Work Text:
Every Friday, the second his shift ended, Robby walked out the door and headed home. He was a man on a mission. He had a routine, and it would not be disrupted.
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.
He had originally stumbled upon the camboy, who went by Isaiah, by accident one night while trying to find something to jerk off to. He had a few streamers that he tended to go towards, but a few weeks ago he was feeling bored, in need of something new. Scrolling through the homepage of the cam site he frequented, one thumbnail caught his eye—a young, lithe man lowering himself onto what Robby could only describe as a monster-sized dildo. He clicked the video and was instantly greeted with the breathy moans of the boy in question as he bounced up and down on the dildo. At first, Robby could only watch in awe as Isaiah moved, how his pussy swallowed the toy whole. But then, the boy reached up to play with his nipples, his moans getting louder, and Robby had to pull his cock out of his shorts before he made a mess of himself.
After the live stream ended, Robby investigated Isaiah’s account. The description read: ftm twink solo vids. live every friday night 10-11pm. custom vids available, dm for rates. He subscribed instantly.
Within the next few days, Robby burned through the catalog of videos on Isaiah’s page, each one more enticing than the last. By the time Friday came around again, he could think of nothing but getting home, logging into his account, and waiting to see his new favorite camboy live.
That morning, as he got ready for work, his phone pinged with a notification. As he opened it, he realized it was from br0kenb0w.
hey guys! don’t worry, stream is still on for tonight. i wanted to let you know ahead of time that this stream will be a bit different - i’m fundraising money for the victims and families impacted by the PittFest shooting that happened in Pittsburgh last month. i’ll also be doing a q&a! so come by at 10pm to see what my punishment (or should i say prize) is ;)
Robby’s eyes widened in shock. Who would’ve thought a camboy would use his platform to support victims of a mass shooting? Not that Robby opposed, not at all. The tragedy at PittFest had left scars on their community, scars that he could still see and feel himself. He wondered if Isaiah was also impacted by the tragedy, or if he had some connection to Pittsburgh that made him want to support the cause.
Either way, Robby was distracted all day thinking about what Isaiah had in store for the evening. By the time he got home, he was already half hard, and had to resist jacking off in the shower to release the tension he had carried with him all day. 10 pm couldn’t come soon enough.
Once the clock changed hours, Robby clicked on Isaiah’s profile and joined the several dozen other people in the waiting room. Even though the stream wasn’t live, the chat was still on, and people were flooding it with requests
pittgirl123: this is such a sweet idea!! i hope u meet ur goal :3
bussyenjoyer33: lemme see that bussy
richard0202: fuck baby i’m already hard
anal_extraordinaire: anal tonight king?
Robby watched the comments scroll by. He didn’t typically engage in these sorts of things. At best, the streamer might acknowledge him. At worst, it was public humiliation.
At 10:02, the camera switched on. Isaiah sat in a black office chair wearing a loose blue t-shirt. His face was mostly cut off, with a plain black face mask covering the bottom half.
“Hi everyone,” Isaiah started. Robby could hear the smile in his voice. “Glad you could all make it tonight. This is a much better turnout than usual!”
A flurry of comments came in. take that shirt of baby wanna see ur tits. of course we’re here we’re all single losers that jerk off to twinks online. when can we start donating?
That last question caught Isaiah’s eye. “Great question, Tommy! As you saw from my post this morning, I will be raising money to help support the victims and families impacted by the tragedy at PittFest. All money raised during this stream will go directly to their GoFundMe, and yes, I will post my receipt as proof. In a moment, I'll turn on the donations button.”
Isaiah shifted in his seat, and it was clear there was something just below the screen that he hadn’t yet revealed. Another question caught his eye. “I don’t want to give too much away, but what happened at PittFest really impacted me. And I don’t make a ton of money at my regular job, so I figured I could try this out and see how much I can raise.”
More comments—some applauding his generosity, others telling him to shut up and get on with it. Isaiah giggled behind his mask.
“So, how this will work is that for every $100 that is donated, I will turn up the notch on my vibrator. There are ten settings in total, so that’s $1000 we’re looking to raise. If we go beyond that, great!”
Isaiah stood to reveal the lower half of his body. He was naked from the waist down, with a vibrator strapped to his thigh. Robby let his eyes wander over the bulge of Isaiah’s thigh over the strap, his cock already hardening.
The other viewers felt similarly. “I also said this would be a Q&A. But there’s a catch—in order to get an answer to your question, you must donate at least $5. At the end of the stream, the person who has donated the most will get a free private video.”
