Latest 'CBT' updates from Free Kink Men (Page 2)

Jaro Vykvet in 'Roman vs Jaro - WRESTLING'

Jaro Vykvet - Roman vs Jaro - WRESTLING

Jaro Vykvet and Roman Hendrik are paired in a submission wrestling match. They start by warming up with some stretching exercises and running. Then they get right into the wresting and are quickly rolling around on the floor. Jaro is the first to submit giving Roman a point. Then each guy removes his underwear as they begin round two. Cocks flail as the continue the wrestling with Roman able to gain another point fairly quickly. He is soon on his back and looking vunerable to Jaro as they restart, but he still manages to force the submission to take a 3 point lead. Roman is not about to give up though and strains his muscles to the limit in round round and is rewarded with his first point. His ass is on show nicely as he kneels over the recumbent Roman in round five. But Roman is able to escape and they grapple all over the mats until Roman manages a headlock with his legs to earn another point. A pattern is developing with Jaro on top, ass cheeks parting to show his hole, and Roman on the mats, legs trying to wrap around his opponent. He is very quick and as Jaro moves away he trips him and quickly gains another neck hold to win the round. They strain their muscles in round 7 as each tries to get a decent hold and it is Roman who prevails and wins the point. But Roman is still determined to maintain hie lead and works hard to get the next two points. Leading 8-3 stands as they take a break, with Jaro rubbing oil all over him. Then they switch with Roman oiling Jaro. Then the resume the match, and gripping each other is more difficult with their slippery bodies. Jaro is victorious in round 13 but is quickly in another head hold when they restart, giving Roman the point. He continues his winning ways to take the overall victory. Then after Jaro has acknowledged Jaro?s win, graciously, they settle down for a wank-off. As they wank they reach over and tug on each other?s cocks for a while. Then they rever to wanking themselves and it is Jaro who is first to shoot his creamy load, letting it squirt everywhere. Then Roman?s big cock lets go its? big load too, shooting it all over the mats. Then clean each other?s sticky dicks with wet wipes before going off to the shower to wash off all the sweat and oil.

Pierce Paris in 'Pierce Paris: Watch Me Fuck Myself'

Pierce Paris - Pierce Paris: Watch Me Fuck Myself

You've been caught sneaking a peek at Pierce Paris naked in his bathroom. He brings you closer so you can get a better look. He strokes his big fat cock and fucks his ass with big toys while you wish it was you pleasuring him.

Matt Andrews in 'A DAY AT THE OFFICE - Making a Choice'

Matt Andrews - A DAY AT THE OFFICE - Making a Choice

Kyle unties Josh from chair, has him sit on the floor, releases Jim from his hogtie, then goes to Chris, whom he puts clamps on. He also ties Chris?s cock and balls to the chain that goes along the bottom of the wall Chris is tied to. He pulls Chris forward and beats his ass with an acryllic paddle and beats his cock with the thin whip before ungagging him, kissing him, and gently jerking Chris?s cock. He leaves Chris for Jim, who?s still lying on his belly on the table, and jerks Jim?s cock in its cage until Jim cums. He then returns to Chris and, with Chris still bound to the wall, they are tender with each other with kissing and licking, until Chris cums loudly.Kyle sits in a chair, with the three applicants surrounding him as he jerks himself off. Jim worships his boots while Chris and Josh each suck on one of his nipples. Kyle shoots and tells all three that they?ve been hired.

Leo Ocean in 'The Master Gets That Load'

Leo Ocean - The Master Gets That Load

Leo has been stripped and secured to the cross beams, his naked cock dangling like tempting fruit. The master can?t resist of course, wanking and sucking the boys cock and making him hard. The riding crop delivers some much needed discomfort, with ball slapping making him a little soft again. The pegs really get Sebastian turned on though, attached to the boys naked flesh, his balls stretched out and his cock worked again and again until his cum is spewing out!

