Latest 'Clothespins' updates from Free Kink Men (Page 3)

Welcome to the frat house new pledge. You have to prove yourself worthy to get into this elite chapter. First step is initiation! Frat daddy, muscle god Sharok is ready to welcome you with his fists. Smooth stud Zak Bishop wants to make his daddy proud. He is pledging to the best fraternity and needs to get in, his career and family name depends upon it. He will do whatever it takes, and today that is Sharok. First Zak is blindfolded and put into a plank position as his frat brother does a mean brutal corporal punishment on his ass. The frat paddle comes out and turns Zak Bishop bright red. Sharok rips off Zaks clothes and pushes the boy down to the floor. As a good frat brother, he knows Zak must be thirsty. He sticks a speculum in Zak's asshole and opens it wide. He pours his drink down Zak's ass, bottle deep! Zak is made to clean his hole out for his pledge master. Next Zak is bound in fully restrictive rope bondage and his cock and balls are tormented with clothespins. Sharok takes his leather gloved hand and sucks Zak off. But now it's daddy's turn. Zak is suspended and gives Sharok a deep throat cock sucking. After the pleasure comes more pain. The flogger comes out and Zak's perfect body is beat red. How far is Zak willing to go to pass this test? Can he take Sharok's fist! A deep fisting gets Zak's wide ass torn open. Finally Sharok suspends Zak and fucks him hard. Zak blows his load all over the floor. Sharok's final challenge involves a classic hazing. Sharok unloads his cum on a cookie and feeds it to his pledge. Welcome to the brotherhood.

Sebastian Keys takes full control of two slaves, Tony Orlando and Sherman Maus, and pits them against one another in a competition where they face their fears head-on. He first strips them of their clothes and their names, assigning them their slave numbers, before putting them to their first task: who can get hard first while wearing pinching nipple clamps. The winner gets his big fat dick sucked by the loser, but he doesn't get to enjoy it for long. The next challenge comes up fast. They have clamps added to their balls, and they're flogged, single-tailed, and cattle prodded. Next they're both gagged, as Tony is lifted into a high, full suspension. Sherman is bound to a wooden chair with weights added to his balls while candles drip hot wax all over his body. The two slaves are tormented brutally with the single tail and crop. Tony has clothespins added to his body, his face and his tongue, then they're smacked off with the crop. They're then hooded, put on their backs, and fucked with gigantic slinks, to see who can take the most. The final competition is to see who can cum first while riding a dildo-mounted sybian. This is no small task, considering everything they've been through. And when they finally get release, it's explosive.

Vander Pulaski is home alone for the holidays and ready to party. A knock at the door interrupts his festivities. It's silver fox Dirk Caber with a warning that there's always a string of robberies around the holidays. Vander decides to set up some extra precautions in case anyone tries to break into his parents' house. Meanwhile, Dirk meets up with his partner in crime, Daddy Jack Dyer. Together they are the Horny Bandits! Jack is pleased to hear Vander is home alone. Later that night, Dirk and Jack return dressed as Santa and an elf. They jimmy open the window and slip inside, missing the trap Vander has laid out for them. Jack slips on the ornaments beneath the window. The crash alerts Vander to their presence and the game is on! He yells at them to get out of his house and these two daddies chase him around the house before taking him down. Vander struggles as they pin him, blindfold him, and tie him up. They rip open his pajama onesie, revealing his puckering asshole. Dirk dives into to get a taste as Jack holds Vander's ass open with his gloved hands. They spank and crop his asshole and notice that Vander is rock hard. Laughing, Dirk pinches Vander's sensitive nipples as Jack tastes their boy's delicious cock. They decorate his chest and balls with clothespins and ornaments, making him their Christmas toy. Jack pushes Vander's face into his crotch before taking his pierced cock out and making Vander choke on it. Vander takes every inch, unable to get away from his devious captors. They pass him back and forth, laughing as he drools on their cocks. They hit all the clothespins off his body as Vander screams in pain. Next they string him up in his parents bedroom. They decorate him in Christmas lights and flog his chest and ass. Vander struggles but is trapped. Dirk tugs Vander's head back and makes him swallow his cock as Jack continues flogging him. Finally, they gag him and Dirk sinks his cock into Vander's tight boy hole. Dirk slaps his face and tells him to scream as much as he wants. Dirk rides Vander's ass hard and then the Horny Bandits push Vander down onto the bed and frost his face with their fat creamy loads. Then they jerk Vander off, squeezing every drop of cum out of his cock.

