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Derailing Dimmadome

@ownerofthedimmsdaledimmado.me
52 followers 99 following 115 posts

Derailing Dimmadome, Owner of the Dimmsdale Dimmadome? i draw and like dnd

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Derailing Dimmadome @ownerofthedimmsdaledimmado.me · 19/11/2025
I made this meme two years ago 😭 #Milgram
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Derailing Dimmadome @ownerofthedimmsdaledimmado.me · 21/07/2025
I've got a neat idea for an AU where losing his family causes Toby's celestial features to rapidly mature and get out of hand on a villain arc. #ocsky #oc #originalcharacter
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Derailing Dimmadome @ownerofthedimmsdaledimmado.me · 11/07/2025
This guy sucks. #ocsky #oc
A teenage Toby sits at a table, glaring at an non-human humanoid with a comedy mask for a face.
Toby: "You're a creep, you know that, right?"
The Collector: "You have made your personal opinion very well known, Mr. Egsbenedict."
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Derailing Dimmadome @ownerofthedimmsdaledimmado.me · 25/06/2025
Many years ago @danimariedraws.bsky.social and I played the mother-son duo of the artificer Sophi and her weird ooze son Cheek!
Using the roll20 letter status indicators we spelled out "Imgaymom" on Cheek, and "<3mygayson" on SophiSophi rolled a 69 on disappointment on her spankin'Cheek rushes to eat Sophi immediately after she died

In the background, Cheek's token has letter status indicators reading "lmaodead"
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Derailing Dimmadome @ownerofthedimmsdaledimmado.me · 25/06/2025
We unexpectedly killed D'Eeh, the grung general that @blackcatvt.bsky.social was trying to hype up. Then, we fed his body to Drickletit, the lizardfolk soldier we had just bullied the DM into naming It turned out D'Eeh was an old PC of the DM. Oops. I'm glad he likes me
Drickletit the captive gets shoved into the mud (totally not poop) and D'Eeh is D'EehdThe DM in horror discovers the Drickletit x D'Eeh fanart we left on the roll20"You didn't have to do him like that" the DM says, gesturing to the realistic frog saying "Bah... I'm d'Eehd"
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Derailing Dimmadome @ownerofthedimmsdaledimmado.me · 25/06/2025
I accidentally added this guy to @waltergeistvt.bsky.social's game and couldn't delete him so I edit him into the maps. He's here now, I guess.
Help I accidentally addwd this man and now I can't remove himHe's hidden here in this map somewhereHis face has been edited onto a guard token and is subtly inserted among their ranks.
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Derailing Dimmadome @ownerofthedimmsdaledimmado.me · 25/06/2025
Gil Merryman of Gil Merryman's Marvelous Miracle Mercenaries is the party's leader, boss, and an old timey snake oil salesman When he casts disguise self, Gil puts on a mustache and becomes Bill Ferryman Played by @ursasupreme.bsky.social
Gil makes an awkward sending stone call to tell the Queen that things aren't workng out and she'll be getting a refund for this mission. A fake miiverse post drawn in roll20. Gil: i wish miracle elixirs were real. Glug: they areEveryone in the party is drawn and assigned a mustache wearing alter egoA drawing of Gil laying dead in the family guy death pose with his disguise mustache ripped off. His hometown burning is behind him after the attack by the lizardfolk army goes wrong. Next to him a sign points reading "FREE SAMPLES while supplies last (SOLD OUT)"

