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Kendrick, the Transguy
Olivier, the pshyco
~*~*~*~*~*~*~*~
Kendrick wakes up bleary, his vision a hazy mess of colors.
The first thing he sees are his feet levitating several inches off the ground, and all at once the soreness in the entire length of his arms made itself known. Lifting his head was like a herculean task amidst all the cotton where his brain should be, but once he managed, he finally discovered his predicament.
His wrists were tightly bound together with padded but tight handcuffs, which were connected to a chain wrapped around a ceiling beam. His arms strained instinctively against them, and all the reward was added pain that left him giving up his struggle before it had begun.
Realizing physical struggle is fruitless, he resolves to at least check his surroundings. From what he could make out in the dimly lit room–he is in some kind of basement, complete with brick laid walls, shelves with indistinguishable items he couldn't make out without his glasses, and off white textured floor. Drab and dark, in all the worst ways.
It isn't until several more seconds that the haze in his mind faded enough for the panic to sink in, as he comes to notice he is nude as the day he was born.
In hindsight, he should've panicked the moment he saw his hands were bound over head, but he'd always had the hardest time waking up even on a good day.
He tries to search his mind for the last thing he did to end up here. He remembers it being a Friday, and having a late night lecture at his college. His college is rather large, and while it was bustling with students milling around in the day, it was absolutely barren at night. There were only a sparse number of idiots like him, who took a night class and subjected themselves to walking through the dark, empty park near some dense woodlands behind the school to get to the dorms.
The last thing he remembers is looking down at his wristwatch, which read 9:32pm, before a hand went over his face and then... nothing.
It all went to black and the next thing he knew, he was here.
Kendrick didn't have much time to go into full hyperventilation before the door he missed in the dimness started creaking open. A strip of light stretching across the barren floor until he could make out the silhouette of another man.
Breath catching in his throat, he stares like a deer caught in headlights. The man walks slowly and with a swagger that didn't fit anyone surprised to see a naked, chained person in a basement. The scene before him suddenly felt all the more like a horror film reel, starring two lead roles.
Considering which of them was tied up and which is walking freely and victoriously, it isn’t hard to realize who plays the victim and the aggressor. There is only one natural conclusion: that this man is the reason he's here.
Kendrick feels like his veins were injected with ice once the man’s visage was revealed to him, alit beneath the dim lights.
He knows it. He knows this man.
Well, not exactly. He knows very little about him aside from his name: Olivier.
They never shared any classes, he doesn’t know what courses the other man took. Hell, he's not even sure if he's a student of the same college.
All he's ever heard of Olivier were talks about him at parties and outings, apparently rich enough to treat a group to some drinks, but not so much to be one of those snobby rich kids. He’s just "one of the boys." So despite any weird acts he pulls, he manages to charm his way out of any reprimand.
Kendrick chews at the inside of his mouth. So, could this be just… some sort of senior prank? Of course word of mouth could be way off and Olivier is actually a giant asshole that'd go hazing around any nerdy student that didn't have many friends. That’s a good way to think about it… especially when the alternatives sound too horrifying to even consider, so he keeps them away and believes that explanation. Kendrick has so much to say, feeling the questions and demands bubbling at his throat. But he doesn't want to give the son of a bitch any sense of victory by watching him squirm.
However, nothing could've stopped the goosebumps that dots his skin when Olivier reached out, his fingers resting on the middle of his relatively flat chest.
He's always been on the thin side, fat never seeming to stick to his bones no matter how much he eats himself into a food coma during holidays at his parents’ house. He could get away with baggy clothes on the days he didn't feel like wearing a binder, since a poor college student living off a scholarship has no hope of paying for top surgery just yet.
He grits his teeth, venom at the tip of his tongue to not fucking touch him. But then his heart drops as Olivier moves to pinch one of his nipples, a gasp tearing from his throat as his kidnapper twisted it.
"What a pretty shade." The first words were finally said.
Olivier rolls the slowly pebbling nub between his fingers, twisting so painfully that Kendrick couldn't help himself from yelping. Then the taller man spreads his fingers apart, lightly pulling at his areola as if to expose his inverted nipple.
"And this is…" Olivier trails off, lightly dragging his hand down Kendrick's flat chest again, over his rib cage and fingertips trailing past his belly button, until he brushes against Kendrick's hairless groin.
Kendrick's breath hitches, his head feeling a bit woozy as if the room wasn't already spinning since he woke up. His eyes roll shut as his legs trembled, the contact of another person's skin on his own--while he unknowingly developed a chill--sends electric shocks down his spine.