Kinky Viktor has dreamed about getting edged by KinkMen for a long time, and today that dream comes true. Sebastian Keys and Alex Hawk team up, tie him down, and work his hard, pierced cock, again and again. They tickle his feet, pits and ribs, they blindfold him, gag him, suspend him, and fuck his ass with a dick-on-a-stick, edging him all day until his solid cock explodes with cum. Viktor starts blindfolded and gagged, with his body strapped to a pipe rack, held in place by leather bondage. Sebastian and Alex tease him and his nipples, rubbing his cock through his underwear, stimulating him with hands and tongues, a vibrator and clothespins. His dick gets hard so damn fast, even Sebastian is impressed. Immediately they get to edging this greedy fucker, working his cock until he nearly cums right away. They suck his dick, stroking it while it's dripping wet, bringing to the edge again, all while he's strapped in and immobile. Later he's bound to the floor on his back, with a bit gag in his mouth, as they continue to work his cock. They tickle him relentlessly, while continuing to edge him, worship his feet, and prod his hole. Sebastian shoves a lubed up dick on a stick into his sweet hole, and fucks him with it while Alex works Viktor's cock. As he gets closer, they haul him up into a partial suspension, with his back arched and his dick sticking straight up. Alex sucks his cock, working him harder and faster, until Viktor can no longer hold back. He shoots a huge, hot load, with fat ropes of cum spouting from his engorged cock into the air as he convulses and screams.

Locked in a clock tower, tied up with rope to a wooden chair, burlap sack over his head, Nic Sahara struggles to break free. Michael DelRay enters the room and removes the burlap hood. Nic instantly recognizes Michael as one of his old crime buddies and asks him when did he get out of jail. Michael tells him that he's been in jail for three years and was just released early. He tells Nic that he knows he snitched on him and that for there years he's been planning his revenge. Nic denies the accusations and Michael gets to work on him, hoping that he'll get him to confess. Michael rips open Nic's shirt and repeatedly punches him in the stomach. He pinches Nic's nipples and rips off his jeans with his bare hands. He cuts off Nic's underwear with scissors and fashions them into a gag, stuffs them into Nic's mouth and ties them behind his head. Michael gets his leather flogger and hits Nic in the chest and stomach hoping to get him to confess but Nic continues to insist that he did not snitch on him. Michael removes the gag from Nic's mouth and shoves his big fat cock in there. Nic reluctantly sucks it at first but stops resisting and lets Michael fuck his mouth. Michael attaches rope to a pulley and lifts Nic and the chair he's tied to, up into the air. Swaying back and forth, Michael flogs Nic even harder this time. In the next scene, Michael has tied Nic up in a standing position, blindfolded, completely naked with his back against the wall and his hands up at his sides. Michael hits Nic with a leather flogger and slowly attaches two strings of clothespin zippers along the flanks of Nic's torso. The strings meet at a pulley and on the other side hangs a boat anchor. Michael gives Nic the strings to hold and starts dripping hot wax all over Nic's naked body. When he finally loses his grip on the strings, the clothespins rip off and he screams in agony. In the final scene, Nic is naked in a full rope suspension. Michael creeps up from behind and fucks Nic's ass raw. After pounding Nic's ass he gets his confession and lets him down only to cum in his face. Michael attaches a chastity cage to Nic's cock and lifts him back up in the air, leaving him to sway in the clock tower.

Bound with rope to the outside of a cage, wearing only a blindfold and a gag in his mouth, Donny Argento anxiously waits for Sebastian Keys and Chance Summerlin to get to work edging his hard cock, and having their way with his muscular body. The two enter the dark dungeon and surround the cage like two sharks who've just found prey. They grab at his hairy naked flesh, squeezing his muscles and stroking his thick dick. Chance gets to his knees and sucks Donnie's cock with style and enthusiasm and Sebastian attaches clothespins to the sides of Donnie's body. Chance lubes up a clear stroker and slides it onto Donnie's stiff throbbing cock and jerks him off with it. Through the ball gag in his mouth he begs to cum, but the two are not done having their fun so they deny him the pleasure of shooting his load. Sebastian attaches a vibrator to the top of Donnie's shaft using more rope and his dick gets even harder and he begs to cum again and once again his orgasm is stopped in its tracks. Next they take Dillon down from the cage and tie him up lying face-down on the floor on his stomach with his ass on display. His legs and arms get tied together in a Hogtie, and with his hard cock out, Chance gets to stroking it. They both tickle his toes and Donnie wiggles and giggles. They lube up a gyrating prostate toy and slide it into his asshole. Chance and Sebastian each take a foot and together they lick and suck Donnie's toes. The prostate massager, the foot licking, and the cock stroking are too much for Donnie to handle and so they turn him over and Chance finishes off Donnie's cock, stroking out multiple loads.

