1 - 20 of 149 Works in Trans Caleb Widogast
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The Empire is winning the war. In the wake of his master's death, Volstrucker Bren ascended to Archmage of Civil Influence, but he's been secretly undermining the Empire by feeding intelligence to the Mighty Nein, a group of adventurers fighting for peace. When his rival and friend the Shadowhand is captured, Bren acts on the only idea that will spare a Kryn politician from execution: claiming him as a war prize.
Bren and Essek are forced to perform a fake politican/concubine relationship, including all the tension and jingoism it entails, while taking advantage of their circumstances to spy on and steal from the court around them. Bren may wield the leash, but Essek has cards up his sleeve, and even so, Bren fears hurting Essek almost as much as Essek fears losing Bren. Their mutual trepidation must graduate to mutual trust — maybe even love — if they have any hope of surviving the lie they started.
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In Zadash a tiefling con man and a wizard con man meet and fall slowly in love with plenty of bumps along the way.
The late autumn leaves scattered across the road just outside the bus station. Molly looked around hoping to find somewhere to rest his feet and maybe get a beer. Most of the inns and taverns on this side of Zadash were not worth stepping into, too small and they’d notice his hustle. He needed somewhere prominent, somewhere loud, somewhere that they would be too pissed to notice his hands in their pockets.
Somehow in the short con, he meets a soft wizard who he can't seem to get enough of.
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After the fight against Lucien in Aeor, where the Mighty Nein literally faced death a few times, and Essek finally understands his feelings for the redhaired wizard. They want to spend the night together, but Caleb has a confession to make. And their action that night becomes something unexpected.
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Essek opens his mouth easily when Astrid uses her tongue to push her blood between his lips, but he kisses like she is delicate, precious, like she is made of spun glass and soft fabric, not battered bones and flesh. He keeps his teeth tucked away and kisses sweetly. She spits her blood in his mouth and he tries to give her sugar.
After Trent is locked away, Astrid learns of a map to an unclaimed Beacon. Unfortunately, the man who can help her find the key to reading it has a history of giving them away.
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This Unexpected Delight by CharlieWritesOccasionally
Fandoms: Critical Role (Web Series)
28 Jul 2024
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When their first child comes into the world screaming her little green head off, Fjord's first thought is that he's never loved anyone more than this tiny person he's just met. His second; he's so sorry she looks like him.
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Caleb, Essek, and Fjord have carved out a little life for themselves in Rosohna; with Essek remaining in service to the Bright Queen for now, Fjord attending the Midnight Gardens of Melora, and Caleb becoming a primary schooling instructor of all things. It's quiet, it's peaceful, a much needed break from the chaos of previous years. Until the universe sees fit to thrust them head first into their next adventure; parenthood. And what should be a joyous time after months of stress, uncertainty, and fear, starts to cause things from Fjord's past to resurface. -
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There were worse places to break down…
In the middle of nowhere, in a small town, Caleb Widogast - since the night four years ago he took his daughter and never looked back - stops running.
Featuring a retro diner, two curious tieflings, and three separate crying spells.
Series
- Part 1 of The Village
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Sexy Is As Sexy Does: A Critical Role College AU by EmeraldHook, LionAntlers12066
Fandoms: Critical Role (Web Series)
30 May 2024
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This story started off as a private RP between EmeraldHook and livingsoul12066, that then evolved into something we really wanted to share with the world! This RP has been going on for well over a year, and eventually involves pretty much every member of both adventuring parties (except for Tiberius), as well as several of our favorite NPCs, all as humans of varied ethnicity. This story takes place in Chicago, Illinois, at a purely-fictional, VERY LIBERAL university that does not frown upon student-teacher long-term relationships as long as it doesn't interfere with current classes and the like. So, come along with us on this wacky adventure in storytelling!
Note: We have been writing this story for over four years. We're going to be doing a revamp of the story to edit some things, so we're going to take down most of the story and re-post the chapters over the next while. Thanks for your understanding.
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Caleb comes to Mollymauk with a very specific, very private request.
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Archmage Caleb Widogast and Shadowhand Essek Thelyss Widogast have been happily married for five years, ever since the end of the War of Ash and Light. They are superbly matched in all ways, except for that of their sex drives. Hiring a live-in courtesan is, surely, the simplest solution.
Enter Vaolu Setiram, fulfilling the years of his indenture at a high-end whorehouse.
Series
- Part 1 of Vaoluverse
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Shadowhand Essek Thelyss, a closeted trans man, discovers the Xhorhaus, a bar/brothel that caters to the trans population of Rosohna. His life is changed by the support he finds there, specifically from one wizard and courtesan Caleb Widogast.
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“You accused me of treating this like a game. I am sorry if I’ve led you to believe that it is only a game—though I won't deny that part of it is.” Bren gives a disarming smile. “My life is either games or murder, after all.”
“Or mail fraud,” Thelyss says dryly, not even a little disarmed.
“The mail fraud is a sort of game as well.”
A sigh. “Is this your way of telling me that you intend to continue playing?”
Bren smiles again, sharper. “If you would let me.”(In which Bren Aldric Ermendrud decides to seduce the Shadowhand and finds that the best way to convince someone to be vulnerable with you is to be vulnerable in turn.)
Series
- Part 1 of aBiA
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The Mighty Nein formulate a plan to take down the Cerberus Assembly once and for all. The Cobalt Soul requires information before that can happen, and Caleb and Essek offer to infiltrate through an underground party, with Essek posing as Caleb's sex slave. For a while it seems the plan is working perfectly and then things take a turn for the worse and Essek is left to wonder if he really knows Caleb at all.
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How Leofric Scored His Son a Boyfriend (Sort of) by devil_seabird_king (ShaaKi)
Fandoms: Critical Role (Web Series)
02 Jun 2023
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Caleb huffed as his father's voicemail connected. He had been searching for him for the past twenty minutes when he missed their check-in time. His mother hadn't been worried and wandered off with Veth to search for Jester, but Caleb knew his father.
He was entirely expecting to find him tucked away with a group of people he'd just be-friended or staring out at the parade prep with his arms crossed.
What he wasn't prepared for was to find his father on the sidewalk with a young drow halfway curled up into his lap.
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Caleb’s blue eyes take on a faraway look. “It took me many years. To find what felt like home to me.”
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Mollymauk and Caleb have quite a lot in common. Some of those things include having a personal journey and relationship with gender — and some time after their adventures have concluded, they still revel in that commonality.
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Yes. He shall have some fun with his prize. It’s the least he can do with the gift given.
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Agreeing to Jester's request to get the Nein to go to the bathhouse in Roshana had been Caleb's first mistake. His second mistake was purchasing his own private room. His third and all subsequent mistakes began the moment Essek stepped into that private room.
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Caleb has something to say to Veth and Marion,something he had kept to himself for some time. Maybe he isn't really Veth's boy. Maybe she wants something else.
(Caleb realizes she's a trans woman and goes to get advice from the trans women on her life. Also, Essek is a good boyfriend.)
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Coming home from a mission, Bren doesn’t feel at home in his body. He needs his lovers to remind him where he belongs.
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A knock on the door of his office makes Essek pause and rub his temples. The pounding headache he’s suffered through all day throbs behind his eyes. Made worse by the sudden jumping in his stomach, since that knock can only be one person.
He straightens his hair, his posture. Clears his throat. “Come in.”Series
- Part 3 of I Will Possess Your Heart