How to Watch Dimension 20 in Order + Where to Start

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All about Dimension 20’s Intrepid Heroes & side quests

Co-authored by Glenn Carreau

Last Updated: August 4, 2026 Fact Checked

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Release Order

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Chronologically by Series

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Where to Start

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Intrepid Heroes vs. Side Quests

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Where to Watch

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Want to see what all the Dimension 20 hype is about, but not sure where to start? We’ve got you covered! Dimension 20 is a super-popular actual-play TTRPG series that’s designed like an anthology: each campaign (more or less) involves a new setting, cast of characters, and, in some cases, cast of actors and improvisers. That means you could watch the series in any number of ways—but since that can get confusing, we’ve compiled watch guides in release and chronological order. We’ll also recommend where to start Dimension 20 overall!

Dimension 20 in Chronological Order

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An image explaining how to watch Dimension 20 in chronological order.

Dimension 20 can be watched in almost any order (except for the few seasons that are sequels or spin-offs). If you aren’t sure where to start watching Dimension 20, fans often recommend Fantasy High (the first-ever campaign), or Side Quest campaigns like Escape from the Bloodkeep and A Court of Fey & Flowers.

Section 1 of 5:

How to Watch Dimension 20 in Release Order

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Currently, Dimension 20 has a whopping 30 official seasons, plus several recorded live shows and one-shot episodes to boot. You definitely don’t need to watch it in release order, because many of D20’s seasons are standalone campaigns (except for the few that are sequels). That said, watching Dimension 20 in release order is an easy option, especially because you’ll be watching sequels in the correct order that way! Here’s the order:
- Fantasy High: Freshman Year (2018 - 2019)
- Escape from the Bloodkeep (2019)
- The Unsleeping City (2019)
- Fantasy High: Sophomore Year (2019 - 2020, episodes alternated with Tiny Heist)
- Tiny Heist (2020; episodes alternated with Fantasy High)
- A Crown of Candy (2020)
- Pirates of Leviathan (2020)
- The Unsleeping City: Chapter II (2020 - 2021)
- Mice & Murder (2021)
- Misfits & Magic (2021)
- The Seven (2021)
- Shriek Week (2021)
- A Starstruck Odyssey (2022)
- Coffin Run (2022)
- A Court of Fey & Flowers (2022)
- Neverafter (2022 - 2023)
- The Ravening War (2023)
- Dungeons and Drag Queens (2023)
- Mentopolis (2023)
- Burrow’s End (2023)
- Fantasy High: Junior Year (2024)
- Never Stop Blowing Up (2024)
- Misfits and Magic Season 2 (2024)
- Dimension 20 Live: Time Quangle (2024, released two episodes before Misfits and the rest after)
- Dungeons and Drag Queens Season 2 (2025)
- Titan Takedown (2025)
- Cloudward, Ho! (2025)
- Dimension 20: On a Bus (2025)
- Gladlands (2026)
- Viva Más Vegas (2026)
- On a Bus: Season 2 (2026)
- City Council of Darkness (2026)
Meet the wikiHow Expert

Nathan Featherstone, known as the Crazy Hermit DM online, is a content creator, writer, and podcaster, mainly focusing on tabletop gaming content.

Section 2 of 5:

