What Are The Best Dimension 20 Fanfiction Pairings To Read?

I’ve been diving deep into d20-inspired fanfictions lately, and there’s a goldmine of stories that capture that perfect mix of high-stakes adventure and slow-burn romance. One standout is 'Roll for Initiative,' a 'Critical Role' AU where the party’s rogue and paladin navigate a labyrinth of political intrigue and personal demons. The tension is chef’s kiss—think 'Dimension 20’s' 'A Crown of Candy' but with more pining. The author nails the balance between combat scenes and quiet moments, like when the rogue stitches up the paladin’s wounds and they finally acknowledge the elephant in the room. Another gem is 'Natural 20,' a 'Baldur’s Gate 3' fic that feels like a lost 'Dimension 20' arc. It’s got everything: a chaotic heist, a wizard who’s terrible at feelings, and a barbarian who’s surprisingly poetic. The romance builds organically amid near-death experiences, and the banter is so good it hurts. If you love 'Fantasy High’s' blend of humor and heart, this one’s a must-read.

Honestly, throwing someone straight into a niche 'best of' list for Dimension 20 fanfiction feels a bit like handing them the final boss key before they've left the tutorial area. The 'best' stories are often super-deep canon expansions or wildly OOC smut that only hits if you're already marinated in the fandom's private jokes. I'd say skip hunting for a single masterpiece and just wander the tags on AO3. Filter for the 'Dimension 20' fandom tag and then sort by kudos or bookmarks. Anything with a high count and a summary that doesn't spoil a season you haven't watched yet is a solid bet. The 'Adventure Party (Dimension 20)' and 'The Unsleeping City' tags have tons of gen fics that are just the characters hanging out, which is a much softer landing than some epic, 100k-word AU. My real advice? Watch 'Fantasy High' first. Then, when you crave more of Fabian's disastrous bravado or Riz's anxious intensity, you'll have context. The fanfiction that just extends a scene or explores a 'what if' from that first season will feel way more rewarding. There's a one-shot called 'study breaks' about the Bad Kids in the library that's practically canon-adjacent and a perfect little snack.

I've always been drawn to how fanfiction writers take the foundations laid down by the show and just... build entire new wings onto the house. The nature of 'Dimension 20' as an actual-play series means there's so much fertile ground between what Brennan Lee Mulligan sets up and what the players bring to life in the moment. Fanfiction dives straight into that gap. A lot of the best stuff I've read focuses on the 'what if' of a character's past that was only hinted at. Like, we know Kristen Applebees had a whole repressed evangelical upbringing, right? But the show gives us flashes. Fanfic authors will construct entire childhoods, sketching out relationships with parents and siblings that feel painfully real, adding layers to her rejection of Helio that the original format just doesn't have time for. It’s not just about filling in blanks; it’s about exploring the emotional weight of those blanks. Growth is another huge theme, but it's often handled in a more granular way than the high-stakes level-ups of the show. I read a piece once about Riz Gukgak learning to actually relax, not in a world-saving context, but just on a random Tuesday trying to figure out how to hang out without an agenda. It was slow, awkward, and deeply in character. That kind of story takes a comic relief trait and turns it into a genuine arc about healing from anxiety, which feels very true to the spirit of the source material. Ultimately, I think the fic does what any good companion piece should: it makes you re-watch the original and see more depth in every glance and off-hand remark. The characters feel lived-in, like they have histories that stretch beyond the edges of the screen.

So you're asking about 'Dimension 20' crossovers, huh? That's a pretty specific niche. Honestly, I think the appeal comes from the way D20's core premise—the whole 'unsleeping city' or 'fantasy high' settings—acts like a narrative engine. It's a multiverse framework built right into the lore. Fans of 'The Adventure Zone' or 'Critical Role' who are into D20 might love crossovers where characters from those other campaigns get isekai'd into the high-stakes chaos of 'A Crown of Candy' or the urban fantasy of 'The Unsleeping City.' The magic happens in the genre clash. Putting the grimdark characters from 'Coffin Run' into the surreal, neon-drenched world of 'Mice & Murder' creates immediate friction and comedy. Writers get to explore how a character's very specific brand of trauma or power set reacts to a completely different set of rules. It's less about the 'shows' in a TV sense and more about the established tones and genres within the D20 anthology colliding. What really hooks me is seeing how writers handle the distinct DM styles as a kind of cosmic force. A Brennan Lee Mulligan-verse character suddenly having to navigate a world run by the whimsical logic of a different season's ethos is a meta-layer that pure fandom crossovers can't really touch. You end up with stories that are as much about storytelling itself as they are about the characters.

