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The Smartest are Always Last To Know by GrellSutcliff
Fandoms: Critical Role (Web Series)
30 Oct 2025
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Why was he even here? He wasnt academically gifted in any sense of the word, and yet, Mollymauk Tealeaf had his application accepted. To be the assistant to the top Professor of the Academy no less. He just hoped that he could fulfil the duties that would be required of him. If in doubt, Mollymauk knew that he had the gift of the gab, and could just pretend to know more than he actually did. It worked usually, especially around stuffy old academics that would visit him late at night.
So why was he so nervous to mess up?
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Essek hurts.
Essek has always hurt.
His body betrays him at every turn in life
And Essek does not wish for people to see, nor help him, when he hurts. So when the newest professor transfer starts to ask questions , Essek tries to stamp the curiosity down before things get out of hand.
He has to stop the curiosity, from both sides, before his patience wears too thin. -
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What do you do when you can't do anything?
When a sabotaged lesson plan infects Caleb, his colleagues, and their students with a rare and deadly disease, there is little to do but wait for a team of researchers to try and find a cure. But then, each moment seems an insurmountable task--avoid panic, take care of one another, manage their worsening symptoms, figure out who or what may have caused it, and stay alive long enough for medicine to be created.
There is something all too familiar about being locked in a Soltryce tower, trusting people who can't be trusted, and hoping death won't find you before morning.
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Ever since he had first sat in on one of Caleb’s lectures at the Soltryce Academy, Essek has been drawn to the way Caleb holds himself when he’s sharing the knowledge he has learned the hard way. There’s a confidence in Caleb that comes naturally to the surface. He is commanding, methodical, and takes care that those who are present get what they need from him.
Essek’s not sure he’s ever been more attracted to Caleb than when he first sat in the lecture hall trying to hide how he was lusting after Professor Widogast.
Or: When your partner confesses to you how turned on he was to see you in your element as a professor, you work with him to find a way to recreate it via sexual roleplay in your magical demiplane wizard tower as you discuss and show the practical sexual applications of dozens of spells to your adult “students” who are nothing more than a Programmed Illusion.
Series
- Part 1 of Teacher’s Aide, Magician’s Assistant
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Just one look is all it takes sometimes.
How much life's trajectory can be catapulted around from a single look, a single word, a single touch.
Jester Lavorre was the new student, and trying to get a grasp of how things work around here
In next to no time her world starts to crash around herself as one thing after the other goes wrong, gets confusing, and perhaps a little bit steamy.
Would she survive the year in the same manner in which she began?
.Series
- Part 1 of The Eyes
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Caleb is trying his best to get his book read, and notes jotted down.
Mollymauk is hidden under the desk, wanting to be tease.
But Caleb is aching to go to the bathroom, but doesnt want to stop what he is doing.
And neither does Mollymauk -
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Top of the class? Not for long.
All it took was one lecture, one remote-controlled vibrator, and Professor Caleb’s merciless control to turn you into a shaking, dripping mess.
And when he calls you up to the chalkboard, you learn the real curriculum: obedience, humiliation, and being bred full by your favorite professor.
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The Bright Queen's Royal Court Gala, an annual party hosted by the Queen and reported on by the news, casted its invitations. Essek was horrified to discover Caleb was not just expected to go because he was Essek's partner, he was invited. Which meant declining wasn't an option. Caleb's attendance, for some foreboding reason, was mandatory.
What's worse? The Bright Queen wants to speak to the professor. Privately.Series
- Part 12 of Modern AU
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A simple accident.
That's all that caused this. One simple slip of the hand.
And now Caleb was in a tight spot, quite literally.
And he had no one to blame but himself. -
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Molly was then speaking up again, “I want to go to the Winter’s Crest markets as well.”
“Markets?” Essek frowned.
“You’ll love the markets.” Molly rolled over to look at his lover, “The food, the wines, the little homemade gifts. It’ll be nice to actually afford something.”
Caleb gave him a soft smile, his thumbs smoothing across Molly’s cheekbones. “A market visit sounds like a lovely idea… it’ll be cold though.”
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Caleb and Essek had many goals for their anniversary trip to Molaesmyr. Discover the cause of the corruption, stop it if they could, uncover what led up to the fall of the city, reach the center tower, investigate the labyrinth beneath Molaesmyr, find the crystal well hidden inside; if they completed just one of those goals, they'd be satisfied with their work. Not overjoyed, but satisfied.