Kendrick was expecting the worst, there could be very little scenarios where this could go, none of them ending well for him. Naked and bound, he could try to beg for the other to let him go.
But he's never been great at swallowing his pride.
He feels the large hand dip even lower onto his crotch, fingertips almost brushing his clit. But to his utter shock Olivier retracted his hand, and before he could catch what he was doing, the blonde had already walked behind him and he could hear some things clattering on shelves.
When Olivier returns, he’s holding up a flesh-colored double ended dildo with what looks like a ball in the middle. The blond then roughly holds one of his knees, pulling it up to expose him. And for the first time, Kendrick finally struggles.
"L-Let me go already!" Kendrick's voice squeaks, fighting to keep his legs closed, "If you let me go right now, I won't tell a soul!"
"Hah!" Olivier let out a guffaw, as if Kendrick just told him a particularly hilarious joke, before looking at him with the gleeful grin of a predator toying with its prey.
With impressive strength, he forcefully pulls Kendrick's leg up, his whole upper leg pressing against his torso to the point of hurting his joints.
But that ache was the least of his worries when Olivier started rubbing one tip of the dildo against his slit, as if he was giving him some mock mercy by trying to get him wet first.
Either Olivier realized that wasn't going to happen, or got impatient and bored of it because the next thing Kendrick feels is a hard, blunt head painfully pressing against his folds.
Panic overcame him, leaving his heart slamming against his ribcage from his fright. He hasn’t had anything inside there--or anywhere for that matter. And it wasn’t until now that he could feel it against him that he realizes how large the dildo is.
It looks like it was about as thick as his wrist, and the bump in the middle almost the size of his fist. He instinctively tries to fight off the intrusion, tightening against the dildo, even as it was being forced into him. He can see the ripples on Olivier's arm muscles as one shove had the plastic cock stabbing into him.
Kendrick's vision goes black for a second, the pain burning over his nerve endings so excruciating that he couldn't help but scream out.
Pain fried all over his body, leaving him feeling like he was being split in half. Apparently his body began thrashing on its own, and he only realizes it when he feels the painful grip Olivier has on him to keep him still.
"Please!" He almost chokes on his own spit, feeling his front hole stretched to the point of searing pain around the dildo, " Please stop!"
Unsurprisingly, his cries were ignored. Grunting as he felt the dildo being pulled back until only the bulbous head was left, the tightness of his previously virgin hole clinging to the silicone makes him feel like his entire innards were being pulled out as well.
Kendrick dares to look down at what the psycho was doing to him, horrified that he apparently only took a bit of the dildo, and all motions imply that Olivier intended to have him take more. The rush of fear and agony beginning to overtake him, he tries to get his breathing under control as he feels his insides start to be violently invaded. It was a pain he's never felt before in his life, not even when he first started binding his chest and accidentally doing it too tightly.
Then without any sort of warning, the dildo is forced to push further in, tearing a low whine from his throat. Olivier repeated this brutal pace, each time punching a pained moan from Kendrick's throat, and each time sinking the fake cock little by little.
Eventually, he feels the blunt tip hit something even deeper inside him, and just a simple graze of the hard material against that sensitive, spongy inner entrance had the flames in his nerves sparking anew. His toes curl in pain as Olivier bullies that spot in particular.
Until, once again, he felt another mass pressing against his lower lips again.
"No," Kendrick sobs, knowing it's the weird bulbous part at the midpoint of the toy, "Please, no no no , it hurts, please --"
When the muscles in his groin slowly but inevitably gave, Kendrick could do little more than throw his head back. Jaw falling open into a silent scream until--
It happens all at once.
First is the scorching pain of his front hole stretching beyond any limit he's ever thought possible, the entrance swallowing the bulge and keeping it stuck there. Almost simultaneously, he feels whatever tighter muscle in him give way, a dull, numbing pain following the motion. He swears he can almost hear a sickening pop inside him as the head of the dildo pierces his cervix, keeping the once-untouched ring of muscles forced open as the toy sits intrusively heavy in his cavern.
His eyes roll back, and soon after his head hangs limply, lolling to the side as he blacks out for a handful of minutes.
The thing disturbing his escape from this torture was the painful, incessant tugging at his crotch.