Chris Corvid in 'A DAY AT THE OFFICE - Applicant 3: Chris Corvid'

Chris Corvid - A DAY AT THE OFFICE - Applicant 3: Chris Corvid

Chris Corvid is still spreadeagled to wall, Josh Ireland tied in the chair. Kyle strips down to a leather harness and boots, He goes to check Jim, whose caged cock is leaking all over the leather table top, playing with Jim?s cock, slapping it against the table. Kyle puts a leather ball spreader on Josh and another kind of cockring on Chris, then beats Chris?s cock with a thin whip, which turns the spreadeagled boy on. He goes back to Josh, blindfolds him and jerks him off until he cums.

Casey Everett in 'KEPT: Casey Everett is Used and Fucked by Seth Santoro'

Casey Everett - KEPT: Casey Everett is Used and Fucked by Seth Santoro

The imminently fuckable Casey Everett finds himself tied up, gagged, and helpless, when muscular stud Seth Santoro comes in and takes advantage of him. Casey is tethered to the ceiling in rope, and cannot resist as Seth manhandles him, slaps his gorgeous fuckable ass, threatens him with physical torment to match the pleasure -- if not outstrip it altogether. Seth toys with Casey's hard cock, edging him and smacking it around, then riddles his balls with clothespins to add to the physical humiliation. Ultimately he puts Casey on his knees, wrists bound, and fucks his hole. Seth uses Casey in every way he wishes, fucking his ass full of hard dick, until he uses him to cum. He shoots his giant load all over his hairy abs. And just like that -- all sweaty, twitching and drenched in cum like a fuck slut -- Casey is all used up. For now.

Brian Bonds in 'Brian Bonds: My Ass Is Open For You Sir'

Brian Bonds - Brian Bonds: My Ass Is Open For You Sir

Cock whore plain slut Brian Bonds is here to stretch his hole out for you. Obeying his Daddy's orders, he starts deep-throating a long thick dildo until it's covered in his drool. He's desperate to push it into his ass and stretch himself open. He fucks himself fast and hard on it, showing you his rosebud. Next, he runs a closepin zipper across his torso and wraps the ends around his cock and balls. He edges himself and right when he's about to cum, he rips the zipper off for his pain and your pleasure. Finally Brian brings out a gigantic dildo he can barely wrap his lips around. He slowly sinks down on it, stretching his greedy hole until it's loose and gaping. Then he pushes an extra large plug into his ass and blows his load.

Colby Jansen in 'The Emasculation of Pierce Paris: Daddy Colby Jansen Stuffs Pierce RAW'

Colby Jansen - The Emasculation of Pierce Paris: Daddy Colby Jansen Stuffs Pierce RAW

Colby Jansen is ready to teach buff stud Pierce Paris a lesson he'll never forget. He sets up his camera before dragging Pierce into the room. He manhandles Pierce close to the camera. Pierce struggles futilely as Colby tells him that this video will be sent to every single one of Pierce's contacts so everyone can see what a bitch boy Pierce really is. Pierce resists but has no choice to take what Colby gives him. Colby spanks his bare ass with his gloved hands. He pushes his fingers into Pierce's mouth, making him taste the leather of his gloves. He pushes Pierce's face into his pits, making Pierce take in the scent of a real man. Then he drags Pierce near the camera to shave because everyone knows boys don't have beards, only Daddies do. Pierce struggles as Colby shaves his face and sputters as he dumps all the hair on his face. Next, Colby squeezes Pierce's sensitive nipples and smacks his chest. He crops Pierce all over and works him over with a heavy flogging that has Pierce crying out. He zaps Pierce all over his body. He makes Pierce tell the camera what a whore he is for cock before gagging him with an open mouth gag. Seeing the inside of Pierce's pretty pink boy mouth gets Colby hard. He shoves his cock into his wet hole and fucks Pierce's face. Then he bends Pierce over and commands Pierce to push his balls into his own ass. Pierce obeys and gets spanked with his balls in his ass. Once his ass is red, Colby pushes his raw cock into Pierce's ass along side Pierce's balls. Pierce's ass tight and stretched full as Colby fucks him bareback. Colby makes Pierce taste his ass before pounding his ass again. Finally he cums all over his boy's face. Then Pierce sits on his Daddy's lap and jerks off. Colby rubs his boy's load all over his face and drags him away for more fun.