Bound, eager, and aching Archer Croft is blindfolded awaiting the arrival of Leather Daddy Dale Savage. Clad in leather chaps, heavy boots, and leather gloves, Dale enters and inspects his boy's hard ripped chiseled body. He wraps a hand around Archer's throat and tells him to scream as loud as he wants because down here in the dungeon no one can hear them. Archer whines in anticipation eager for all his Daddy has in store for today. Dale kisses Archer roughly, spits on him, and then the day begins! Dale takes out Archer's hard cock in his gloved hand, stroking it while teasing his asshole. He lights three candles, two above Archer's shoulders and one he holds under Archer's cock. Archer moans as he feels the heat from the candle beneath his balls. He cries out as the candles above him drip onto his armpits. Dale begins to drip the wax down Archer's chiseled chest. Archer screams in pain as the wax builds on his skin. He begs for more and his Daddy happily obliges. Next, Archer is bound on the wheel. He's ready and willing to take anything for Daddy's dick. Dale flogs Archer's ass. As the intensity increases, Archer cries out for more, loving every lash. For taking all that pain, Dale rewards Archer with his cock. He spins the wheel so Archer is inverted and fucks his face. Archer swallows every inch, eager to please his Daddy and be a good boy. Dale spins Archer back upright and begins decorating Archer's stomach and balls with closepins. Archer's breathing increases as each pin pinches his skin. His Daddy pulls the ropes tied around the closepins tight, so each one is snug. He tugs on them, testing their hold as his boy yells out in pain. He asks Archer which pins hurt worse, but his boy loves them all. Dale chuckles and begins spinning the wheel. Archer screams as the closepins slowly pull at his skin as he spins around and around. One by one, the closepins pop off as Archer yells out, crying out for more. Next, Archer is laying with his back on a cage and with his limbs suspended. Dale works his fingers in and out of Archer's asshole, stretching him open. His big Daddy fists fill his boy's hole to the knuckles. He instructs Archer to push him out, and Archer obeys, showing off his rosebud. Now that his ass is open and loose, his Daddy slides his cock into his hole and fucks him good. Archer loves taking everything his Daddy gives him and moans as he gets fucked in bondage. Dale pushes away the cage, pulling Archer further onto his cock and into a full suspension. Archer cries out as his Daddy uses his hole. Finally, Archer is on his knees worshiping his Daddy's cock and balls. He laps at his Daddy's balls until his Daddy cums all over his face. His Daddy then instructs him to cum on his boots, lap it up, and bring all that cum to him. Archer eagerly obeys, shooting a hot fat load all over his Daddy's boots. He leans down, tasting his cum, and carefully sucks it all into his mouth. He gets up, carrying the load to his Daddy and they kiss, snowballing the cum back and forth.

In a skimpy black singlet, Mason Lear struggles in rope bondage. He stands on top of a wooden platform, arms bound behind his back to a large suspended wooden plank, ready for his Master. Colby Jansen creeps in. holding a leather crop. He runs his hands up and down Mason's body and spits in his mouth. Colby grabs Mason's balls through the singlet and pulls them hard and crops them repeatedly. Colby crops his legs and ass and makes Mason scream so Colby puts a ball-gag in his mouth to shut him up. He puts clothespins on Mason's nipples and more clothespins up and down Mason's body. He hits all of the clothespins off with the crop and Mason screams through the ball-gag. In the next scene, Mason is naked on all fours crawling to Colby who sits at his throne, jerking his hard cock. Mason wants to suck his cock but Colby shoves his head down to his leather boots and makes Mason clean them with his tongue. Colby shoves his fingers inside Mason's asshole while Mason licks his boots. After that, he shoves a metal hook up Mason's ass with a rope attached to the end of it. He pulls on the rope and guides Mason to his cock. Colby fucks Mason's face, shoving his entire cock down his throat. He picks him up by the hook and straps his arms to chains that secure to the ceiling. Now stranding with his arms trapped above his head, Colby hits him with two cat-of-nine-tails. In the final bondage predicament, Colby has Mason on his back with his legs partially suspended with black rope attached to pulleys. Colby hoists his ass up just to the height of his hard cock and sinks his meat deep in Mason's hole and fucks the cum right out of him. Colby pulls the rope, suspending Mason upside down and cums in his face.