Olivier let out a short whistle, stroking the other end of the dildo sticking out of him as one would a real cock. All the while the motion also stirs up his insides, the sheer girth of the dildo ensuring it was stimulating every part of his cavern, while the bulb at his passage and cockhead lodged in his cervix ensures that it wouldn't slip out.
"Impressive package you're packin' 'ere." Olivier grins, so proud of himself with his handy work.
"Please, enough... Please let me go, I promise I won't tell anyone." Kendrick sobs, face marred with streaks of tears that never ceased their trails down his cheeks.
"Okay, you've had your fun. Time to return the favor." The blonde chuckles, once again ignoring anything Kendrick was saying. He let go of the other's leg, all tingly and sore from lack of circulation by now, and any movement that involved his hips was just a world of pain for the captive.
Once again, Olivier walks to somewhere Kendrick can't see. More sounds of rummaging came as he finally gets some moments of peace, gently swaying back and forth like a pendulum on a chain–a toy hanging between his legs. He was unable to enjoy the momentary respite though, as it could hardly be called one. Not with that terrible object violating him in all the ways he'd never seen even in his worst nightmares.
He hears a pop, something like a plastic bottle being uncapped, a giddy "Aha!" that sounds so out of place in the situation, another pause in silence, and all of a sudden he feels something cold press against his ass.
He jumps, as best he could in his predicament, but that was quickly stopped with a large hand holding his hips in place.
"Haha! Sorry about that, darling, got too excited and forgot to warm up the lube first." Olivier laughs from behind him, continuing to circle his fingers around his asshole. Not another second later, he feels a long digit worm its way up his hole.
"No! What are you--Please! No more!!" Kendrick cries again, renewing his struggles as he pulls on his handcuffs to try and get away. They dug painfully into the delicate skin of wrists, but with no leverage at all, he couldn't move away from the gripping hand.
"Aww, are you a virgin, dear? How sweet that I get to be your first time. Look how pretty and pink your hole is." Olivier coos, now oddly tender as he takes his time working his finger all the way down to the last knuckle. Twisting it around before deciding to add another finger, being just as thorough in stretching the resistant muscles, until he's down to the base of both fingers and scissoring them inside him.
All Kendrick can do was grimace, wincing against each stretch and probe those long fingers are doing; now up to 3 fingers fanning outward to stretch his sphincter and rectum. Thinking of anything to keep his sanity intact, like how this bastard talks all fondly about his ass but was practically stone faced as he destroyed his front.
"This should be good. I'm bigger than my fingers but you can handle it, right, babe?" Was the only warning Olivier gave him before Kendrick felt a wet, warm, and blunt head of what he can only guess was Olivier's cock pressing against his asshole.
The brunet jolts, mouth opening for another barrage of pleas that even he knew at this point was hoping against hope.
But he didn't even get a chance to, all that's coming out of his throat was broken moans and gasps, as the blonde's cock started pushing against his hole, the worn muscles easily giving way but even then he was struggling to breath at the fullness he felt.
Even though his hole was stretched, the cock head still had to go past that tight muscle and into his canal. Kendrick flails even as he feels his muscles unable to resist the pressure, and his ass is pried apart by the large intrusion.
Is it a blessing that Kendrick can't see exactly how big it is? Or worse?
Because now the only thing he can focus on is the thick rod pushing into his guts. The real penis filling him enough that it was pushing against the toy through his anal walls. He yelps when the cock pushes even further, enough that it brushed against his stretched cervix from behind. If his stomach felt like dropping at the fear of how far it can go, it was also being pushed up by Olivier.
Olivier, on the other hand, was relishing in the feeling. As the thickest part of his cock slid past the sphincter he hissed as almost all of him was enveloped in the tight heat. He watches as he sheathed his cock in the brunet's ass, the tightness pulling at his muscles and pushing them to the brink of over-sensitivity.
"Fuck, your ass is so warm and tight." His voice sounds husky, and all Kendrick could do was sob and hiccup, "You're twitching so much around me, is it because I'm breaking in that virgin hole of yours? You love it, don't you?"
If Olivier didn't respond to the noises he makes, Kendrick would have reason to believe he was deaf. What part of his sobbing and begging to stop made him think he enjoyed this?!
He feels like he was going to throw up, he feels like Olivier was poking directly at his stomach and he was doing shallow thrusts at what felt like the end of his rectum. Which, due to his fullness, caused him to disturb his womb from the other side as well.
All of the sudden, the light humping he had gotten used to changed as Olivier pulls back until only half was left and drove back with a terrifying force and their hips slapped together.
