1 - 20 of 35 Works in Trans Dennis Whitaker
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Sleep isn’t exactly restful for Dennis these days. Twelve-hour shifts blur into dreams that feel too real, too warm, and far too complicated. Whitaker knew the ED could get under his skin. He just didn’t expect the same to happen in his sleep.
Series
- Part 2 of Pitt Kinktober 2025
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There was something odd with Whitaker, nothing that interfered with his work or his relationship with others. But it was noticeable, if you knew where to look, when to look.
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Good Boys Listen to Their Papas by Omega-rick-grimes (scarletnightfire)
Fandoms: The Pitt (TV)
07 Oct 2025
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(you ever worried your boss so much that he makes you cum on his hand about it?)
Dennis has a terrible, horrible, no good, very bad shift and sobs into his boss's chest about it and accidentally calls him papa so Jack decides the absolute best way to deal with this is to jack the kid off in the locker room.Series
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Dennis Whitaker was never a very wise boy, and Michael Robinavitch was not a very good man. He was going to make a mistake tonight, he knew as much the moment he stepped foot on the roof. He did not, however, prepare for the words that left his mouth.
“Come home with me.”
or...
Whitaker and Robby have a rather unhealthy casual relationship, and Robby knows Whitaker is too good for it.
[titular track is ghost in the machine by sza ft. phoebe bridgers]
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"As he sunk the kitchen knife deeper into her stomach, right where that thing would have been safely tucked away, Dennis grinned and savored the sounds of the blood squelching between his fingers. If only he hadn't have found out her secret. If only his love for Robby hadn't have blossomed into something so sick and twisted, but as he listened to her beg and plea for him to stop... well he just didn't care."
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“How many fingers?” he asks.
“Three,” Dennis replies immediately, breathless.
“And how many times?”
“Only once, Daddy,” Dennis answers, shivering. -
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season 1 of the pitt but dennis whitaker is a pervert. It is in my deepest desires to make him guilty and anxious. veryyyy self indulgent i want to put him in situations where he will cry. if enough people like this fic ill do another one from robbys pov. but its not /really/ whitaker pov bc its written in 3rd person? leave me alone i didnt write this (yes i did ok sory)
i am also open to requests because if you believe in a ship with enough passion i will eat the passion and we can have that passion together.
dennis whitaker transgender af and terms used for his genitalia will probably be like dick + cunt. Idk. people include this. in summarys.? he gets a bit freakay in this. smiles at u laughs twirls my hair runs into the dark never to be seen again. he is slightly OOC everyone is generally the same but in my heart of hearts i know that he is not a pervert Canonically really idk ok but like you get it you Know. Yeah!
my twt is @biscuitgrain i just made it like rn Ok please follow me i really really really like the pitt and i want. friends. yay
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“We’re not going to use a condom,” he reiterates, hand pressed gently around the hollow of Robby’s throat. Robby swallows, Adam’s apple bobbing against Dennis’ warm palm - Dennis tuts, other hand soothing down Robby’s sweat-slick flank like he’s a feral animal. “You’re going to come inside of me,” Dennis continues lowly, fingers stroking over Robby’s ribs. First, second, skipping over the third and fourth, digging a little into the fifth. “And when you have, I’m going to keep sitting on your pretty cock until you’re ready to come inside of me again.”
“Fuck,” Robby grunts, teeth clenching in desperate arousal as Dennis’ long fingers brush over his nipple. He’s not even really that sensitive, but Dennis’ hands make him shiver; he’s lava hot and ice cold, all at the same time.
“That’s the idea, baby,” Dennis smiles.
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i.e. dennis absolutely destroys an old man with his vagina
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Three months full of twelve hour shifts in the Pittsburgh Trauma Medical Center Emergency Department has made for a lot of opportunities for Dennis Whitaker to find his attending’s hands casually on his body.
Three months have gone by, and Robby is finally making a move.
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Dennis can’t help but touch himself whenever he thinks of Robby. It doesn’t help Robby touches him in every opportunity he gets.
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Dennis evaluates him for a moment. As he studies, taking in the small twitches of his muscles, the fidget in his chair, the dilation of his eyes in his red face, Robby squirms again, though he doesn’t speak, just waiting still. He’s so different here than in the Pitt, and yet, he’s exactly the same.
“You want to know what I think?” Dennis asks. Robby doesn’t even hesitate; he just nods. “I think I could bend you over this table right now, and it wouldn’t do half as much for you as me describing to you exactly what I’d do when I bent you over this table.”
The color on Robby’s face is getting dark, hectic. His chest heaves with deeper, faster breaths, his eyes surprised and blown dark and fixed right on Dennis.
“Isn’t that right?” Dennis asks. “Michael?”
for day five of the pitt kinktober: dirty talk.
Series
- Part 3 of the pitt kinktober 2025
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It started with an innocent question.
“What do you think about Jack?”
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“Fuck me,” He bit out and leaned his head back, trying to continue to be relaxed and finding it nearly impossible to do.
“That was my plan, yeah.” Dennis chuckled a little, “You want that baby? Or would that be too much for you?”
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The Pitt Kinktober day 4- Morning sex -
Dennis Whitaker versus the American Healthcare System by Anonymous
Fandoms: The Pitt (TV)
04 Oct 2025
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Dennis tries to negotiate with his insurance company. Meanwhile, Robby fantasizes inappropriately about his 26 year old resident's vagina.
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Dennis Whitaker is having a bad date; thankfully, his boss, Michael 'Robby' Robinavitch, is at the bar and can help him out.
T4T Hucklerobby!
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whitaker has guilt around desire bcoz of religion and his mentor being more than double his age. robby has guilt around fucking his mentee who's less than half his age bcoz of Duh and maybe a little religion. they both get hornyyyyyyy about it.
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whitaker is vaguely baptist. robby is secular jewish from a conservative (name of religious movement, not political) background
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whitaker is trans and words around his anatomy are: cock, dick, cunt. author is trans & jewish
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takes place during xmas but it only gets celebrated (read: ignored) jewishly. i also wrote most of this on yom kippur. -
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After an incident at a gala, Whitsker goes to Robby for a stress reliever.
Series
- Part 1 of Nobodis Kinktober 2025
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Dennis was covered in blood, and Robby could not focus.
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The day shift would often go out for food or drinks on Friday nights. Each week, they invited Robby, and each week, he politely declined, saying he would see them at work next week.
“You think I want to spend more time with you guys?” he joked. Santos rolled her eyes.
“You gotta let loose sometime, old man, or else you’ll explode.”
What they didn’t know was that Robby was letting loose. Just in the privacy of his bedroom.
Robby took a long, warm shower, made himself a quick dinner, and then settled into bed with his fully charged laptop. He checked the time—9:45 pm. 15 minutes until br0kenb0w went live.
Series
- Part 1 of camboy dennis au
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Michael "Robby" Robinavitch seeks comfort in watching a boy wreck himself on camera.