It's getting late and straight stud Brian Adams needs to get to his hard working job. He's distracted by the radio as he hears an urgent broadcast. A criminal is on the loose, this man is armed and dangerous and should not be encountered. The police are searching for this wanted criminal. Brian has no time for this and heads off to work, but later that night there is a break-in at his home. On the run from the cops, Draven Navarro breaks into Brian's home. Hoping to lay low for awhile and make a break from the cops. Brian isn't going to have it and catches this lazy thief. After a brutal take down, Draven is tied up, gagged and blindfolded. His hands and hard cock bound in metal cuffs. Brian is determined to teach this lazy criminal a thing or two about hard work and hard pain. He delivers a brutal corporal punishment on Draven. The crop and paddle gets his ass bright red. Brian slaps Draven's hard cock before biting it with his teeth. He stretches out Draven's balls as he screams. It's time for Draven to work harder. Tied up and suspended in rope bondage, Draven is made to hold a plank position as Brian works his ass with more leather tools. Hoisting Draven into the air, Brian makes him suck his rock hard cock. He blows his load on Draven before continuing the punishment. In a final bound position, Brian delivers a deep anal pounding as Draven is ball gagged and clothespins are painfully applied to his ass. After a long punishment, Draven is made to shoot his huge load.

Colby Tucker is back and at the mercy of director Sebastian Keys! He's blindfolded and chained to the wall with his hands cuffed to his thighs. Wearing leather pants, a black tee, and heavy black boots, Sebastian arrives ready to see what this tough slut can take. He slaps Colby's beautiful chest, and punches Colby's stomach. Colby grunts with the impact, his torso turning a rosy red under Sebastian's masterful hands. Next, Sebastian adorns his chest with clothespins. Colby squirms as Sebastian runs his hands along them and flicks them up and down. Sebastian now tends to Colby's rock hard cock. He smacks it, and Colby yelps in pain. Colby tries to close his legs, but Sebastian commands him to keep them open or else he'll earn more smacks for disobedience. Next, Colby is suspended from all four of his limbs. Sebastian spanks and flogs his tight ass, taking time in between hits to taste it. Colby moans as Sebastian's wet mouth closes around his asshole. As his beating continues, Colby tries to pull himself up to avoid the hits, but there's nowhere to go. Then he's put on his knees to service his Master. He swallows Sebastian's cock, worshiping every inch. Sebastian pulls out the violet wand and runs it along Colby's chest. Colby shivers as the electric wand rakes across his skin and makes its way to his asshole. He moans as Sebastian pushes it and fucks him with it. Next, Colby is put in metal and rope bondage as Sebastian fucks him. Unable to move, Colby moans as Sebastian plunders his tight hole before blowing his load all over his ass. Unable to resist, Sebastian licks his cum off his boy's perfect bottom. Finally, Colby blows his load all over Sebastian's leather boots and licks it all up.

Chance Summerlin stands completely naked, arms outstretched, tied to the wall with rope. With his balls and hard dick wrapped in rope bondage, he waits blindfolded for his Master, Sharok. Sharok enters the scene, muscles bulging through an all red latex bodysuit. He spits in Chance's mouth and slaps his chest with his bare hands. He crops Chance's ass hard and Chance screams, begging for more. Sharok turns him around and crops Chance's balls repeatedly. After that, Sharok sets Chance's dick free from the ropes and tells him he has ten seconds to get his dick hard and he'll get a reward. Chance quickly gets his dick hard before the ten seconds is up and Sharok makes good on his deal and sucks Chance's cock. While he's down there, he places multiple clothespins around Chance's nutsack and continues blowing his cock. Sharok ties Chance's hands behind his back, bends him over, and takes his blindfold off. He puts a spider-gag between his teeth. He grabs Chance's head and pulls it down to his hard dick and fucks his gaping drooling mouth. Sharok takes the spider-gag out of his mouth to better hear Chance scream as he gets hit with the flogger. Sharok wales on Chances ass, repeatedly flogging him until his ass turns bright pink. Next, Sharok ties Chance to an old reclining chair with rope. His legs are spread completely open in the splits, and his hands are tied to his sides and secured to the chair. Sharok gets a white cloth and places it over Chance's face and begin's pouring water over it. Chance wiggles and gasps from under the wet cloth and before Chance can catch his breath, he sticks his dick in his mouth and fucks his throat. He rams his hard dick into Chance's presented asshole. Sharok gorilla fucks his ass hard and fast and blows his fat load all over Chance's face.