Robby raised his eyebrows. That was a real treat—he’d admit he had considered commissioning a video from Isaiah before, but could never quite justify the cost. Clearly, the idea titillated everyone in the chat.
bussyenjoyer33: holy shit take my money now please
Isaiah laughed. He settled back in the chair, angling the camera down so it focused more on his torso and lower body. “Okay, turning the donation button on…now!”
The money started rolling in immediately. $10, $20, $50. Before Isaiah could even speak, the counter hit $132.
“Shit, that was fast,” he mumbled. He reached down and switched the vibrator on to the lowest setting, a pleased hum emanating from his chest. “Alright, let’s look at these questions. Teddy asks, what do you do for work?” Isaiah laughed. “I don’t want to reveal too much about myself. You never know who’s watching, y'know? But my job is in healthcare, and it’s very stressful. So this is a nice way to make some extra money and let off some steam.”
Robby's face flushed a bit at this new information. He had something in common with Isaiah. He reached down and released his aching cock from his pants as Isaiah continued.
“Next one…do you have a partner? Nope! Sure wish I did, though.”
Robby closed his eyes. He knew it was unhealthy to fantasize about dating this stranger that he didn’t know a thing about (except for the fact they worked in the same field), but he couldn’t help himself. He stroked his cock, imagining it was Isaiah’s hand instead.
“Wow, already over $200. You guys are eager,” Isaiah teased, turning up his vibrator. He shifted in his seat, slightly rutting against the head of the toy. “Fuck, that feels nice. Not sure how long I'll be able to stay coherent, guys, but I'll try my best.”
I want you to be panting and blushing and squirting everywhere, cumming so hard you can’t even think Robby wanted to type. He didn’t.
“Next we have…what’s your type! Well, I'm into guys, but more specifically…I guess I'm into older guys. Guys bigger than me that look like they could throw me around.”
Isaiah let out a breathy moan at the end; it was clear the vibrator was already starting to affect him.
That made Robby bite back a groan. Shit, he was probably old enough to be this kids dad, and definitely weighed at least twice as much. He could probably wrap his hands all the way around his waist. He squeezed his cock; he couldn’t come too fast. Isaiah still had eight settings left on his vibrator.
The donation counter suddenly shot up from $250 to $500. “Oh, wow,” Isaiah whispered. “Thank you, Rex! You’re currently the top donor. And now I have to jump up a few settings…”
He clicked the toy a few times, the sound of the vibrations becoming louder and louder. His thighs began to shake. “Oh fuck,” he sighed. His voice was unstable. “I was hoping I wouldn’t come before we finished, but I don't know if I can take this.”
The chat flooded with people begging him to come. Isaiah laughed. “Let's see how long I can hold out. in the meantime…Rex asked if I’m a bottom. Actually, I'm a switch—people usually ask me to bottom, but I love topping. I have a harness and strap ons and everything. And hey, topping from the bottom is a thing too.”
Robby pictured Isaiah riding him. He would tie Robby’s hands behind his back so he couldn’t touch, couldn’t control his speed, and he would call Robby a pretty boy, tell him how good his cock felt inside him…or, fuck, Isaiah fucking him, driving a strap into his prostate over and over until he cried.
A steady dribble of precum was leaking from his tip now. Robby bit his lip so hard he could taste blood.
When he opened his eyes, the donation counter had gone from $567 to $867. Shit. It was becoming a bidding war, and Robby hadn’t even donated a single dollar yet.
“Wow, you guys are really interested in a private video. Y'know, they’re always available if you DM me…”
He trailed off as he turned up the toy again. A small pool of slick had formed on the chair beneath him, and Robby would’ve done anything to lick it clean. Isaiah moaned at the increased speed, his chest rising and falling unevenly.
“Shit, I’m gonna—fuck, fuck—”
Isaiah’s gasps and swears echoed off the walls of Robby’s room as he climaxed, hips rutting desperately against the vibrator. He whined at the continued stimulation, clearly feeling overwhelmed but unable to escape the constant buzz.
“Fuck…o-okay, only a little more to go, right guys? L-let’s see what other questions…is Isaiah your real name? N-no, of course not, I couldn't risk using my real name here!” He sounded amused, but the breathy gasps and stutters betrayed his true state.
The counter ticked up past $900. Isaiah muttered a curse under his breath. “Almost there,” he said, more to himself than to the stream. A trembling hand increased the speed, and his whole body tensed at the heightened sensation.
“Okay, I'll only be able to answer a few more questions, so make them good,” Isaiah managed to get out. He was silent for a moment save for the stifled moans and whines that fell from his lips.
