on fire to destroy their shade, and Tyler, who had run away, realized the others hadn’t followed him, so he came back to help finish things off. They then performed the unsavoury task of searching the bodies and found a crude drawing depicting hobbits and a ring, suggesting the hobbits were the targets of more than just the Black Riders. They finally made it to the gates of Bree, relieved to find it looking well-guarded and safe, but will they find the hobbits, the stranger, and Del inside?

Featuring players Tyler Hewitt, Del Borovic, Guy Bradford, and Adam McNamara, and Dungeon 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)

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Artwork by the brilliant Del Borovic

- Website & Portfolio (⁠⁠⁠⁠⁠⁠⁠https://delborovic.com/⁠⁠⁠⁠⁠⁠⁠), @deltastic on socials

Theme song by Sound Gallery by Dmitry Taras

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Jesters of Middle-earth - Episode 7 - A Bag of Useless Food Aug 09, 2025

Show notes

Wet Change, sans Del, set out east towards the town of Bree. They happened upon the violent willow tree, decided not to burn it down just yet, and travelled across a difficult landscape until they came across a group of goblins. Not wanting to fight, Tyler and Adam tried to run away, and Guy climbed a tree, but still they were discovered. Adam and Guy threw Baguettes and branches, but it was only the rising sun that had the strange creatures drawing back into cover. As the goblins scrambled away, a strange dog-like man in their camp broke free. Will Adam’s stroke of inspiration allow him to calm and befriend this feral beast-man?

Featuring players Tyler Hewitt, Del Borovic, Guy Bradford, and Adam McNamara, and Dungeon Master Tom McGee.

Jesters of Middle-earth streams live every Wednesday at 7:30pm ET on Twitch (⁠⁠⁠⁠⁠https://www.twitch.tv/dumbdumbdice⁠⁠⁠⁠⁠)

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Artwork by the brilliant Del Borovic

- Website & Portfolio (⁠⁠⁠⁠⁠⁠⁠https://delborovic.com/⁠⁠⁠⁠⁠⁠⁠), @deltastic on socials

Theme song by Sound Gallery by Dmitry Taras

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Jesters of Middle-earth - Episode 6 - Get Ready to Eat Bread! Aug 08, 2025

Show notes

With Del away on a mysterious adventure of her own, the rest of the troupe rested at Bombadil’s house and equipped themselves for the task ahead. Tolkien gave Tyler a broken sword, Guy had the forethought to ask for food and water, and Adam dressed himself in an improvised hat and poorly-constructed toga. The troupe departed and found themselves naturally taking on specific roles within the group: Tyler as the Guide, Adam as the resourceful Hunter, and Guy as the observant Scout. They’ve been warned to stay off the main road, but can Wet Change avoid the Black Rider, survive the trek to Bree, and find the ringbearer at The Prancing Pony?

Featuring players Tyler Hewitt, Del Borovic, Guy Bradford, and Adam McNamara, and Dungeon 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?

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- 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)

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Jesters of Middle-earth - Episode 5 - Bad Dreams and a Broken Sword Aug 02, 2025

Show notes

After Bombadil revealed himself to be J.R.R. Tolkien, Goldberry took Del aside for a private conversation, and the rest of Wet Change were left to question the author. He explained that he had often escaped into his own story, into an ethereal realm between fiction and reality, but lately the narrative had been falling apart. The heroes who usually helped the ring-bearer hadn’t shown up, so Tolkien had sought out replacements, only to accidentally bring in the self-nominated Best Ensemble, Wet Change. With Del temporarily called to another adventure, can the boys find the hobbits in Bree and survive the first leg of their journey to Rivendell?

Featuring players Tyler Hewitt, Del Borovic, Guy Bradford, and Adam McNamara, and Dungeon 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?

- 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 4 - J.R.R. Bombadil Aug 01, 2025

Show notes

A malevolent tree put everyone except Tyler to sleep and began pulling them into its trunk! As they awoke, Guy set the branches on fire, Tyler injured himself badly getting Del free, and Del sacrificed her cell phone to wedge open the trunk just enough to grab Adam’s hand, but the tree wouldn’t let him go. So, Adam negotiated and the tree finally released him in exchange for Tyler chopping off its burning limbs. Tom Bombadil reappeared and brought them all to is house, where he revealed himself to be none other than J.R.R. Tolkien. Something in the world he created has gone terribly wrong, but can Wet Change save it?
Featuring players Tyler Hewitt, Del Borovic, Guy Bradford, and Adam McNamara, and Dungeon 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?