How to Watch Dimension 20 Chronologically by Series

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1
Fantasy HighFantasy High is the series that started it all: Dimension 20’s first-ever campaign, and still one of the most beloved. It’s set in the fantasy world of Spyre, following six students from their first day at the Aguefort Adventuring Academy. There are three seasons (Freshman, Sophomore, and Junior Year); the rest are spin-off series and one-shot episodes (which you don’t need to watch, but can to keep exploring Spyre and the Bad Kids’ stories):
- Fantasy High: Freshman Year (Season 1, 2018 - 2019)
- Fantasy High LIVE in Brooklyn (Live show, 2019)
- Fantasy High LIVE at RTX Austin (Live show, 2019)
- Fantasy High: Sophomore Year (Season 2, 2019 - 2020)
- College Visit (RTX @ Home Live) (Remote live show, 2020)
- Pirates of Leviathan (Spin-off and side quest series, 2020)
- The Seven (Spin-off and side quest series, 2021)
- Fantasy High: Junior Year (Season 3, 2024)
- Battle at the Bowl (Live show, 2025)
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Escape from the BloodkeepEscape from the Bloodkeep is D20’s first-ever “Side Quest” campaign—a fast-paced Lord of the Rings spoof in which the villains are (sort of) the heroes. All except two D20 Side Quests are single-season campaigns, so they’re pretty easy to consume. And in just six episodes, Escape from the Bloodkeep answers the question: “What do the henchmen do after their evil overlord is vanquished?”
- Escape from the Bloodkeep (Season 1, 2019)
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The Unsleeping CityThe Unsleeping City is D20’s second Intrepid Heroes campaign, this time exploring an alternate version of New York City with two sides: the one that exists in the real world, and another steeped in magic, yet invisible to the eyes of ordinary people. Each of its two seasons is packed with mystery, intrigue, magic, and New York City-style hijinks! Here’s the series’ watch order:^{[1]
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- The Unsleeping City (Season 1, 2019)
- The Unsleeping City: Chapter II (Season 2, 2020 - 2021)
- Gauntlet at the Garden (Live show, 2025)
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Tiny HeistTiny Heist is another of D20’s Side Quest series, consisting of just one season with six episodes. It stars members of the classic CollegeHumor cast and the McElroy family, each of whom plays as “Bittyfolk” who band together to steal a roll of quarters. High stakes, right?
- Tiny Heist (Season 1, 2020)
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A Crown of CandyA Crown of Candy is the third Intrepid Heroes campaign, and it’s set in the world of Calorum—a food-based world in which each kingdom takes after a different food group. But don’t be fooled: it’s not all candy canes and gumdrops! A Crown of Candy is basically A Game of Thrones with a whimsical backdrop; its characters contend with warring factions and the threat of “perma-death” (all deaths are permanent, which isn’t generally the case for D&D games).^{[2]
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- A Crown of Candy (Season 1, 2020)
- The Ravening War (Prequel season, 2023)
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Mice & MurderMice & Murder is the next D20 Side Quest, this time taking place on an alternate version of Earth inhabited by anthropomorphic wildlife. And one particular group of woodland critters (played by members of the classic CollegeHumor cast) teams up to solve a mysterious murder that occurs at the Squire Badger’s 60th birthday party.
- Mice & Murder (Season 1, 2021)
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Misfits and MagicMisfits and Magic is a Harry Potter-esque series featuring a group of American exchange students studying magic in the UK. It’s a Side Quest—and it’s also the first campaign in which Brennan Lee Mulligan is a player rather than the GM (although it isn’t the last). It also doesn’t use D&D mechanics at all; rather, it’s run with the Kids on Brooms TTRPG system. There are two seasons of this series:
- Misfits and Magic (Season 1, 2021)
- Misfits and Magic Live at GenCon (Live show, 2022)
- Misfits and Magic Season 2 (Season 2, 2024)
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Shriek WeekShriek Week is a monster-themed Side Quest campaign following four students at Bram University—a college for humans and monstrous creatures. And yes, you’ll come across many characters based on famous monsters throughout the series, from werewolves, vampires, and Frankenstein’s monster to the ghost from The Ring. The series consists of:
- Shriek Week (Season 1, 2021)
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A Starstruck OdysseyA Starstruck Odyssey is D20’s “space opera” campaign—and, funnily enough, its setting was first developed by GM Brennan Lee Mulligan’s mom, author Elaine Lee. While there’s technically only one season of this Intrepid Heroes campaign, there’s also a live show set in the same universe (not to mention several Time Quangle shows with character crossovers):
- A Starstruck Odyssey (Season 1, 2022)
- Viva Más Vegas (Live show, 2025)
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Coffin RunCoffin Run is a vampire-themed Side Quest series set in 19th-century Transylvania. It’s centered around the followers of an injured Count Dracula (Dracula’s bride, a mad scientist, a soon-to-be vampire, and the first vampire Dracula ever turned) as they rush to transport Dracula’s coffin to his castle. Coffin Run is another one-season series, consisting of:
- Coffin Run (Season 1, 2022)
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A Court of Fey & FlowersAlthough Fey & Flowers is a little longer than most of D20’s other Side Quest seasons, it’s well worth it for a delightful fairy-themed cross between Bridgerton and D&D. This one-season series follows a group of archfey who attend an event called “The Bloom,” as they contend not only with a sinister conspiracy, but with fey society’s strict rules and etiquette! It consists of:^{[3]