Kendrick felt like the blonde actually fucked a hole through his abdomen. He shrieks in pain and starts thrashing around, pulling at his handcuffs futilely until a muscular arm circles around his neck--pinning him against the large body behind. The heat searing through his entire body was too much to handle, he thought he was going to die.
He was spasming, and he belately realized that the bastard actually fucked straight through his colon, ripped past his sphincters. Before he could stop himself, his eyes snapped down to his stomach. Feeling sick that a bump formed just below his belly button, the combined effort of the toy and the real cock inside him.
"Was almost worried I wouldn't be able to bottom out, had a good 3 inches going cold." Olivier chuckles, grinding his hips against him, "I knew you could do it."
Suddenly, the eerily cheerful tone dropped to dark amusement.
"I suggest you relax, you're squeezing me so hard, I could pull your guts out."
The blonde then uses his other arm to lift and hook his victim's knee over his elbow, and once again tightening his arm around his neck.
"Wait, wait, wait pleas--AHHH!!!" Earsplitting screams and pleadings came out of the brunet when Olivier pulled out, his heart in his throat when it really did feel like his guts were getting dragged out as his colon sphincter wrapped around the cockhead.
The room was filled with the rhythmic slapping of skin echoing against the walls. His canals feel like it was being carved out, each time Olivier pulls out it feels like there's a void in its guts. Meanwhile each stab back in forces air out of his lungs, broken gasp escaping him he sounds like he's dying.
Kendrick didn't know how long he was held and used like that, to him it felt like an eternity of Olivier molding his ass to the shape of his dick. Ruined and stretched beyond belief that the entrance to his colon had grown worn and the blonde could push in with little to no resistance now.
His entire being felt jostled. From the frantic thrusts lolling his head about, to being suspended with no perchance causing him to sway and making the dildo in his front hole also bounce against his inner thigh. He has the worst case of motion sickness imaginable and the constant stabbing in his stomach area--it was a wonder he hasn't thrown up yet.
He barely has the energy to let out a garbled grunt when Olivier bottoms out and holds his place, another hoarse sob as he feels liquid-like warmth spread into him.
Olivier breathes heavily against his ear for a couple of minutes before finally letting go, as he stepped back his cock dragged from his ass. An obscene pop when the once tight entrance clung to the rod.
The pathetic ring of muscles gaping, attempting to close around nothing and failing to return to its original shape. The blonde watching a glob of his cum slowly dripped from the wrecked hole down to his thighs.
Using two of his fingers, Olivier scoops up the escaping spunk and reaches over to shove it into Kendrick's panting mouth. The brunet quickly chokes at the sudden intrusion, and having no strength left to bite down on the digits. Sputtering as the rough fingers played with his tongue and pushed all the way to the back of his throat.
Kendrick felt used. Disgusting. Beyond drained of energy that he could only limply hang when the bastard finally retracted his fingers. He heard rather than saw Olivier walk to his front again, the brunet's eyes looking off into space and unable to focus on anything.
The captor regards the motionless body in front of him, expression unseen from Kendrick's perspective so it came as a shock when the blonde reached overhead to fiddle with the chains.
Kendrick held his breath, feeling his heart quicken at the prospect of freedom. With renewed vigor he snaps his head up, only to see Olivier's toothy grin bearing down on him.
Next thing he knew, his heart was lurching as his body suddenly dropped. His legs had all but fallen asleep at this point and his knees clattering, unable to keep himself up at all so he stumbled clumsily, pain shooting up from his hips when pressure was applied to them.
As he tenses up to meet the floor. He felt a tug at his arm that stopped the entirety of his weight and it was almost as painful on his shoulders than him just dropping to the ground.
When he opened his eyes he didn't realize he closed in preparation for impact, he saw that the bastard had just used a mechanism to increase the chain's length, he was still very much bound but now he was in an uncomfortable squat.
While he was trying to straighten himself to stand with his shaking knees, Olivier once again grabs onto his hips and manhandles him as he pleases. This time, lifting him until he’s almost parallel to the ground, his shoulders burning as it’s bearing the majority of his weight.
His hips are now also at the same level as Olivier's, his legs instinctively wrapping around the blonde's hips for any sort of stability he can get.
To his horror, in this position he can see the shaft that destroyed guts, still glistening with the lube and other fluids. The thing was almost as large as his arm, he knew that there was a significant size difference between them but he didn't think it was that different.