- 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 3 - As Fast as a Tree Jul 26, 2025

Show notes

Comedy troupe Wet Change met their strange Santa-like saviour, Tom Bombadil, who invited them to his home before vanishing in a puff of butterflies. Before heading out, the troupe scoured the crypt for loot and took stock of their fighting experience. Guy knew some taekwondo, Adam knew some karate, Del took a semester of archery, and Tyler found a locket that made him feel a bit safer. Del used her phone’s compass to direct them to the river Withywindle and Bombadil’s house, but when they arrived at the river, all except Tyler fell into a deep sleep and were grabbed by willow branches. Can Tyler save them all from a hostile tree?

Featuring players Tyler Hewitt, Del Borovic, Guy Bradford, and Adam McNamara, and Dungeon 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?

- 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 2 – Tom Bombabombom and the Loot of the Barrow-Downs Jul 26, 2025

Show notes

The sketch comedy troupe, Wet Change, was performing at Edinburgh Fringe when suddenly they were engulfed by mist. They emerged from the foggy swirl of leaves onto a forest road. They soon met a friendly and welcoming merchant, who was immediately slain by a terrifying cloaked figure on horseback. Del, Tyler, Adam, and Guy fled through the woods and sought shelter inside a crypt, only to find it was already occupied by a malevolent wight. They fought for their lives until they were rescued by a jolly rhyming man named Tom Bombadil. Will these perfectly normal humans survive long in this mysterious and deadly fantasy world?

Featuring players Tyler Hewitt, Del Borovic, Guy Bradford, and Adam McNamara, and Dungeon 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?

- Buy merch on our website (⁠⁠⁠⁠⁠⁠⁠https://dumbdumbdice.com/⁠⁠⁠⁠⁠⁠⁠)

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- 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 1 - Squeaky Pants in the Old Forest Jul 19, 2025

Show notes

Welcome back to Jesters of-- MIDDLE-EARTH?? It seems that Ryan’s been eaten by an owl, a migratory owl no less, so while we wait for that pesky bird to return with our DM in a few months’ time, Tom McGee will be taking Wet Change back in time to the beginning of their journey. They’ll answer the question of what if—instead of falling into Ravenloft—the troupe fell into an alternate universe, one with less halflings and more hobbits, less bone horses and more Prancing Pony’s, less dark lords and more…THE Dark Lord. Can Wet Change survive Wargs, Ringwraiths, and a treacherous journey across Middle-earth?

Featuring players Tyler Hewitt, Del Borovic, Guy Bradford, and Adam McNamara, and Dungeon 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)

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4.16 - Neil Tongue, Esq. Jun 14, 2025

Show notes

Before moving on to the next realm, New Rogue apologized to Tyler about his lost finger, and Tyler gave him a consoling hug that they both needed. Meanwhile, Shadow Nemesis revealed to DDX that he missed him and wanted him back, but DDX proposed they start again as equals, something the barbarian needed time to consider. Ezra then sent them to the realm of Yah Shee. The troupe heard sounds of revelry coming from a nearby encampment, and after deliberating over how best to approach the camp, Del offered to create flowers to sell, but will the people of this realm believe that Wet Change is merely a band of simple flower merchants?

Featuring players Tyler Hewitt, Del Borovic, Guy Bradford, and Adam McNamara, and Dungeon Master Ryan LaPlante.

Jesters of Ravenloft streams live every Wednesday at 7:30pm ET on Twitch (⁠⁠⁠⁠https://www.twitch.tv/dumbdumbdice⁠⁠⁠⁠)

Enjoying Jesters of Ravenloft?

- Buy merch on our website (⁠⁠⁠⁠⁠⁠https://dumbdumbdice.com/⁠⁠⁠⁠⁠⁠)

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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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4.15 - Maybe the Curse is Keeping Secrets Jun 13, 2025

Show notes

The troupe had a good night’s rest followed by very upsetting morning. Tyler’s cursed ring behaved as expected and he was bitten by a poisonous snake. Del healed him up, and they tried to remove the ring, but it wouldn’t budge, so New Rogue suggested that Tyler should cut off his finger, confident that he could reattach it. Shadow Nemesis bit off the finger and put the ring away, but after many attempted spells of healing, they realized that none of New Rogue’s cleric powers could reattach it. Now that Tyler’s finger has disintegrated, Wet Change has to wonder: is their any hope of recovering everything they’ve lost in the mists of Ravenloft?

Featuring players Tyler Hewitt, Del Borovic, Guy Bradford, and Adam McNamara, and Dungeon Master Ryan LaPlante.

Jesters of Ravenloft streams live every Wednesday at 7:30pm ET on Twitch (⁠⁠⁠⁠https://www.twitch.tv/dumbdumbdice⁠⁠⁠⁠)

Enjoying Jesters of Ravenloft?

- 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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