Michael Roman is tired of people making a mess in the alley behind his bar. But when he tries to call the cops on Dominic Pacifico, he gets taken down, and taken for a ride he isn't expecting. Dominic ties him up, and binds his arms behind his back, then begins the sexual torment, worshipping Michael's ripped, muscled body before moving down to his cock. Dominic breathes in the heady smell of Michael's cock and balls before releasing them, stroking that dick, and sucking it. All the while, Michael can't move and can't resist, but he clearly doesn't want to pull away. Sebastian Keys shows up to lend another hand. He and Dominic work Michael's hard cock in every way, stroking, sucking, working it into a lubed-up stroker, bringing him to the edge repeatedly, then leaving him there, aching to cum. They bend him over so his beautiful, muscled ass is sticking out for them to use. His perfect hole begs to get fucked, so Sebastian and Dominic shove a dick-on-a-stick into that sweet ass and work it, while Dominic simultaneously sucks his hard cock. Michael's hands are above his head, so he can't pull away or resist, and he absolutely doesn't want to now. He's getting his hard dick and his hungry ass played with, and these guys are bringing him to the brink again and again. Finally, Dominic strokes and sucks Michael's dick with full-on intent, to make this tied-up stud shoot his fucking load. Michael's entire body trembles and shakes, his muscled ass clenched tight as he blows his load all over Dominic. Finished--or so he thinks--Dominic and Sebastian then tickle him one last time, making him squirm and writhe in the ropes, before leaving him in the alley, tied up and spent.

Kelly Evans is a hot new Dom dressed head to toe in leather. Scott DeMarco stands on a platform in a leather jock, blindfolded. His wrists, thighs, and ankles are wrapped in red rope, tied to two flanking chains. Kelly walks up to Scott and runs his hands up and down Scott's body. He slaps and punches his skin and grabs Scott's balls and pulls. He slaps his ass and pinches his nipples. Kelly grabs his leather flogger and flogs Scott's body until his skin turns red. Kelly leans his face into Scott's ass and licks his hole. Kelly rips the leather cod piece from Scott's jock and wraps his lips around Scott's hard cock. He Deep throats his dick then returns with more flogging. Kelly comes up from behind Scott and grabs him by the throat. He spits in his mouth and kisses him deep. Kelly pulls out his hard cock and sinks it deep into Scott's ass and fucks it deep and hard. He walks to the front of Scott and shoves his hard cock in his mouth and makes him taste his ass. In the next scene, Scott has a ball gag in his mouth and is on his back tied up to the chains with his legs spread. Kelly licks Scott's spread hole while he jerks himself off. He puts clothespins on Scott's nipples and shoves his cock once again back into Scott's ass and fucks it hard. In the final scene, Scott is suspended horizontally with his legs separated by a spreader-bar. His arms are confined in a leather straightjacket. Kelly looms over Scott's body and fucks his mouth with his hard cock. Kelly grabs Scott's hard dick and jerks him off until Scott sprays his load all over the leather straightjacket. Kelly answers back with a load of his own and arcs milky ropes into Scott's face.

BOUND PRISON Part 2. Previously rookie Correctional Officer Michael DelRay was bound, fucked and broken in by inmates on BOUND GODS. This time this straight stud muscle officer thinks he can have it his way with the inmates, but these guys have a different idea in mind. Sebastian Keys witnesses DelRay taking advantage of Tony Orlando and knocks him out. The two inmates decide to teach this crooked officer a lesson and tie him up tight in rope bondage and shut him up with duct tape. When Michael comes to, these inmates begin the fun. They torment DelRay and get his rock hard monster cock right up to the edge of cumming over and over again. Michael screams in pain as his cock can barely take anymore. It somehow gets even bigger as they blow him and use toys that barely fit. Tony Orlando torments DelRay's Veiny monster cock and big his giant balls get stretched out and bitten. Sebastian takes clothespins and torments Michael's sensitive nipples. The two then find out DelRay is intensely ticklish and the torment turns to extreme endurance tickling. Finally after DelRay just cant take anymore, the inmates steal his camera and record his huge massive thick load cumshot. Well this isn't the end of Officer DelRay's story just yet. Check out BOUND PRISON part 3 coming soon to Kink.com BOUND GODS.

Jessie Colter is the heath inspector who comes into the Powerhouse Bar to conduct an unannounced review, but Teddy Bryce, the muscled, tattooed bartender, remembers him from a previous visit and decides to intervene before his inspection can get started. He takes Jessie down and ties him to the bar, rips him out of his clothes and torments his nipples with clothespins, sucks his big thick cock, and zaps him repeatedly with the zapper. He then gets up on the bar and face-fucks him with his own hard cock. He then ties Jessie to a St Andrew's Cross, pushes an ass hook up his ass and flogs him. Teddy flogs his back and tight ass, then tongue fucks his hole, prepping him for what's to come. In the back room, Teddy bends Jessie over a bench and slams his ass hard, pounding his hole full of cock, as he takes it and loves it. He flips Jessie onto his back and fucks the cum out of him, jerking Jessie's cock as he pounds his hole, then jerks his own cock and shoots his load into Jessie's mouth.

