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Version devBuilt at: 2026-10-15 19:58:26 EDT

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@defilerwyrm.artOct 14, 2026, 2:44 PM

[🩸LOVE BITES🩸]
Blood or no blood, what d'you think?
Happy Halloween! Here's some spooktober #Shadowgast art I did way back in '22. #CriticallyNSFW #CriticalRoleFanart #EssekThelyss #CalebWidogast #defilerwyrmart #vampires

Full-color digital fanart for campaign 2 of Critical Role in which Essek Thelyss, here imagined as a vampire and wearing his mantle of station, stands right behind and smilingly bares his fangs at the neck of Caleb Widogast, shown in his level 10 fit (clean-shaven as in canon, thank you very much), who has his eyes closed in abandon like a Gothic heroine, mouth slightly open, and one hand grabbing Essek's wrist as Essek uses one hand to tilt Caleb's head up. Essek's expression is sultry, staring at Caleb's mouth. Behind them is a simple Rosohna cityscape under a partly-cloudy night sky riddled with stars. The entire image is contained within a black-bordered heart shape.The same image as before, but in this version, Essek has blood on his teeth and a little on his chin, and Caleb has two small, bleeding puncture wounds in his neck with the blood smeared from where Essek's mouth had clearly been latched on. For the sake of muted tags: cw blood, blood cw, tw blood, blood tw.
@milesstarling.bsky.socialOct 13, 2026, 3:20 PM

Redrawing this.
#wip
#essekthelyss

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@oriato.bsky.socialOct 11, 2026, 5:27 PM

(6/6)

#essekthelyss #criticalrolefanart #themightynein

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@oriato.bsky.socialOct 11, 2026, 5:26 PM

(4/6)

#essekthelyss #criticalrolefanart #themightynein

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@oriato.bsky.socialOct 11, 2026, 5:26 PM

He too would like to see the sunrise...

Essek centric comic, post confession (2/6)
#essekthelyss #criticalrolefanart #themightynein

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@defilerwyrm.artOct 9, 2026, 5:26 AM

My entry for #Kinktober Day 8: Face Sitting.
This one was pretty emotional to write. Something something projecting onto Essek with my laser.
#shadowgast #essekthelyss #calebwidogast #criticallynsfw #naughtynein #transerotica
archiveofourown.org/works/94268231

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@oriato.bsky.socialOct 8, 2026, 7:32 PM

two pages left of this fuckin comic aaa
#WIP #essekthelyss

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@retroleem.bsky.socialOct 4, 2026, 5:28 AM

Its just screaming in undercommon

#EssekThelyss | #CriticalRole

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@birdverbatim.bsky.socialSep 28, 2026, 9:48 PM

“Caleb is strong…of heart.”

(But my girlfriend is beefy 👀🧡💪)

Caleb Widogast: @tuskteefs.bsky.social
Essek Thelyss: Myself
📸: @karamelphotography.bsky.social

#shadowgast #criticalrole #criticalrolecosplay #essekthelyss #calebwidogast

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@naught-of-chris.bsky.socialSep 27, 2026, 6:49 PM

Hi fellow artists, what do you do when your inspiration and dopamine (even worse!) level drops? Asking for a friend
#EssekThelyss #MightyNein #CriticalRole #CriticalRoleFanart #Shadowgast

Essek Thelyss from Mighty Nein campaign by Critical Role. He is doing magicky magic
@naught-of-chris.bsky.socialSep 21, 2026, 9:25 PM

Okay, so since I was under the weather, I sketched Calebean, having the worse day as well. And Essek has bean added. And then I just went with the flow, soo.. Please don't be mean, I DO know it's poorly planned and out of frame ( ´△｀)
#EssekThelyss #CalebWidogast #Shadowgast #CriticalRoleFanart

@kasutajubaka.bsky.socialSep 20, 2026, 9:11 PM

❝ This world was so much easier when it was black and white. ❞
.
.
cosplay by @kasutajubaka.bsky.social
photo by @goremiser.bsky.social
Essek Thelyss created by @matthewmercer.bsky.social for @criticalrole.bsky.social
location: georgia aquarium
.
.
#criticalrole #criticalrolecosplay #essekthelyss

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@olileigh-art.bsky.socialSep 19, 2026, 7:03 PM

Wanted to say "they are studying" but there are no study materials to be seen
#CriticalRole #CriticalRoleFanArt #EssekThelyss #CalebWidogast #MightyNein