They hadn't expected to solve a centuries old mystery about the Mad Mage of Wildemount.Series
- Part 11 of Modern AU
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Caleb lets the hand reaching for components fall heavy on a knuckle, knocking solidly on wood and holding it there. The sound echoes through the silence, into Essek’s bones.
“Clearly you are aware, arcanist, that a major point of holding these seminars is to receive feedback from our peers. While I am... grateful for your input, I’d ask that further questions be-”
“The ‘point’ of a lecture is to teach what you know, not throw half-baked theory at the audience to see what sticks! I’m honestly sick and tired of unschooled, untrained wizards waltzing in here to- to pontificate to their betters under the guise of arcane discovery!”
Caleb’s hand is still on the table, expression carefully neutral. “...Are you finished?”
Essek learns something new about himself while attending his partner's presentation.
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Professor Widogast has had a very long day. His partner helps him unwind and realize how loved he is.
Caleb hums in agreement, then settles his cheek against Essek’s thigh. He focuses, situates his mouth and jaw, then relaxes. His eyes fall closed. This is his favorite part, the sinking into simple servitude. All his material components are in his coat, discarded on its hook. His mouth is delightfully, achingly, beautifully full. There is a ring on one of his fingers that could be used as a focus, but he reaches his arms up and grasps Essek’s thighs. Material, verbal, and at last, somatic. An offering: I am now useless in all but this way. Use me.
Series
- Part 2 of Filthy One-Shots
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a place where i can go by withthekeyisking for estelraca
Fandoms: Critical Role (Web Series)
18 Dec 2024
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Caleb, Astrid, and Eadwulf, in the aftermath.
Series
- Part 30 of 2024 Event Fics
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Essek, Caleb, and Astrid have an unconventional arrangement where everyone gets what they need.
There is a new book on the table. New to Essek, at least. Its leather cover is scuffed, but the gilt embossed border speaks to a certain level of expense. More than that, it’s the discolored edges of the parchment that catch his eye. They’re uneven, aged.
He hangs up his light outer robe, stacks his shoes by the door, and dispels his disguise. It is a relief to see his own hands again. He is walking, but his footsteps hardly make a sound. He approaches the table, runs a finger across the beautiful cover. There is a harsh crack that echoes from upstairs, but he does not flinch. -
Let the Old Ways Die by withthekeyisking for venndaai
Fandoms: Critical Role (Web Series)
12 Dec 2024
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Caleb might've declined the Martinet's offer to become the new Archmage of Civil Influence, but that does not mean the drama of the Cerberus Assembly is done with him.
Series
- Part 27 of 2024 Event Fics
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Two years after the not-so-legendary Mighty Nein parted ways, Caleb is teaching Transmutation for the Soltryce Academy and enjoying a quiet life in Rexxentrum. With a two week vacation coming up for the Winter's Crest holiday, he'd planned on spending his time catching up on some recreational reading and enjoying the company of the Brenatto family. Except a certain blue Tiefling also seems to be back from sea, something he was very much NOT aware of. After having minimal contact with Jester the past year, the Zemnian can't seem to remember how he ever used to hide his feelings for her.
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It's that time of year again. This time it's Modern AU's turn, and it's not just whump!
Series
- Part 6 of Modern AU
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Professor Widogast as Observed By His Third Year Transmutation Class by GoringWriting
Fandoms: Critical Role (Web Series)
02 Oct 2024
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Summary
Exactly what the new Professor of transmutation is like is a mystery. Until now.
And he is... different would be the polite way.
Radical.
Fucking crazy.
H..he's okay.
Can't wait to mess with him.
He's Professor Caleb Widogast
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The chaos of the holidays were over, but that left a new chaos in its wake: getting the research proposal to explore Molaesymr approved. Essek and Caleb were surprised to find that the approval process, once they submitted their proposals, also had some unexpected bonuses for them, like Essek finding out he loved the tranquil beauty of Blumenthal in the spring, Caleb discovering that he had a propensity to irritate his boyfriend and then say sweet romantic things to try and get out of trouble, and the pair deciding they wanted to move in together.
Series
- Part 5 of Modern AU