Brodie Ramirez is walking around, lost in an unfamiliar sketchy neighborhood, looking for a party. One wrong turn sends him walking down a dead-end alley where Sebastian Keys and Dominic Pacifico are already waiting, eager to tie up an unsuspecting guy right there on the dirty street and edge his cock. As Sebastian and Dominic approach Brodie in the alley, Brodie gets a bad feeling and tries to run away, but he's caught by Dominic who holds Brodie while Sebastian quickly ties him up with rope. Dominic holds his hand over Brodie's mouth to muffle the screams while Sebastian cuts Brodie's shirt off and pulls his pants down showing his already hard cock through his underwear. Sebastian cuts the underwear off and Dominic squats down and starts sucking Brodie's hard cock. Sebastian wraps some rope around Brodie's cock and balls and ties the other end of the rope to the wall making Brodie's cock even harder. Sebastian starts jerking Brodie off using a flesh-light getting him so close to cumming but Sebastian and Dominic wont let him. In the next scene, Brodie is tied up again with rope but this time on his back with legs spread apart, blindfolded and gagged, still wearing the cowboy boots. They slap his ass and play with his cock. They take Brodie's boots and socks off and simultaneously lick and suck his toes while they jerk his cock and finger his asshole. After that they tickle him making him giggle and squirm. They apply clothespins to Brodie's nipples. Sebastian pulls on Brodie's balls while Dominic jerks his cock letting Brodie cum this time and Brodie shoots his load all over his own stomach. Dominic scoops it all up and feeds it to him and they both just leave him there tied up, naked.

Teddy Bryce is the perfect fresh piece of meat that our sadistic dom has been waiting to sink his teeth into. First Teddy is restrained in tight rope bondage which renders him helpless and exposed to the brutal intentions of the male handler. His perfect body gets meticulously worked over and tenderized with a nasty leather impact tool that looks like the ruler a nun would use to discipline the knuckles of her mischievous students. After the dom punches and slaps the front of his muscled-masochistic-boy-toy, he then clamps clothespins all over his cock and balls. Teddy winces from the searing pain and chokes back tears because he doesn't want to appear to be weak in front of his bronzed idol. As the pain intensifies, Teddy's legs begin to tremble and he begs for mercy. And the dom is only too happy to oblige and rips all the clothes pins off at same time in one massive zipper. Teddy howls from the pain but his cock grows rock hard from the attention and approval of his master. Next Teddy gets splayed out like a pig over a fire pit so his tight ass can be spanked and beaten. The whole back side of his body gets ruthlessly attacked by a heavy leather flogger until shines bright red. Before he can take a breath the ruthless dom shoves his massive cock down Teddy's throat and laughs as his slave chokes and gags while attempting to please him. Satisfied with the devotion that Teddy has shown the handler then flips him onto his back and fucks his tight asshole relentlessly. This sends Teddy into a frenzied state and he begs to blow his load while being stuffed with anal penetration. His master makes him wait and promise to do anything that he is told to do before being allowed to cum. And when he is finally granted permission, Teddy blows a massive load of jizz all over himself. Panting from the ecstasy of release, his dom tears the ball gag out of Teddy's mouth and the shoots a huge load of cum straight down his throat. Teddy licks it all up and begs to cum again.

Tied to the corner of Christian Wilde's dark dungeon stands the muscly bound stud Seth Santoro, awaiting an intense punishment, wearing only a jock-strap and a chain stockade, hoping to please Christian with his suffering and show just how much he can take. With a bit-gag between his teeth and a blindfold covering his eyes he cannot see or speak therefore increasing his sense of pain. Christian starts by rubbing oil on Seth's bulging muscles. He cuts Seth's jock, revealing his hard cock and torments Seth's dick by repeatedly slapping it with his hand and a crop. He asks Seth which muscle he's most proud of and through the gag in his mouth he muffles the answer, chest. Right away Christian goes wild on Seth's chest, hitting it hard with the crop, pinching and biting his nipples, then sucks his hard cock as a small reward. Christian unties the rope and commands Seth to get on his hands and knees. Quickly Seth obeys and drops to the ground crawling aimlessly as Christian kicks him in all directions with his tall leather boots. Christian places his leather boot on Seth's back like a proud hunter then makes Seth lick the other boot clean. He licks all the way up Christian's leather pants and gets to Christian's big hard cock and sucks it as if he were starving for it. In the next scene, Seth is bound and naked on his knees on top of a box. Christian wastes no time and grabs the flogger and administers a brutal session of flogging on Seth's back, chest, and stomach. Christian then applies clothespins with long strings attached to them to Seth's skin, starting from his chest and going all the way around to his back and then staples the strings to the floor. Looking pleased, Christian slowly walks around Seth kicking the clothespins off with his boots. He then bends Seth over and shoves his big meaty cock into his asshole. He pounds Seth's ass deep and hard until he sends cum flying everywhere blowing a huge load all over Seth's face.

