Jesters of Ravenloft: A D&D Podcast

Latest Episodes:

Jesters of Middle-earth - Episode 18 - Jimbo Bread Oct 03, 2025

Show notes

The troupe continued to search for Gandalf, but found themselves in an increasingly hostile town. Del remained at Jimothy McGristle’s to watch the hobbits, Guy tried to convince the guard at the gate that the hobbits had left town, Adam learned that there was a huge bounty on the hobbits’ heads, and Tyler overheard someone revealing where the hobbits were being sheltered before her voice was abruptly cut off. But when Tyler went to investigate, he was stabbed by a mysterious figure. Back at the Jimothy’s, Guy was then approached by a moth asking about hobbits. Is there any chance of getting these hobbits out of Bree alive?

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)

- 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 17 - Have You Seen Dumpster Hobbits? Sep 20, 2025

Show notes

The next morning, the boys spent some time assessing how bad they all smelled. The hobbits were anxious to find Gandalf, so Del stayed back to look after them, and Tyler and Yolo argued over leadership within the fellowgroup, while Guy scoped out the situation at The Prancing Pony and Adam checked at the gate for any sign of the wizard. When the gate guards heard about the hobbits, one of them took off running, but then the other shot him with an arrow, crying out about getting some reward for herself. At the Inn, Aaron Fudge was strangely insistent that Guy come back with the hobbits. Can the troupe get the hobbits out of Bree alive?

***Del's character played by Tom this episode while she's out sick***

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)

- 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 16 - An Elf, a Dwarf, a Ranger, and a Del Sep 20, 2025

Show notes

The troupe settled in to try get a good night’s sleep before meeting Gandalf the next day. Del was afraid, so she slept on the floor in Tyler’s room, Tyler realized he could only sleep when he was wrapped in the dead ranger’s cloak, Guy struggled to fall asleep because his newly-acquired darkvision wouldn’t let him have total darkness, and Adam found nothing interesting about the silver tree-and-stars ring he took from the dead ranger, so he went right to sleep. The next morning, Guy’s hair was longer, Tyler was beefier and brandishing a broken sword, and Adam had clearly become a dwarf. Are these changes going to keep Wet Change safe?

***Del's character played by Tom this episode while she's out sick***

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)

- 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 15 - The Fellowgroup of the Ring Sep 13, 2025

Show notes

Having escaped the mayhem at The Prancing Pony, Adam and Guy took the dead elf into an alley to loot him, and Del, Tyler, and the hobbits joined them to plan their next move. The surrounding area was overrun by a mob of people, some trying to douse the fire at the inn, and others clearly still searching for the ring bearer, so they decided to take refuge at a different inn, and found themselves at Jimothy McGristle’s. Del relayed her solo journey to the rest of the troupe, and they were all left with more questions and uncertainty about how to proceed. Will Gandalf show up, and—if not—can Wet Change get the hobbits safely 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?

- 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 14 - At the Sign of Jimothy McGristle’s Sep 12, 2025

Show notes

With Walker down and the troupe out of immediate danger, Guy respectfully looted the elf who died for him, and Adam disrespectfully looted the ranger. The troupe learned that the two hobbits were the ringbearer, Yolo Took, and his butler, Frodo Baggins, but they needed to hide until they could meet up with Gandalf the following night. So, Del, Tyler, and the hobbits snuck out an upper-floor window, and Adam and Guy pulled a Weekend at Bernie's to get the elf’s body outside to loot it more thoroughly. Can they keep the hobbits safe from bounty-hungry drunk people for another day without drawing the attention of more black riders?

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)

- 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 13 - That Guy from GoldenEye Sep 06, 2025

Show notes

The troupe was locked in combat with Walker, the ranger, while the other bar patrons seemed set on finding the hobbit and collecting the bounty. The elf who had approached Guy earlier came to Guy’s defense, but was run through by Walker’s sword, Adam convinced Snoopwise to join in the fray, but he too was swiftly taken out, and Tyler used the mysterious locket to bring Del back from the brink. Amidst the chaos, the ringbearer disappeared, but Tyler managed to protect the other hobbit from the surrounding brawl. Del finally took down Walker with a well-placed arrow, but will Wet Change realize who exactly they’ve just killed?

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)

- 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 12 - A Cloak of Betrayal Sep 05, 2025

Show notes

Off on her own side-quest, Del confronted the threatening figure and discovered it was the ranger she’d been seeking. Del dubbed the ranger “Walker” and they headed towards Bree, but were soon set upon by wargs. Walker was badly hurt, so Del patched him up and they finally arrived at The Prancing Pony inn. They quickly spotted Adam and Guy, but for reasons unknown, Walker immediately moved to attack them and when Del called out to her friends, he turned on her too. Tyler rushed downstairs to see a brawl breaking out before him and the inn on fire. Can Del, Adam, and Guy survive by hiding behind a table that’s being hacked to bits?

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)

- 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 11 - Walker, Dúnedain Ranger Aug 23, 2025

Show notes

As Adam and Guy tried to figure out when the heck Guy had sprouted pointy ears, Hobbits with a reservation for Underhill arrived. Two rangers from across the room jumped up and one of them was Del! Earlier, at Bombadil’s house, Goldberry had told Del about a hobbit who’s supposed to destroy something but doesn’t have the protection he needs. Del was tasked with finding a ranger who can help and then follow her instincts to the hobbit. So, she departed, slightly drunk, and headed east, and eventually happened upon a hobbit being threatened at sword-point by a man demanding if he has the ring. Will Del’s close-up magic save the day?

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)

- 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 10 - Del and Back Again Aug 23, 2025

Show notes

After they got weird shirts from Kemmet from the Forg, the troupe made their way to The Prancing Pony inn. They learned that they hobbits were expected at the inn the following night, but in the meantime, they had a show to put on. The proprietor’s introduction of Wet Change managed to turn the crowd against them before they’d even started, but they fumbled their way through some improv games and eventually won over their audience. Tyler went to bed early, but Guy was soon approached by a strange figure who mistook him for an elf he knew, and Adam suddenly noticed that Guy had pointed ears. Could this be a positive development?

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 9 - Improv at The Prancing Pony Aug 16, 2025

Show notes

The troupe approached the gate leading into Bree and unintentionally convinced the guards they were inept enough to not be a threat. Making their way through town, a server from The Prancing Pony invited them to perform at the bar in return for free accommodations, but first Adam and Guy needed proper pants. Adam found himself miraculously clad in a kilt, so they made their way to a tailor’s shop to clothe Guy. When they failed to flatter the proprietor into giving them free clothes, they instead traded their one slice of pizza and empty Tylenol bottle. Will Wet Change’s comedy stylings entertain the patrons of 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?

- 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/⁠⁠⁠⁠⁠⁠)

Learn more about your ad choices. Visit megaphone.fm/adchoices