A digital painting of Caleb Widogast and Essek Thelyss from Critical Role. Both figures are visible from the side, their faces fully in profile. Caleb sits at a desk on the left side of the painting, leaning toward Essek, holding him by the chin and angling his head upward. He is wearing a simple white, collared shirt and dark pants. His hair is tied in a low ponytail. There are streaks of gray in his beard, eyebrow and at his temple. His eye appears closed as his looking down. There's a soft grin on his face. Essek is on the right side of the painting, sitting at the desk, which makes him appear lower than Caleb. Both of his hands are placed on Caleb's leg. He is wearing a deep purple shirt with a turtleneck and big puffy sleeves ending around the elbow with a big ruffle. His hair is about shoulder length, parted on the side with the bang styled in a big curl. The ends are curled upwards. The smaller part of his hair is pushed behind the ear and there is a small curl formed on the side of his head right by the ear. He's wearing an ornate dangling turquoise earring that matches his eyeliner and an even more ornate silver ear cuff. Both figures are illuminated only by an oil lamp on the far right side of the desk, near Essek's shoulder, which casts bright light on their faces and parts of their arms and leaves everything else in shadow. The light reflects on the wall behind them, creating an outline of their shadow.
@moosefrog.bsky.socialSep 12, 2026, 4:39 PM

Beetle-inspired armour is coloured! I had a lot of fun figuring out how to colour iridescence. XD #essekthelyss #criticalrolefanart

Essek Thelyss from Critical Role's The Mighty Nein. He is floating, facing the viewer, with his palms up and arms out. He is wearing a dark iridescent beetle-inspired set of armour with golden pieces underneath that look like translucent beetle wings. His torso is covered with 'chainmail' that looks like small iridescent insect scales. He is wearing a short, light coloured, sleeveless jacket over top of the armour. His boots are organic looking and match the beetle parts of his armor in colour.
@moosefrog.bsky.socialSep 11, 2026, 1:48 PM

Beetle inspired armour sketch. #essekthelyss #criticalrolefanart

Essek Thelyss from Critical Role's The Mighty Nein. He is floating, facing the viewer, with his palms up and arms out. He is wearing a beetle-inspired set of armour with pieces that look like beetle wings and 'chainmail' that looks like insect scales. He is wearing a short jacket over top of the armour. His boots are organic looking. The entire digital sketch is predominantly done in hot pink with green accents.
@moosefrog.bsky.socialSep 11, 2026, 1:36 PM

I wanted to see him wearing gold. #essekthelyss #criticalrolefanart

A digital image of Essek Thelyss from Critical Role's The Mighty Nein. He is wearing a pleated gown with a deep V leaving his chest bare. The sleeves are as long as the gown and are split so his arms are bare. He is wearing an elaborate collar and epaulets made of red gems and chains that connect the pieces together and hang from the epaulets. This is echoed in his earring choices which include his iconic ear tips being connected by thin chains to his gem earrings. He is reaching out to the viewer with one hand while the other hand has a purple arcane sphere floating above the palm. There is a purple and green background and pink smoke in the foreground and background that writhes across the image.
@moosefrog.bsky.socialSep 10, 2026, 12:42 PM

Essek dressed a little more casually. #essekthelyss #criticalrolefanart

A digital sketch of Essek Thelyss from Critical Role's The Mighty Nein. He is wearing a pleated gown with a deep V leaving his chest bare. The sleeves are as long as the gown and are split so his arms are bare. He is wearing an elaborate collar and epaulets made of dark gems and chains that connect them all. This is echoed in his earring choices which include his iconic ear tips being connected by thin chains to his gem earrings. He is reaching out to the viewer with one hand while the other hand has an arcane sphere floating above the palm. The entire sketch is primarly done in hot pink and white with blue and aqua highlight colours.
@moosefrog.bsky.socialSep 9, 2026, 6:26 PM

I had to colour last night's sketch! His innocence is in colour now! #essekthelyss #criticalrolefanart

Essek Thelyss from Critical Role's The Mighty Nein has one hand against his chest, his fingers splayed, and a slightly shocked expresson on his face. He is wearing a dark cape, a corset, an elaborately decorated Elizabethan ruffled collar, and has aqua under eye liner. He has word balloons where he says, "Who? Me?"
@moosefrog.bsky.socialSep 9, 2026, 2:07 AM

Essek's iron-clad defense! #essekthelyss #criticalrolefanart

A digital sketch done in shades of hot pink. Essek Thelyss from Critigal Role's The Mighty Nein has one hand against his chest, his fingers splayed, and a slightly shocked expresson on his face. He is wearing a dark cape, a corset, and has aqua under eye liner. The only colour other than pink in the sketch. He has word balloons where he says, "Who? Me?"
@moosefrog.bsky.socialSep 8, 2026, 9:22 PM

Maybe he's trying to remember where he put his hat? I just wanted to draw #EssekThelyss #criticalrolefanart #themightynein

Essek from The Mighty Nein wearing a winter outfit. His outfit has an enormous fur ruff around his neck draped over his shoulders and nearly down to this waist. It may be part of his cloak, possibly even a hood, but it is ostentatious and over the top. The arms of his blue jacket have three rows of fringe, two on the upper arm and one on the lower. He is wearing gloves that match the blue of the fringe. He has a silver belt made up of hundreds of small metal squares. The buckle resembles the phases of the moon with a round red gem in the centre. He is wearing red and silver earrings and ear tips. He is not wearing a hat because fashion is pain.