DemiDeviBros Milking+CBT the Guilmon (Patreon)

Wow, I ended up really going overboard with the story on this one I think XD

But it was fun to do honestly, and I like attaching long stories to these things, even if nobody really reads them haha

Regardless, this one is definitely a little harsher on the kink scale so might not jibe with everyone but I do hope you guys like it :3

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The air was humid, and heavy. Guilmon's breathing was deep and labored, blearily opening his eyes only revealed a dark blur. Something already felt off. He was standing, arms suspended in place by ropes pulling him in either direction. Tried as he might he couldn't pull away. He could feel his groin was resting on...something. It didn't matter what, he supposed, only that he was extremely turned on by something, almost painfully erect. Almost a minute passes and his head begins to clear. He can see more clearly now, finally noticing the tray his balls and erection was placed on.

Guilmon could barely wonder where he was when quiet snickering came from across the room. "Look look! He's finally awake!" Came a playful voice. Two Demidevimon crept from the shadows, floating with impish looks on their faces. "About time." One of them sneered. "I'm getting quite...thirsty".

Mustering as intimidating a roar as best he could, Guilmon lashed in his restraints as his mind raced over how he got here. His last memories were a blur. He remembered hunting out in the woods. A sharp pain stabbed through Guilmons head, causing him to try and release a fire breath in rage. But nothing happens. "Sorry big boy" one of the Demidevimon giggled, his face insultingly jovial. "I hit you with one of my specialty DemiDarts. You're gonna be groggy and weak for a good long while!" Then the other one spoke. "C'mon, let's hook him up already and get this started!"

Nodding excitedly, the jovial Demidevimon went and grabbed what looked to be glass tubes attached with long rubber hoses. Guilmon followed the hoses which seemed to lead back to a large and odd looking contraption. When the little imp approached Guilmon with the glass tubes, he lashed out, jaws gnashing. "Let. Me. GO!!" The imp with the glass tubes retracted in surprise, but then the room echoes with a loud smack.

*WHAP*

Immediately, the Guilmon howls in surprise, rage, and most definitely pain. He looks down towards his hefty groin. The other Demidevimon was holding a leather crop. "Nuh uh, none of that." He says curtly, waving the crop in Guilmon's direction. "We're just here to...'harvest' you. Nothing bad, as a matter of fact, you'll feel really good in the end I'm sure." The little devil's demeaning smirk only serves to make Guilmon angrier. He growls menacingly. "Let me go or I will grind BOTH of you into SMOKING ASH!!"

*WHAP*

This time harder, causing Guilmon to almost scream. The crop wielding Demidevimon simply says "Behave." The condescension is unbearable, almost like he was talking down to a pet. When the imp with the glass tubes approached once more, Guilmon growled, but silently acquiesced when the other imp readied his crop once more. The glass tubes fit over his nipples neatly, and as soon as they were attached, the tube began to suck in forcefully. 

The robotic nursing of both tubes served to churn something inside Guilmon. And he could feel it. Not just how good it felt to have his nipples tugged on, but also the glowing warmth that suffused his chest. Guilmon's breathing slowly becomes more erratic, but try as he might, he can't hold it back. Soon, milk begins to leak from the tips of his teats. 

It started as a trickle, collecting inside the glass tube before being whisked away inside the semi transparent hoses, leading back to the strange machine that was evidently collecting his milk. And considering how large the container was, Guilmon began to curse silently as he understood he was going to be doing this for a very long while. 

Suddenly two sharp pinching sensations caused Guilmon to gasp raggedly, as he looked down to find the crop wielding Demidevimon had gone and attached...something to his nut sack. "Wh-what are you--?!" 

"Relaaaax" He says, waving his hand dismissively. "This only helps make things better, I promise."

"Yeah!" Cried the twin, floating right behind Guilmon. "Here, let me help you!" Soft, thin fingers begin rubbing themselves into Guilmon's shoulders. While it was a plain excuse to simply grope the giant digimon's muscular body, Demidevimon's fingers dug firmly into his skin to massage the tension out. And maybe it was working? Guilmon's testes felt like they were churning, and everything was starting to feel good. Too good. Like his crotch was busy pleasing itself despite no one touching it. Guilmon's breath deepens as body unwillingly seems to rise toward orgasm. His chest feels hotter as more creamy liquid begins to fill the tubes and feed into the milking machine. 

Minutes pass by, and despite his efforts Guilmon slowly begins to succumb to the pleasurable sensations. But he's still cognizant enough to realize that something feels off. Maybe his vision was impaired again but his crotch seemed to be getting...bigger? It seemed strange, but after a couple of more minutes it was no longer a question. It FELT bigger. And his testes in particular seemed to balloon in front of his eyes. As his ball sack slowly grew, so did his desire for release. His cock began to expand and snake forward, slowly tilting downward from its own weight.

Milk is flowing through his nipples by this point, Guilmon's body visibly shaking as the pleasure in his chest and crotch assail his body and mind. He pulls as hard as he can on the restraints but his arms can't budge. "P...please" Guilmon finally blurts out. "I need...I need to cum...please!" But both demidevimon simply giggled at him and continued to tease his increasingly sensitive body.

Eventually Guilmon's cock stops growing, but his ball sack grows to impractical levels, taking up most of the tray it rest on and threatened to spill over. He audibly whines, begging as pre spills out of his cock with yet anyone having yet touched his cock since it started growing. 

But the machine hadn't finished milking him yet. And a malicious grin begins to form over the crop holding Demidevimon. "You know, it'd be problematic if you came right now. Let me help you with that." 

*WHAP* *WHAP* *WHAP*

Guilmon begins to howl helplessly, as Demidevimon uses the crop to smack Guilmon's crotch repeatedly. Just over the rod at first, but then he moves slowly downward as he begins to take pleasure in tenderizing Guilmon's testes as well. Strike after strike, each one controlled, yet relentless. Despite all this, Guilmon's erection never goes away. It's arguable his pre started leaking out faster and more profusely. The intense pain mixed with the powerful pleasure, and Guilmon's cries only become higher pitched and more ragged as the minutes dragged on.

Finally the Demidevimon stops and admires his handiwork. Guilmon's testes and cock, almost as large as the Demidevimon himself at this point, were swollen and red all over. The leaking pre caused his whole crotch to be quite sticky, and Guilmon himself whimpers between gasps for air. grateful for the reprieve. He glances back towards the machine. The container is almost full. He sighs audibly thinking that his ordeal is nearly over.

Two sets of claws roughly grab hold of his engorged cock and swollen testes. Both brothers were looking up at Guilmon, unsympathetic gazes meeting his. "Oh don't get too comfy over there." One of them chides. "Yeah! We're mostly done milking your pecs, but we've still got to pump THIS thing dry!"

Guilmon's eyes widen through the exhaustion as he is finally realizing just how thoroughly his body was going to be pushed to its limits.