“O-okay…this one says, what’s your dream partner look like? Like I said earlier, I’m into older guys…and, fuck, I have this one coworker, he’s old enough to be my dad but that just makes it hotter, and he’s so fucking hot and he’s always touching me—like, touching my shoulder, and God, the willpower I have to exercise to not jump him then and there. I don't even know if he likes guys,” he laughed, and it mixed with a moan. Robby could practically see his cunt throbbing with arousal.
Isaiah’s story made Robby’s thoughts drift to his own infatuation—he hesitated calling it a crush, as the word sounded too…middle school. But one of his new student doctors, Whitaker, had certainly caught his eye. The younger man was attractive, hard working, and sweet, and something about him sparked a flame of just in Robby. In fact, Whitaker was of similar stature and build as Isaiah. Seemed like he had a type, too.
It only took a few more minutes before the counter hit $1000.
“Wow, fuck, thanks guys. Well, before I get all sappy, I should finish this…”
The vibrator was switched to its highest setting, and Robby watched with rapt attention as Isaiah squirmed and moaned, his whole body trembling and tensing as he reached his second climax. The puddle beneath him grew larger, and his hips lifted from the chair, desperately humping the air.
The sight and sound was enough to push Robby over the edge too, biting back a moan as he spilled over his fist. As he came down from his high, he watched the donation counter continue to tick up, a flood of comments praising Isaiah and begging for more.
“Wow, that was…that was intense,” Isaiah panted. He turned off the vibrator and, much to the disappointment of the chat, stood to clean himself and the chair out of frame. When he returned, he settled back into the chair and checked the chat.
“I’ll stay for a few more minutes, in case anyone else wants to donate. Really, thank you so, so much for your generosity—I'll post my donation receipt as soon as I get off stream. And…” Isaiah trailed off, leaning closer to the screen. “Right now it looks like Alex is the top donor with $300…not saying anyone should try to beat him out, but…”
Fuck it. With his mind fuzzy from his orgasm, Robby typed in his card information and hit submit. He watched as the counter jumped from $1146 to $3146.
“Holy shit,” Isaiah whispered. He was completely silent for almost a minute as the chat exploded.
“Who was that? Magicmike71…Mike, you are our grand winner tonight. Wow. I don't think there’s any topping that.”
Robby blushed at Isaiah saying his screen name out loud. It was absolutely ridiculous, but it made him feel warm inside.
“Okay, I have to run, but again, thank you so much. I may do more of these fundraiser slash Q&As in the future, so keep a look out! As always, new video is out Tuesday, and I’ll be streaming again next Friday. Bye bye!”
The screen went dark, and the view count slowly trickled down. Robby closed out of the stream and took a deep breath. Well, that was $2000 gone. Not that he was penny pinching, but still. At least it was going to a good cause.
He washed his hands and face and changed his underwear before slipping back into bed. He opened his laptop to see two notifications—one was a post, the other a message.
Post from br0kenb0w: as promised, here is proof of my donation! again, thank you all for your generosity. have a great night! [image attached]
Message from br0kenb0w: hello!
Robby’s pulse quickened as he opened the message. He could see three little dots at the bottom of the screen, indicating Isaiah was still typing. He bit his lip and waited for the message to come through.
br0kenb0w: first, thank you again for your donation, like fuck, i can’t even put into words how much it means to me
Robby took a deep breath before responding.
magicmike71: It’s no problem. PittFest impacted me, too. I think the fundraiser was a great idea.
br0kenb0w: i’m so sorry, i hope you’re doing okay
magicmike71: I’m getting by, day by day.
br0kenb0w: me too :(
br0kenb0w: on a lighter note, because you were the top donor, you get a free private video! please let me know what you would like—what toys i should use, how i should be dressed, what i should say, etc. nothing off limits :)
Robby closed his eyes and thought. He had a million things he wanted to ask for. He ran through them all and settled on something that was tame enough to not make Isaiah think he was a pervert, but that still would check all of his boxes and make him cum.
magicmike71: Riding a dildo (your choice which) but in a way where it’s clear you’re still topping. I hope that makes sense. I'm a switch but tend to bottom, if that helps.
He hit send and bit his lip. His heart raced as he watched Isaiah type out his response.
br0kenb0w: ohhh yes i would absolutely love to do that. do you want me to talk at all? like talk to you as if im riding you?