Joseph Banks in 'Caged: Max Ferro Locks Up And Abuses Joseph Banks'

Joseph Banks - Caged: Max Ferro Locks Up And Abuses Joseph Banks

Joseph Banks is new to KinkMen, so Max Ferro uses him for all he's worth. He locks him in a body cage, crops him and flogs him, then fucks his smooth ass with his big cock. We start with Joseph in the cage on the floor, face-up, completely vulnerable and unable to move. Max tears him out of his shirt, crops him through the cage, makes him lick his filthy boots, then torments his cock with CBT while also sucking him off. He shoves his thick cock into his mouth and commands that he suck him. Joseph is confused by the combination of pain and pleasure, and the excitement of restraint while also wanting to escape. Next, Joseph is released from the cage, but he's locked in chastity with his arms chained above himself. Max unleashes a strenuous and relentless flogging session on Joseph, who's also tied up and gagged, so his screams are muffled by the ball gag and his own spit. Finally Max puts Joseph back in his cage completely naked, face down, so he can get at his sweet, fuckable hole. He teases the fucker, sliding his fingers into his ass, tickling his prostate, threatening to fuck him deep and hard. And of course, Max follows through on his threat. He straddles the cage and shoves his big dick deep inside Joseph's hole, fucking him through the cage, so he still can't get away. By now Joseph has stopped struggling and takes that thick cock and loves it. Max shoots his load all over Joseph's face, then makes him lick it off and clean his big spent cock. Joseph gets no such release or relief, and is left there, fucked, used and caged.

Dominic Pacifico in 'Bodybuilder Draven Navarro Takes Pain, Extreme CBT, and Gets Fucked'

Dominic Pacifico - Bodybuilder Draven Navarro Takes Pain, Extreme CBT, and Gets Fucked

Leather Daddy Dominic Pacifico knows exactly how to make slaves suffer, and he is not in a good mood today. His lucky captive today is beefcake Draven Navarro, and Dominic can't wait to inflict some pain on his bitch. Draven is bound and helpless, his muscles flexing against the rope binding his chest and arms. Dominic is ready to give this beefy boy some pain and goes straight for Draven's super sensitive nipples. His tugging has Draven screaming in pain, and he's barely begun. Dominic slaps, canes, and flogs Draven all over his hard body, and the more pain Draven takes, the harder his cock gets. So Dominic bands together bamboo to clamp down on Draven's balls, cock, and tongue, cutting off blood flow and making Draven's cock and balls extra sensitive. Draven screams in pain as Dominic canes his pinched cock and balls. Dominic pushes Draven to the edge and Draven takes it all. Next, Draven is bound and suspended by a single ankle as Dominic fucks his mouth. Draven chokes as Dominic rams his dick down his throat. Once he's had enough of Draven's wet mouth, Dominic breaks out the flogger. He hits Draven hard, all over his legs, feet, ass, and stomach. Finally, Dominic brings Draven down and gives him a reward -- his dripping hard cock. Dominic pounds Draven's ass, slamming his cock into Draven over and over again. Once he's had his fill, Dominic blows a hot load all over Draven's face and makes Draven clean it all up. Dominic then jacks Draven off and Draven explodes -- cumming all over his stomach. But Dominic doesn't stop, he keeps on rubbing Draven's sensitive head as Draven struggles to get away and begs him to stop.

Alex Mecum in 'Muscled God Endures Extreme Torment'

Alex Mecum - Muscled God Endures Extreme Torment

Like a greek statue chiseled from marble, Alex Mecum stands tall, his muscles glistening with sweat as he awaits the 30 Minute Challenge before him. Against the wall, his hands are bound above his head, exposing his beefy chest and torso for complete torment. Alex's raging hard cock throbs between his legs as Sebastian's hands rain down against his body. But Alex just begs for more, but he quickly learns that he should be careful what he wishes for...The flogger whips against his thick piece of meat sending Alex's screams over the moon as he's mercilessly beaten front to back. Strapped to the chair, a ball gag muffles the muscled hunk's moans. Tight clover clamps torment his nipples and balls, the pain so excruciating even the ball gag can't contain his screams. But that's nothing compared to the sensation of having them ripped from his flesh. Now that we've taken care of his balls, we then turn our attention to his aching cock. A variety of sounds slide deep inside his cock, fucking his insides as each sound gets bigger and bigger. Once his cock has been fucked, we let loose the depraved gimp, ravaging his hole as the riding crop torments his nipples once more. Upon his completion, Alex is then freed from his bondage where he strokes his sensitive cock and oozes his load all over himself as reward.