He could do nothing else but whimper as Olivier circles his cock around his red and puffy hole, smearing the newly dripping cum for no reason but to cause a mess before sheathing his entire length again.
Kendrick wails as it hits the end of his rectum with no ceremony this time, barely having time to catch his breath as the other starts another brutal rhythm.
"Oof, you feel so good." Olivier breathily laughs, reaching up to grab a handful of the brunet's hair while the other hand continues to hold his hip firm, making sure the captive looks at his stomach, "Fuck, that is so hot. Look at what's happening to your stomach. That's all me, babe."
And sure enough Kendrick couldn't tear his eyes away, a bump rapidly growing and receding in tune with Olivier's merciless thrusts.
He hates that he can see this, he hates that he saw what was ravaging his ass right now. He feels like he was being fucked by a baseball bat. Each thrust of the rock solid cock he could feel the head brushing against his cervix and womb from the other side, hitting it with enough force he feels like he's being directly punched there.
His grip on reality had loosen significantly, and along with it was his control over his body. He didn't care anymore if he was drooling, if his body was spasming and twitching in bizarre ways.
Kendrick's head swayed from the constant jostling. The moans, both of pain and of something he hesitates to call pleasure, now constant. His voice spilling out broken pleas and sobs beyond his control.
"Oh, did I mention I love the way you sound?" Olivier pants, hot breath spilling over his face and sending tingles down his spine, "You scream so good, I know you're close. You know you're close too, don't you?"
Was he?
Was he close?
He doesn't fucking know.
"Don't worry, baby," Olivier grunts, a smile that would've been charming if he wasn't currently in the process of destroying him, "I won't forget about you."
He grabs the dildo--the toy that forcibly made its home in him that he nearly forgot about it--and starts pulling. The ball and the head dragging at both the entrances in his front hole, burning and stinging him anew that he threw his head back to shriek. He felt like he was going to rip if Olivier truly did try to pull it out as it is.
He felt the thickest part of the ball stretching his opening and his cervix being dragged down by the head before Olivier pushes it back in, even further now as the toy poked at parts of his womb.
He did the motions in a mock replica of stroking a cock, but it was clumsy and uneven. Clearly more focused on bringing himself to completion and Kendrick can only count his blessings that he didn't actually rip the toy out of him.
It was an ominous sign that the other was close to cumming, the penetration becoming more brutal and aggressive.
Without warning, he thrusts into him with enough force to make his entire being shudder, burying his cock so far into him as if he intends to shoot cum directly into his stomach. Simultaneously, the dildo also reached new depths, it truly feels like it grew out of him.
With the final thrust, Kendrick screams at the top of his lungs as a strong burst of cum splattered onto his walls. His body wracked with convulsions and spasms in a dry orgasm that’s more painful than anything else, though Olivier doesn't wait this time and immediately pulls out of the brunet. Watching him collapse onto the floor as a twitching and shivering mess, his eyes rolled back and drool freely dripped from his lips.
The very image of debauchery.
~*~*~*~*~
He didn't know how long he was out for, but Kendrick thinks it couldn't be long since he woke to the feeling of blood rushing back to his hands as they finally fell from the chains that were holding him up.
He felt Olivier throw him over his shoulder like a sack of potatoes, and finally dared to crack his eyes open.
He was carrying him deeper into the basement.
Apparently behind him was just a scene out of hell, walls lined with whips, cuffs, gags, and toys of all shapes and sizes. Ranging from regular dildos to ones he couldn't even describe the shape of; much less know what they were for.
Olivier put him down on a sturdy, medical, leather chair. Grabbing a long and sturdy metal bar and tying each end just above his knees, making him unable to close his legs even if they didn't feel like they were made of jelly. Then he groans in discomfort when Olivier pulls his legs up, practically bending him in half as he attaches the spreader bar to his still bound wrists--which he then attaches to some unseen hook just above his head.
It's as if Olivier took a moment to marvel at his handy work as he stares at him, across his asscheeks. Dipping his fingers into his still gaping hole and flicking at the dildo still stuffed into him.
He then steps back, and rolls in a heavy device with pumps and gears with a long rod sticking out and pointing at Kendrick, and at the end of the rod was an intimidating black dildo.
A fucking machine.
Kendrick could only weakly shake his head and babble out "No, no, no, no..." as Olivier slips the black dildo into him with alarming ease considering the girth, eased in with the cum now lining his walls.
"Well, it's almost morning, and I have to be out this afternoon. See you later tonight!"
And he switches the machine on.