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Summary
Dennis and Robby's paths cross at a barrel racing competition where Dennis is competing, it doesn't take long to realize they don't want to part ways
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“I know you grew up on a farm but you’re not really what I expected.”
“Oh yea! And what did you expect.” The young doctor said.
“I don’t know, I knew you were a farm boy, but I thought you were more runt of the litter I guess… sorry that’s mean, I don’t know more hang out with the animals, pet the cows, I guess. I didn’t expect you to be like a real cowboy, hat and all. I don’t know… sorry.” Robby could feel his face was turning red.
“No I get it, and I was… you know runt of the litter, at least till I got into barrel racing, I was better than my brothers, really the only thing I was better at, so after that they let me help out more, then I became more cowboy I guess, rather than farm boy.” Dennis said.
“So, what do you think of cowboys?” He said after a minute, looking at Robby with that fuckass grin again.He didn’t even hesitate.
“I really like them… Haven’t seen one that wasn’t hot as shit.” He said sipping his beer.
Series
- Part 1 of Everywhere, Everything
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“Whitaker, what are you playing at?”
“I’m not playing at anything.” He said innocently.
“Yes you fucking are.” Robby hissed, “And it is driving me insane.” He looked around for a second, checking if anyone was nearby before he charged at him again, “I am your attending. Do you want to fuck up your career before it even starts?”
“Only if we get caught.” He shrugged.Dennis Whitaker always liked a challenge.
The harder, the better.
Half of the fun was in the chase anyway, and he had chosen his next prey: Dr. Michael Robinavitch, Chief Attending Physician at the Pittsburgh Trauma Medical Center.
It was not a question of 'if' but of 'when'.
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Another Hucklerobby fanart because I just can't stop drawing them.
Spoiler alert: they smooch in this one
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His breath stopped and his eyes went wide when he saw none other than his first-year resident, Dennis Whitaker, writhing in the hospital bed, sweat at his brow, bare except his boxers and socks. His fist was furiously working at his cock, setting a punishing, measured rhythm. His other was knotted in the sheets. His eyes were squeezed shut, chin jutting up, the gorgeous line of his neck exposed. He parted his red-bitten lips and whimpered.
“Please Dr. Robby, I need – I need it. I need you.”
Dr. Robby realized he was rock hard.
Or
Dr. Robby catches Whitaker in a private moment. Things spiral out of Robby’s careful control.
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Dennis whimpered as he ground his cock into the fleshlight, senses filling with Robby’s scent as he pressed the tip of his nose into the sheets, almost sobbing at the wet slide of the silicone ridges on the length of his cock, making his hairy pits sweat and his lower stomach convulse as he got closer and closer to cumming, asshole spasming at the thought of Robby peeing- Robby’s urethra expanding to release that thick, steamy stream of piss, his fat clit perking up at the feeling of urgency. Robby losing control while taking a patient’s history, squirming in his seat, cupping his cunt with his hands, peeing in little splurts onto the crotch of his boxers-
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Robby almost wets himself. Dennis cums.
Series
- Part 1 of p is for...
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Reflect my enervated love back at me [Day 10: Mirror Sex] by Marin9995
Fandoms: The Pitt (TV)
11 Oct 2025
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Robby chuckles, "A quick nap was all you needed, huh? Are you sure you're up for this? I don't want you passing out mid-fuck. We can just go to sleep for today."
Whitaker leans up and kisses him, connecting their lips and licking messily into his mouth which Robby receives with the same energy. Whitaker's hand takes itself to Robby's beard, scratching and enjoying the prickling sensation on his fingers. The message was quite clear, he was ready.
Whitaker is the one to stop the kiss. "I'm a little drowsy, so you'll have to do all the work." He says before resuming the kiss, melting even further into it.
Ah, there it was.
Series
- Part 10 of Butchie/HuckleRobby kinktober
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Good boys deserve rewards, don't they? [Day 8: Wet dream] by Marin9995
Fandoms: The Pitt (TV)
08 Oct 2025
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"U-Uh, sorry. I mean, yeah. I'll, uh-, make sure to treat myself." He stammers, his jittery hands showing how nervous he is that he might be losing his job.
Robby snorts, "No, no. You're right, but I've been taking care of myself. Been really trying to get better at that, and I've found just the thing. So, what about you?"