Nate Grimes in 'Hung stud Nate Grimes - The Pit - The Chair - The Gimp Room'

Nate Grimes - Hung stud Nate Grimes - The Pit - The Chair - The Gimp Room

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.

Kaden Alexander in 'Hot boy next door beaten into the ground!'

Kaden Alexander - Hot boy next door beaten into the ground!

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.

Connor Patricks in '- Ass Torment'

Connor Patricks - - Ass Torment

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.

Brian Bonds in 'takes the 30MT Challenge!'

Brian Bonds - takes the 30MT Challenge!

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.

Tyler Rush in '- Beaten, Relentlessly Fucked and Made to Cum'

Tyler Rush - - Beaten, Relentlessly Fucked and Made to Cum

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.


Cody Winter in 'Discovers New Torments and Lets out His Inner Painslut'

Cody Winter - Discovers New Torments and Lets out His Inner Painslut

THE CHAIR - Cody is secured to a wooden chair before Van beats his tight body. Cody's screams echo across the room, only to be drowned out by the loud smack of a crop hitting against his flesh. After such relentless corporal, can Cody handle the clover clamps gripping his balls and pulling at his nipples?THE PIT - Overhead ropes hold Cody in place atop a tire, and ball gag keeps him quiet while Van brutally flogs him from every direction. Cody's held himself together so far, but the addition of ball weights could send him over the edge.THE ASS STATION - For his final challenge, Cody takes a ride on the Bad Dragon Carousel. Each of the Bad Dragon Dildo's in this massive rotating buffet is larger than the one before it, and they're about to fill Cody's tight hole. Cody stands over the carousel, and takes each dildo up his ass, while Van helps him along with the help of a crop and some clothespins. With his body battered and ass stretched, Cody can finally blow his load.

Alexander Gustavo in 'Withstands Insane Levels of Torment'

Alexander Gustavo - Withstands Insane Levels of Torment

THE WALL - Alexander is chained against a wall with his arms cuffed to his thighs while receiving an onslaught of corporal punishment. Hands batter his body, while the flogger demolishes the rest.THE CHAIR - Alexander withstands the electric current running through his balls, thighs and nipples. The electrified butt plug gets the screams started, and the zapper brings his torment to the next level, but the ultimate challenge is to take three zaps from the cattle prod.THE WATER STATION - Alexander's body is covered with red clothespins, and whichever ones are not knocked off by the hose, will be removed using the cat of nine tails. Even after the clothespins are removed, Alexander's brutal bombardment of water continues. The cold and punished Alexander must now cum while being flogged repeatedly.

Joshua James in 'New Sub Joshua James Faces Brutal Challenges Head On'

Joshua James - New Sub Joshua James Faces Brutal Challenges Head On

THE WALL- Joshua James is chained to the wall while still feeling fairly confident. That is, until the crop and zapper wear him down.THE PIT- Joshua discovers newfound sensitivity in his nipples as they are attached to clamps tied to either side of the room. Joshua then takes a flogging from all directions before, being suspended in the air to handle the floggers at full power.THE GIMP- Joshua awaits the Gimps hard cock while tied down to a fuck box, but not before feeling the wrathful power of the cane and crop. The Gimp fills Joshua's tight hole with hard cock, while two floggers smack against his feet. The Gimp blows his load all over Joshua's face. Joshua is proud to have overcome the challenges and shoots his cum all over the floor.