Nate Grimes is a real player in his personal life, and has been a fan of the KinkMen sites for some time now, but he's never experienced anything like the 30 Minute Challenge. He starts off in the pit, his hard cock dangling between his legs as Sebastian starts warming him up. Nate begs for more once the punches come out so we give him the flogger to really get him screaming. Strapped to the chair, his sight is removed and clover clamps decorate his torso as Nate breathes through the pain. His senses are driven wild once the sharp pinwheel glides across his body, tormenting his clamped skin until he begs for mercy. For his last challenge, Nate is made to ride our gimp's hard cock, all while enduring a caning on his thighs and ass. As if his nipples weren't sore enough, we finish him off with a zipper of clothespins across the chest before having him shoot his load all over the dungeon floor.

Christian Taylor can't seem to get a moment's peace at work with his boss, Jaxton Wheeler constantly tormenting him. Once the timing's right, and Christian has the whole place to himself, he decides to take some time out of his work schedule to play with his hard cock. Just when Christian was enjoying himself, the pervy boss catches him in the act and decides to teach his runt a lesson. Squirming in bondage, the helpless boy pleads for mercy as the riding crop beats him into submission. Out in the store front, Jaxton strokes his big cock as he gazes upon his fuck toy, drooling all over himself from the spider gag prying him open. All Christian can do is helplessly scream while enduring a heavy flogging but his screams are immediately muffled as Jaxton's hard cock rams down his throat. Blindfolded and gagged once more, Christian's propped up with his ass sticking out. Clothespins painfully clamp across the boy's juicy ass and shoulders before his muscled boss is ready to fuck. Jaxton pounds away on Christian's hole and shooting a load across his face. But when Christian begs for release, Jaxton tells him to shut the fuck up and clean this place up, he has more work in the morning...

Kaden Alexander is a gorgeous boy next door with a body made for torment! He is warmed up on the wall with fast slaps, paddling and punches that get his big hard cock bouncing around as he bucks and writhes. Gagged an drooling all over himself in the pit, he is flogged mercilessly and deprived of air until he collapses to the ground, struggling and screaming under the barrage of harsh flogging. In the chair Kaden's nipples, cock and balls are covered in unforgiving clothespins, with ropes binding him tightly in place as he is caned and tormented to his limits! Once he is free of his bondage this hot stud blows a huge load all over the dungeon and eats his cum like the filthy pain pig he is.

Introducing Master Pacifico as he transforms his new slave into his own personal pet, where he's mercilessly beaten, fucked deep and covered in cum

Conor Patricks is no stranger to pushing his limits here with KinkMen, so naturally, his next obstacle is the 30 Minutes of Torment challenge. He begins in the chair as heavy fists pound against his chest, tenderizing them for the weighted clover clamps to painfully bite down. He screams in agony once the clamps are removed, but Connor only begs for more. In the pit, his head locked in a one-way mirrored box. The only thing that Connor can see is his own face screaming back at him as he's mercilessly flogged from all angles. Finally, the Ass-Station awaits Connor, his muscular ass bound and propped up in a pile-driver for the fucksaw to have full access. A zipper of clothespins decorate down Connor's thighs as the machine pounds away full-blast. Once the zipper is ripped from his flesh, Connor's final challenge is to blow his thick load as the cum drains from his aching balls.

Dangling from the ceiling, with his head locked in a stock, Chance Summerlin awaits for house dom Jessie Colter. Master Colter inspects his boy and demands to hear how he intends to please his new master. As Chance struggles to respond, Jessie pulls on the boy's cock and balls, swinging him in the air until he hears a proper response. With his gloved hands, Master Colter punches his plaything in the torso before working up his cock, only to place clothespins on his balls. Balancing on one foot, Chance struggles in his bondage with gag in mouth as his master warms him up with the flogger. Spinning back and forth, the new house slave dances in the air as the leather whip beats against his supporting leg. The gag is removed for Jessie to enjoy his boy's mouth with full access, fucking the boy's willing face as he swings back and forth in the bondage. Finally, Chance gets a taste of full suspension as his master fucks his ass from behind. More clothespins cover across Chance's chest as the ass pounding continues, all while his master edges the boy's cock in mid-air. When Jessie denies his slave of having any pleasure, he instead coats the boy's eager mouth with a big load of cum. The boy begs once more for sweet release, but his master answers by leaving him dangling helplessly in the air.