Robby groaned, blood rushing to his cock and hardening it once more.
magicmike71: That would be amazing, if possible.
br0kenb0w: i’d do anything for you mike
magicmike71: Michael, please. Not that you need to say my name in the video, but in case you do.
br0kenb0w: okay michael ;) i should have that done for you by sunday. i’ll let you know if anything changes. have a good weekend <3
Robby set his phone down. Sunday felt like years away.
———
“Someone's happy today.”
Robby ignored Langdon's comment as he stuffed his bag in his locker.
“What happened? You get laid this weekend?”
“Nope,” Robby responded, popping the P.
Honestly, the video he got was better than getting laid.
It appeared in his direct messages at 8:45pm on Sunday. Robby was about to head to bed when he got the notification, and he nearly dropped his phone running to his bedroom.
The video opened with Isaiah sitting on a bed, in shorts and a t-shirt, with a dildo sitting next to him.
“Hey, Michael," he started. “I, ah, prepared a little off screen. I hope that’s okay.”
He stood and pulled off his shorts. When he settled back on the bed, he spread his legs, revealing a pink, wet mess. He brought a hand down to stroke at his clit, sighing with pleasure.
“Fuck, been thinking about you all weekend, thinking about your big cock…” he slipped two fingers into his cunt, the camera picking up the wet sounds even from a few feet away. “Can't wait to ride you, baby.”
After a few moments, Isaiah shifted into his knees, bringing the toy beneath him. He lowered himself slowly, methodically, so Robby could watch each inch as it sunk into his wet heat. Once he settled against the base, he let out a throaty moan.
“Fuck, I can feel you here,” he gasped, pressing down on his lower abdomen. He lifted himself up, drawing the dildo almost completely out of his cunt, before dropping back down, punching a moan out of his lungs.
“God baby, you feel so good, filling me up perfectly—” the bed shook and creaked beneath him in time with his bounces. “Such a good boy for me, laying there and just taking it, fuck—”
He brought a hand down to rub his clit, his bounces becoming unsteady. “Gonna come all over your cock, baby—and you’re gonna, fuck, fill me up, yeah, inside—!”
Robby came simultaneously with Isaiah, ropes of cum shooting out of his cock and landing on his chest. He hasn’t cum that hard in years. His ears rang and vision went fuzzy. As he came back to his senses, he turned his attention back to the video.
Isaiah lifted himself on shaky legs off the toy and spread himself for the camera once again. Robby groaned at the sight of slick dripping out of his wet cunt into the bedsheets. What he wouldn’t give for a taste.
“You did so good for me, Michael," Isaiah whispered. “Thank you. I'd like to do this again sometime.”
And, to Robby’s surprise, he turned the camera up to capture his face—still wearing a black mask, but now revealing his eyes, a beautiful sea green.
Isaiah winked and the screen went black.
Robby watched the video twice more before finally passing out. He got the best sleep of his life. Hence, his cheeriness.
“Well,” Langdon continued, “You and Whitaker missed a fun night out on Friday."
Robby frowned. “Whitaker didn’t go?”
Langdon shook his head. “Nope. Just like you, he never does. Says he has other plans.”
Robby shrugged. “Can’t fault him for not wanting to spend his free time around you people.”
He walked away to the sound of Langdon's indignant protests.
Turning the corner he almost ran into Whitaker himself, who seemed to be in a rush. “Woah, there,” Robby said, instinctively placing his hands on the younger man’s shoulders. “Careful. I don't want you to end up as one of my patients.”
“Sorry,” Whitaker murmured.
“You have a good weekend?”
Whitaker blushed. “Uh, yeah. Got lots of…rest.”
Robby smiled. “Good. Glad to hear it. There's a patient in room seven I'd like you to take a look at.”
Whitaker nodded and headed off. It wasn't until sometime later that Robby saw him again, but something about him made Robby stop dead in his tracks.
Whitaker looked strangely familiar. Well, duh, Robby had been working with him for a little over a month. But there was something about him now—wearing a black face mask, his eyes turned down to read a patients chart—
Robby could’ve sworn he was having a heart attack. No. There was no way.
"How's it going?” he said, praying he didn’t look like he had just seen a ghost. Whitaker looked up.
“Going well. Just called the patient's family to let them know she is stable now. Hope that’s okay.”
Hope that’s okay. He had heard that voice say those words before. In a video. A video he had watched several times.
“Dr. Robby? Are you o—”
“Yep! Yep, I just need, ah, some air!” Robby spun on his heel and all but ran out of the ED.
br0kenb0w, Isaiah, his wet dream personified, the person who moaned his name and acted as if he were riding his cock, who told Robby–Michael–that he was a good boy—was his student doctor, Dennis Whitaker.
Fuck.