Don't worry, the battle went great, actually.
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Derailing Dimmadome @ownerofthedimmsdaledimmado.me · 25/06/2025
@waltergeistvt.bsky.social threw a potion at me mid battle but Sanguine failed his dex save so it donked him on the head for 2 bludgeoning damage
Head empty Sanguine gets donked in the head with a potion. Boink!
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Derailing Dimmadome @ownerofthedimmsdaledimmado.me · 25/06/2025
After the goblin paladin H3r0w had to leave mid session, the flamboyant tabaxi rogue Clickity Clack @ursasupreme.bsky.social stepped in to swaddle him into a baby swing. "I'm drinking for two" he said, flirting with the hot minotaur bartender
H3r0w is a B4YbY
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Derailing Dimmadome @ownerofthedimmsdaledimmado.me · 25/06/2025
During our big battle @blackcatvt.bsky.social introduced Shirtless Steve's biggest fan, Shirtless Sam. Sam died after splatting off the town's wall because he attempted a superhero landing. We dragged him to safety and revivified him, because heroes never die. I died on top of him that turn
Shirtless Sam on the wall, a pale human(?) in pink body paint who is pointing two kitchen knives tauntingly towards the enemy. A splat leads into a blood trail that stops at the corner of the map, where Shirtless Sam has been rearranged into the Family Guy death poseSanguine in the family guy death pose
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Derailing Dimmadome @ownerofthedimmsdaledimmado.me · 25/06/2025
We will all die before Shirtless Steve
I photoshopped a baby into shirtless steve and set my token to it for a game"Heads up, the map has been updated, I added a new small town named Graceford"
*one minute later*
"i don't think we should go to graceford guys the people there look shady" (shirtless steve has been drawn on the map)Real photo of steve
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Derailing Dimmadome @ownerofthedimmsdaledimmado.me · 25/06/2025
When I was first invited to @blackcatvt.bsky.social's game I snuck a drawing of a fake character token onto the map and now Shirtless Steve is the barely clothed bane of Blackcat's existence. I like to send him shirtless steve lore updates from time to time
Blackcat did not notice the new token on the map when I sent a screenshot with the message "I can't wait to join everyone!"A closer zoom at the maps reveals Shirtless Steve to be the new 5th party member
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Derailing Dimmadome @ownerofthedimmsdaledimmado.me · 25/06/2025
While planning for a big battle, @dracaenashaven.bsky.social and I joked our characters should do a shotgun wedding for the +2 AC bonus, but we settled for a warding bond instead. So now they're now engaged. :)
Freedom of Movement with no commitment, just friends (but maybe not just friends?)Fervor proposes to Sanguine, which is the exact opposite of what happened, actually.Sanguine smiling and welcoming Fervor into a secluded snowy log cabin for their honeymlpn, holding the body of a bloody man that has been dragged out. "I was okay with staying home..." Fervor says
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Derailing Dimmadome @ownerofthedimmsdaledimmado.me · 25/06/2025
Our BBEG is an angel and I've wanted go kiss him on the lips this ENTIRE CAMPAIGN. This took me an entire afternoon to draw in roll20 and I'm not sure if it was worth it.
The group encounters a kissing booth in the style of a Catholic confession booth. Each member of the party has been covered in lipstick kisses. Sanguine sulks as he leaves the booth covered in kisses, and his fiancee Fervor looks on in shock and horror. "That guy's pretty strong", Athysian says, thumbing to the confessional booth.