"Me? I don't know, I really haven't found the time to relax." Dennis sheepishly admits to himself, the irony blatant considering he just made fun of Dr. Robby for the exact same thing. Arrogance will sometimes slap you in the face.
Robby smiles, uncrossing his arms as he takes a step forward, slapping his arm and leaving it there, "Let me phrase it another way, then. Do you think you deserve a reward?"
Series
- Part 8 of Butchie/HuckleRobby kinktober
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Summary
Robby attends college to be a football star. His family does not approve of this and effectively cuts him off. His roommate Dennis is there to watch the fallout. Their friend Shen jokingly suggests that Robby make gay porn in order to pay off his tuition, except, Robby actually considers it. Despite being straight, and a real lady killer.
And Dennis, he just can’t say no when Robby asks him for help.
What will this do to the friendship they’ve built for the last six months?
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A fun, sexy time with some lovey-dovey-ness sprinkled in.
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An exhausted Dr. Robby forgets to do laundry and ends up not wearing underwear to work. The result is... distracting, and Whitaker can't stop thinking about it.
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Robby works the night shift, and Dennis can't sleep without him. Texting ensues.
Series
- Part 7 of Tsovai's Hucklerobby Week
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Since that first shift in the ED, Dennis has become known as one of the few people who can handle a certain attending during those bad periods. So when that attending learns that a once favourite resident is returning a day earlier than planned it’s up to a certain intern to help keep things calm as the Pitt crew head into what could end up being one of the worst shifts of their life.
Series
- Part 1 of The Robby Whisperer
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Dr. Michael Robinavitch does not usually do this.
“You keep saying that." Whitaker wraps his deceptively strong arm around Robby's waist from behind and steadies his hand. "Breathe, it's just me."
Or, the one where Robby invites Whitaker home after the bar and finally stops thinking so hard. -
only you who has my body and heals it by tradelouisemark for electricchairvictim
Fandoms: The Pitt (TV)
04 Feb 2026
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Or, horny baby boy Dennis needs his Daddy’s help
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Robby really shouldn’t feel so much pleasure in that simple promise. It’s an underling trying to appease his boss at his own expense. Logically, he knows that if the hospital admin got wind of what just happened in here, he’d be fired faster than he could blink. He just has a hard time caring, because while he may try to seem like a fun guy, Robby knows better. The thing about him is that deep down, he’s a terrible prick. That’s why there’s this sick part of him that wants to see how far Dennis would go to please. It’s almost sad, in a way. How badly he just wants to be wanted, to be chosen. By any means necessary.
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The Tomgreg-ification of Hucklerobby -
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WIP.
Robby has been stressed at work, although Whitaker's shoulders are a great stress ball, he needs more. Robby invites Whitaker to his place, hoping to finally let someone else take charge for a bit. Whitaker is hesitant, but obedient.
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“Listen Whitaker,” Dana started, pushing herself off the counter to stand next to Abbott. “How do you feel about doin' us a favor?” she asked slowly. Whitaker raised an eyebrow, looking between Abbott and Dana suspiciously.
“What kind of favor?” he asked skeptically. Dana and Abbott exchanged a look before Abbott sighed deeply.
“We want you to... well, uh, help us do something about Robby's sabbatical," he explained. Whitaker looked uncomfortably at him and then to Dana to see if he was serious. When she had the same concerned look on her face, he laughed nervously.
“Me?" he answered awkwardly, flushing bright red. "I mean, that seems kind of… unprofessional?"
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Or, Dana and Abbott ask Dennis for a favor: to find out Robby's motives for his sabbatical. Life has other plans for him, though. An urgent trip home and a lack of money leaves him desperate for a way to travel. Somehow, him and Robby end up on a wild journey together— in Robby’s car.
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Ogilvie and Whitaker were just suppose to take a break/nap, and well that escalated just a little....
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Robby comes home after his sabbatical to find two naughty puppies that have run amok in his house aka a naked med student leashed up in the middle of his living room with the resident who's meant to be house-sitting on the other end.
Series
- Part 9 of The Pitt
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He heard a thump and looked down to see Ogilvie kneeling, looking up at him.
"Ogilvie? What are you...?" He started.
"Please Dr. Whitaker. Show me how to please you." Ogilvie said.
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Title from Wet Dream by Wet Lag
Series
- Part 5 of Fighttothelife's Trans Pitt Week