Alex Hawk has been very patient with his tenant Jaxton Wheeler and the rental agreement for his gym, but now months have passed and Jaxton still hasn't paid and Alex is fed up. When Alex gives Jaxton an ultimatum to pay or be out by saturday, Jaxton decides to pay him in a much different form. Bound and tied up, Alex is flogged while being blindfolded and must serve Jaxton every way he wants. Jaxton sadistically uses ties and clothespins all over Alex while he's getting face fucked and plowed mercilessly into the pole he's been bound to before receiving a face full of cum.

Leather slave, Dolf Dietrich awaits on bended knee for his master Christian Wilde, begging to feel his touch. Mr Wilde obliges with heavy punches to Dolf's muscled torso before working up his fat cock. Begging for abuse, Dolf endures the cat-o-nine tails before he's bound to the wall, with a gag lodged in his mouth. Drooling all over himself, the bound slave takes a relentless flogging, the blindfold covering his eyes making it impossible to anticipate each blow. Dolf is rewarded with servicing his master's rock hard cock and taken over to the bed. A row of clothespins line across Dolf's muscular ass, his hole exposed as Christian crops each one off. For a final reward, Christian pounds his slave's hole before erupting a huge load across Dolf's face.

Brian starts against the wall, his cock already bulging out of his underwear before Sebastian tears them away. He starts Brian with some light CBT before pounding away on the stud's chest with leather gloves. It's not until the flogger comes out that Brian starts screaming from the pain, before moving onto the pit.Brian is sprawled out and exposed for Sebastian to work him over with a caning. With a few good stripes down Brian's legs, Sebastian decides to add a series of clothespins to his chest to match. Brian can hardly handle the pain as the cat-o-nine tails whips against his flesh, so Sebastian rips the clothespins off and beats down the tender flesh before finishing him with one more whipping.Blindfolded and bound to the ass-less chair, Brian drools all over himself as a spider gag pries his mouth open. He feels the sting of the electric zapper prodding him all over his body and on his exposed ass. Sebastian then jams his hand up Brian's ass and fucks him without mercy. With a hand in his ass, Brian screams at the top of his lungs while being finished off with the zapper for one more round of abuse. After all three challenges, Brian has his cock milked until his cum is sprayed all over the floor.

Hot muscular athlete Brian is exhausted from his workout and just wants to take a nice hot shower away from the prying eyes of the creepy janitor, but Brian's smooth tanned naked body is just too much to resist! The janitor jumps on Brian, slamming him up against the lockers and tying his wrists before throwing a collar around his neck and shoving an anal hook deep in his tight resistant asshole. After a thorough paddling and face fucking, Brian is strung up against the showers and flogged mercilessly until the janitor adorns his writhing body with numerous clothespins, taunting him and teasing the clothes pins with his hands as a gagged Brian groans and curses in waves of pinching agony. Just as Brian is getting used to the pain, the janitor fires up the hose and subjects Brian to a merciless stream of freezing water straight on the clothes pins! Our soaked captive is then drug into the sauna and bound precariously in the middle of the room, where he faces even more torment in the form of the janitor's massive cock in his mouth and ass and hot wax all over his chiseled chest, washboard abs and even on his tongue! Once the janitor has blown his load all over Brian's face, he stashes him in with the dirty laundry so he can play with his poor victim again and again!

Muscular hunk Jacob Durham abducted and tormented in bondage!

Hugh Hunter endures the cattle prod for the first time

The Chair - You've seen Tyler Rush across KinkMen but he's never submitted himself to the grueling challenges that await on 30 Minutes of Torment. We start Tyler off bound in the chair, his hard cock exposed as clothespins are placed all over his torso. The bound stud gets a taste of the riding crop before having each clothespin individually ripped from his flesh.The Pit - Drooling from the ball gag, Tyler flexes his muscles as Sebastian wails on him with the flogger from front to back. Just when he gets a moment to catch his breath, Tyler has clover clamps pinching on his balls before enduring a grueling double flogging to finish.The Gimp Room - Tyler's stretched out on the back breaker, while enduring a barrage of torment from the electric zapper. His mouth is pried open as our gimp rams his hard cock down the boy's throat. Tyler then stretches his hole for a good ass pounding before blasting a huge load of cum all over his chest and suffering through a painful apple polishing.

Dominic gets more than he bargained for with Trenton's extreme BDSM workout regimen.