A sign reads "WELCOME TO THE CITADEL: Home of the World' Loneliest Angel"
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Derailing Dimmadome @ownerofthedimmsdaledimmado.me · 25/06/2025
I'm making a thread to document the goofy dnd shennanigans and drawings we terrorize our DM with on roll20
"In loving memory. Hole guy, 2025-2025"
"The citadel always remembers it's angels"
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Derailing Dimmadome @ownerofthedimmsdaledimmado.me · 24/06/2025
Just made a 3d model of my tiefling's horns for art reference and holy hell I wish I'd done this sooner
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Derailing Dimmadome @ownerofthedimmsdaledimmado.me · 24/06/2025
Some Tobys and some tieflings #dnd
Toby and his little sister, Antsy, holding a chicken.Toby and his Aunt ClementineA pink tiefling and her 4 young children
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Derailing Dimmadome @ownerofthedimmsdaledimmado.me · 19/06/2025
I keep my original characters weak and pliable by refusing to draw them in 1080p. Dont get cocky, I can put you back into the vault at any time.
A pink tiefling, covered in scars.
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Derailing Dimmadome @ownerofthedimmsdaledimmado.me · 17/06/2025
He's powerful. That scares me.
He needs a 120V A/C Adapter or 4 "C" size batteries
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Derailing Dimmadome @ownerofthedimmsdaledimmado.me · 01/06/2025
I am the reason my parents are disappointed in me
A 28" long Big Mouth Billy Bass Toy from 1999
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Derailing Dimmadome @ownerofthedimmsdaledimmado.me · 23/05/2025
The DM's Birthday Oneshot turned into a short campaign so we wish him happy birthday every session.
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Derailing Dimmadome @ownerofthedimmsdaledimmado.me · 21/05/2025
As a kid I wanted to drink the shit out of that drugged milk Edgar fed the cats in Aristocats. it looks so fucking good dude
Edgar the butler drugging a pot of boiled milk with sleeping pillsMarie got to eat Creme de la Creme a la Edgar and I'm so hungry
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Derailing Dimmadome @ownerofthedimmsdaledimmado.me · 08/05/2025
The whole party has art now for the stream, yippie! I plan to make one for the DM too. #DND
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Derailing Dimmadome @ownerofthedimmsdaledimmado.me · 08/05/2025
Mission successful, no longer a problem :)
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Derailing Dimmadome @ownerofthedimmsdaledimmado.me · 07/05/2025
why cant i run away from my problems
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Derailing Dimmadome @ownerofthedimmsdaledimmado.me · 02/05/2025
This is what a wizard looks like if you're cool as FUCK This is Bumble Dabbledont, a Lv. 12 Order of Scribes Kender Wizard and planescape travelling cryptid who lives in her portable hole on a stick. #dnd #dndcharacter
A stanced up Kender with a modron-inspired hat, bright orange disney vacation clothing, a floating pencil & notepad, and a voidless, universe defying hole on a stick that looks an awful lot like a butterfly net.
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Derailing Dimmadome @ownerofthedimmsdaledimmado.me · 25/04/2025
We turned the DM's oneshot into a short campaign so everyone's getting token art. Slarg the human fighter (necromancer who lost his spellbook) and Sheldon the tiny tortle bard (drug lord) are first 🫡 #DND
Slarg is a depressed vaguely moth themed guy in a big coat. Yippie. :(Sheldon a round little turtle man with a blue polka dot bowtie
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Derailing Dimmadome @ownerofthedimmsdaledimmado.me · 17/04/2025
Tobias is done! ...unless....
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Derailing Dimmadome @ownerofthedimmsdaledimmado.me · 17/04/2025
MY DND CHARACTER *DIED!!!!*
Sanguine is dead. Rip bozo.
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Derailing Dimmadome @ownerofthedimmsdaledimmado.me · 15/04/2025
Alright i don't want any funny business this time. You WILL complete the character refs you've started. You will finally give these dnd characters you have been playing for a year FINISHED. ARTWORK. YOU *WILL*. YOU ARE SO CLOSE. STAY ON TRACK!!! PLEASE! this is my way of holding myself accountable
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Derailing Dimmadome @ownerofthedimmsdaledimmado.me · 19/03/2025
I think Haruka is 23. Haruka's attention declined at 15, and he started killing. How fast did he get desperate? Japanese law says up to 1 year for pets, but he killed several. His outfit in AKAAA is his 15 year old school uniform stitched back together and he's shown to be significantly larger.
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Derailing Dimmadome @ownerofthedimmsdaledimmado.me · 30/12/2024
T.
An anime girl 3d model t-posing
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Derailing Dimmadome @ownerofthedimmsdaledimmado.me · 26/11/2024
I bought a label maker to label the names of the houseplants I forget about.
Plant labels left to right read: "Philodendron sp. ??? i don't think he knows what he is either", "Chlorophytum amaniense Mandarin Plant", and "Pachira aquatica Money Tree (Stumpy Man)
Label reads: "the world's unhappiest chamadeorea elegans"
"he's a parlor palm and going to die :(
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Derailing Dimmadome @ownerofthedimmsdaledimmado.me · 20/11/2024
I'll do anything but finish art
An unfinished illustration of a pink clown themed characterA picture of an actual, real life clown
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Derailing Dimmadome @ownerofthedimmsdaledimmado.me · 19/11/2024
I'm hideous
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Derailing Dimmadome @ownerofthedimmsdaledimmado.me · 17/11/2024
For just $16 a year, you too can completely ruin your online branding and SEO!
A profile of bluesky account handle "derailing.dev"A profile of bluesky account handle "ownerofthedimmsdaledimmado.me"
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Derailing Dimmadome @ownerofthedimmsdaledimmado.me · 16/11/2024
UPDATE: making good progress!!!
A picture of more dying philodendron leaves. I think it's a fungal problem.
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Derailing Dimmadome @ownerofthedimmsdaledimmado.me · 09/11/2024
My big ol pot of philodendron birkin has been struggling so I took it, pest dunked it, and have distributed it across 4 pots so I can feel more accomplished when it dies 4 times
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Derailing Dimmadome @ownerofthedimmsdaledimmado.me · 06/11/2024
I should build her... #mechanicalkeyboard
An unassembled cheese themed mechanical keyboard frame and a breakfast themed keycap set.A duck in a salad themed artisan keycap
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