Romance-focused Dimension 20 fanfiction? I’ve been searching for this myself, and honestly, it’s a bit of a scattered hunt. The main hub is definitely Archive of Our Own; there are already some solid collections tagged for specific seasons like 'The Unsleeping City' or 'Fantasy High.' The pairing tags are pretty thorough, so if you’re into, say, Riz and Gorgug or Adaine and Aelwyn, you can filter for that. It’s also the best place to find the longer, slow-burn stuff that really digs into character dynamics. But don’t sleep on Tumblr. A lot of the fanart and headcanons that inspire the written fic live there, and sometimes writers will post drabbles or snippets directly on their blogs before cross-posting to AO3. The tags #dimension20 and #d20fanfiction are good starting points. The community feels a bit more immediate and conversational there, which is great for finding writers who are currently hyperfixated on a specific pairing. I’ve seen a handful on FanFiction.net, but the tagging system is so antiquated it’s almost not worth the effort. You really have to know the character names as they’re spelled in the fandom and dig manually. Wattpad has some, but the quality can be wildly inconsistent. My advice is to set up an AO3 account, subscribe to the tags for your favorite ships, and let the kudos and bookmarks guide you. The fandom is still growing, so new stuff pops up regularly, especially after a new season drops.

I spent ages trying to find good 'Dimension 20' fics when I first got into the show, and honestly, it’s a bit scattered. Archive of Our Own is the absolute powerhouse for quality and quantity. The tagging system is a lifesaver, and there’s this whole vibrant culture around the Intrepid Heroes campaigns—I’ve seen some incredible AUs for 'A Crown of Candy' that transplant the characters into a cyberpunk setting, which shouldn’t work but totally does. Tumblr is less of a host and more of a signal booster; people will post snippets or moodboards there and link to their full works on AO3. It’s where I first stumbled onto the whole 'Fig and Ayda as awkward college roommates' subgenre. That said, if you’re into the shorter, more chaotic stuff, you can’t ignore Twitter (or X, whatever). The live-tweet reaction fics during new episode drops are a unique beast—they’re like micro-fanfic, all in real-time with the community. Wattpad has some stuff too, mostly for 'Fantasy High,' but it leans younger and the quality is super hit-or-miss. I found one epic slow-burn for Riz and Adaine there that was weirdly profound, buried under a mountain of less polished works. The real trick is to follow the authors you like on AO3; they often cross-post or recommend other platforms where they’ve seen good fics pop up, like specific Discord servers that are basically treasure troves of niche content.

What always pulled me into those campaigns was how Brennan wove these huge, consequential world mechanics right into personal stakes. So, when I’m trying to spin something for 'Fantasy High' or 'The Unsleeping City,' I don’t start with the plot. I start with one of those weird little setting rules—like the familiars in 'Misfits and Magic' or the nostalgia magic in 'Neverafter'—and ask what the worst, most hilarious, or most heartbreaking thing a character could do with that power is. It’s less about inventing a new villain and more about finding the cracks in the established world and shoving a character’s deeply flawed love right into it. Last time I tried, I focused on Gorgug from 'Fantasy High' and the idea of his artificer tinkering. The canon plot is about saving the world, but a fanfic plot for me became: what if his desire to fix and protect literally everyone he cares about accidentally starts rewriting their memories or locking them into mechanical loops? The drama isn't from a new big bad, it's from him realizing his solution is the problem, and the party has to navigate fixing it without breaking his heart. The tone matches the show because the stakes are epic but the conflict is deeply, stupidly personal. I think the real trick is stealing the pacing. Those episodes have this rhythm of intense roleplay, a big chaotic combat, then a quiet moment that reframes everything. I try to structure chapters like that—a dialogue-heavy scene building the relationships, a burst of action or magical consequence, then a quieter beat where a character says something painfully honest. It keeps the fanfic feeling like an actual 'episode' rather than just a scene.