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- A Court of Fey & Flowers (Season 1, 2022)
12
NeverafterNeverafter is the next Intrepid Heroes campaign, this one a cross between horror and fairytales. If you’ve ever wondered how a group consisting of characters like Pinocchio, Puss in Boots, and Mother Goose would fare in a horror-driven universe filled with twisted tales and few happy endings, this is the campaign to watch. It consists of one season, plus crossovers in the Time Quangle episodes.
- Neverafter (Season 1, 2022 - 2023)
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Dungeons and Drag QueensDungeons and Drag Queens is D20’s other multi-season Side Quest (after Misfits and Magic), and this campaign features prominent drag queens as its players! The campaign is set in a dark fantasy world—and yes, its players are in full drag as they play, which definitely adds to the atmosphere. Currently, there are two seasons:
- Dungeons and Drag Queens (Season 1, 2023)
- Dungeons and Drag Queens (Season 2, 2025)
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MentopolisMentopolis is a gritty, film noir-style Side Quest campaign—one that takes place entirely within a human brain. “Mentopolis” is a setting structured like a brain, with areas like “Cortex City” and the industrial limbic system. To that end, its characters are concepts and cognitive functions personified, and their purpose is to keep Mentopolis running. The campaign has one season:
- Mentopolis (Season 1, 2023)
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Burrow’s EndBurrow’s End is a Side Quest that follows characters who aren’t humanoid—but rather, a family of stoats! Forced from their burrow due to a terrible storm, the stoats must learn to navigate the world above while keeping their family together. Like most of D20’s Side Quests, it’s a one-season series:
- Burrow’s End (Season 1, 2023)
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Never Stop Blowing UpNever Stop Blowing Up is a Side Quest campaign designed like an ’80s action movie combined with a game of Jumanji! A group of small-town mall employees gets pulled into a magical VHS tape and becomes action heroes—forced to run and gun their way through Los Angeles like they’re in a blockbuster movie. The campaign consists of:
- Never Stop Blowing Up (Season 1, 2024)
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Dimension 20 Live: Time Quangle The Time Quangle episodes aren’t an official “season,” but rather seven individual live shows filmed during the cast’s UK and Ireland tour, plus an additional show in Seattle. They mix and match characters from Fantasy High, Unsleeping City, Crown of Candy, Starstruck Odyssey, and Neverafter, which is why they can’t really be lumped in with other D20 seasons. Here are all the episodes:
- Quangle in Queal Quife (Glasgow show, 2024)
- Betrayed by Live Theatre (Manchester show, 2024)
- A Candied Coup (London show, 2024)
- The EnWoodening (London show, 2024)
- The Wrong Kids (Dublin show, 2024)
- A New York Quangle (Dublin show, 2024)
- Quangle Quest (Seattle show, 2024)
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Titan TakedownEver wonder what it’d be like if you mixed modern-day professional wrestling with ancient Greek myths? Well, that’s what Titan Takedown is all about. It’s a Side Quest set in an alternate version of ancient Athens in which the Olympian gods (particularly Zeus) host a wrestling tournament to harvest mortals’ worship. It’s a short, single-season campaign:
- Titan Takedown (Season 1, 2025)
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Cloudward, Ho!Cloudward, Ho! is Dimension 20’s steampunk-fantasy Intrepid Heroes campaign. Over the course of the season, the crew of The Zephyr airship reunites and sets out in search of their lost mentor, Professor Comfrey MacLeod—and the fabled, magical continent of Zood. Although it’s an Intrepid Heroes campaign, there’s just one season so far:
- Cloudward, Ho! (Season 1, 2025)
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Dimension 20 On a BusThe fact that we can count this as an actual campaign with “seasons” is hilarious in itself, because On a Bus was supposed to be a short, one-off video for a different Dropout show (Game Changer). It’s a totally nonsensical game run by Katie Marovitch and played by some of the internet’s most famous GMs: Brennan Lee Mulligan, Aabria Iyengar, Jasmine Bhullar, and, of course, Matthew (“Mark”) Mercer. Its seasons are:
- Dimension 20: On a Bus (Extended Cut)
- D20 on a Bus: Season 2
  - Each “season” is one episode—but, impressively, the second season’s episode is nearly an hour long!
21
GladlandsGladlands is a friendly apocalyptic Side Quest. But what is a “friendly post-apocalyptic world,” exactly? Well, it’s one in which the people decided they’d rather not live in a post-apocalyptic world with rampant anarchy and violence. So, after getting that phase out of the way, survivors banded together to establish a society that supports and helps its people. And sure, there’s still a nuclear wasteland aesthetic—but that’s just because they like the vibe. Gladlands consists of:
- Gladlands (Season 1, 2026)
22
City Council of DarknessAs of the writing of this watch order guide, City Council of Darkness is the latest Dimension 20 Intrepid Heroes campaign—and it’s still ongoing. And where the last vampire-themed campaign was set in Transylvania, this one moves the setting to modern-day Purpee, Oregon. It’s an adaptation of Vampire: The Masquerade in which a group of vampires is forced from their castle and attempts to assimilate into human society.
- City Council of Darkness (Season 1, 2026)

Section 3 of 5:

What is the best place to start Dimension 20?

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Dimension 20 is an anthology series; you can start on nearly any season. Dimension 20’s official recommendation is to start with Fantasy High—but, as we’ve already mentioned, you can watch the series in more or less any order you want. Obviously, avoid the sequels and spin-offs until you’ve watched the season they’re based on; beyond that, you can pick a season that sounds interesting and watch! If you’re looking for specifics, here are a few places to start:^{[4]
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- To try it out: Tabletop role-playing game expert Nathan Featherstone says that if you’re not sure whether you’d like a show like Dimension 20, just put on any episode to see if you want to invest your time. Then, if you like it, he says you can always backtrack to the beginning of their playlist.^{[5]
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- For a long campaign: If you want to start with the Intrepid Heroes themselves, the best place to start truly is with the very first campaign—Fantasy High (specifically its first season, Freshman Year).
- For a short campaign: If you’re looking for a quick taste to see what Dimension 20 is like, you could try one of the “Side Quest” campaigns; they’re shorter and super easy to get through. We recommend starting with any of the following:
  - Escape from the Bloodkeep
  - A Court of Fey & Flowers
  - Misfits and Magic

Section 4 of 5:

Dimension 20’s Intrepid Heroes seasons vs. Side Quests

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“Intrepid Heroes” seasons feature the main D20 cast. The Intrepid Heroes campaigns are also known as “main quests”; they’re longer (generally 17 to 20 episodes) and always include the main D20 cast: Emily Axford, Zac Oyama, Siobhan Thompson, Lou Wilson, Ally Beardsley, and Brian Murphy, with Brennan Lee Mulligan as the GM. Side Quests, on the other hand, are shorter campaigns with a rotating cast (meaning the cast—and sometimes the GM—changes for each campaign).
- Intrepid Heroes campaigns include:
  - Fantasy High
  - The Unsleeping City
  - A Crown of Candy
  - A Starstruck Odyssey
  - Neverafter
  - Cloudward, Ho!
  - City Council of Darkness
- Side Quest campaigns include:
  - Escape from the Bloodkeep
  - Tiny Heist
  - Pirates of Leviathan
  - Mice & Murder
  - Misfits and Magic
  - The Seven
  - Shriek Week
  - Coffin Run
  - A Court of Fey & Flowers
  - The Ravening War
  - Dungeons and Drag Queens
  - Mentopolis
  - Burrow’s End
  - Never Stop Blowing Up
  - Titan Takedown
  - Gladlands

Section 5 of 5:

Where to Watch Dimension 20

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Watch all Dimension 20 episodes via Dropout’s streaming platform. Dropout TV is where every season, episode, and one-shot in the Dimension 20 pantheon can be found, with multiple seasons airing each year. While Dropout requires a subscription, you can also test out Dimension 20 by watching several free episodes uploaded to YouTube; the first episode of each season is typically uploaded to Dimension 20’s official YouTube channel.
- In addition to those episodes, you can also view the entirety of Fantasy High’s first two seasons on YouTube, plus the first season of The Unsleeping City and the entire Escape from the Bloodkeep campaign.