Tryp Bates in 'Struggles Against Excruciating Pain and Water Torment'

Tryp Bates - Struggles Against Excruciating Pain and Water Torment

Tryp Bates is a hot leather freak who loves pain. He's been through the wringer before with KinkMen; let's see if he can handle 30 straight minutes of extreme BDSM.THE CHAIR - Van leads Tryp to the the hard, wooden chair where he'll strap Tryp down and secure the stud with rope stretching his balls to the floor. Tryp can only grit his teeth as Van lines his pecs and balls with clover clamps. Van rains sharp stings from the crop all over Tryp's tender body before moving the clamps on his chest down to join the cluster already adorning his sack. Will the dozen clamps all over his balls and shaft make Tryp break?THE PIT - Balancing precariously on two wooden pegs, Tryp takes an edging from Van. The pleasure quickly flashes away when Van beats and flogs the daylights out of Tryp. Tryp only begs for harder and harder hits, so Van pulls out the giant flogger and gives the slut what he deserves.THE WATER STATION - Tryp hangs inverted over a tub of cold water as Van decorates his muscles with painful clothespins. Tryp takes dunk after dunk into the water, being brought up only for a cropping. Van lowers Tryp's whole body into the tub and waterboards him with a high pressure hose. Now with only seconds remaining, Tryp has to blow his load while fitted with a zipper. The painslut manages to complete the challenge with an eruption of cum, so Van rewards Tryp by tearing off the zipper and blasting him with cold water.

Jackson Fillmore in 'No Mercy for Jackson Fillmore: Beaten, Electrified, Humiliated and Fucked'

Jackson Fillmore - No Mercy for Jackson Fillmore: Beaten, Electrified, Humiliated and Fucked

Jackson Fillmore is a full-time BDSM lifestyler. Is his experience enough to help him endure 30 minutes of excruciating sadistic torment until he blows his load? THE PIT - Strapped down to the platform, balls secured tight to the front, Jackson stands completely immobile and must face a serious torrent of corporal punishment. Van starts with open palms and fists to tenderize Jackson's flesh before flogging it raw. THE CHAIR - Jackson sits in the electric chair, his lower half already starting this round with a painful current through his thighs. The torment intensifies with more electrodes clamped to his balls and an electrified butt plug deep in his hole. Van zaps Jackson's erect cock and runs electric arcs from a violet wand all over Jackson's body and straight into Jackson's ass. At the final moments, Van fries Jackson with the electrodes turned up to full power.THE GIMP STATION - Jackson has to make his cock hard for the gimp's arrival while Van lands sharp hits from the crop all over Jackson's ass. The gimp plows into Jackson with a raging hard-on as Jackson grits his teeth and moans. With his back splattered in hot wax, Jackson rides the gimp as he jerks off. Jackson successfully blows his load, but the clock is still ticking. His face gets smothered in the gimp's cum and Van finishes Jackson's 30 minutes with a wicked beating.

Seamus O'Reilly in 'Extreme Water Torment and Bad-Dragon Dildo'

Seamus O'Reilly - Extreme Water Torment and Bad-Dragon Dildo

Seamus is suspended over a tire and his body is covered with clothespins. Seamus feels the clothespins pinch against his balls, chest and face before Van gladly whacks them off using his trusty crop. Seamus already feels the sting on his now callous body. How much more is a he able to take?Seamus is bound and dangled upside down with new restraints. Seamus then feels the onslaught of Van's cat of nine tails. The bite of the the cat of nine tails makes Seamus beg for relief, which is given with a help of a good flogging.After some zapper torment, Seamus believes the worst is over. Van promises to stick a dildo in Seamus' little hole, but soon Seamus ass is stretched to the limit by the Bad-Dragon Dildo, and Seamus is mercilessly pummeled by the high pressure water coming from from a nearby firehose. Van covers Seamus face with a pillow case before repeatedly drenching Seamus with high pressure water. Seamus then gets the chance to feel twice the sting, as clothespins are reattached, and quickly blasted off with the water hose. Seamus only relief is the chance to shoot his cum all over the wet floor.


Zane Anders in 'Straight Southern Boy Endures a Hard Beating and Humiliating Ass Fuck'

Zane Anders - Straight Southern Boy Endures a Hard Beating and Humiliating Ass Fuck

30 Minutes of Torment returns in full sadistic flourish with straight stud Zane Anders. THE WALL: Locking Zane to the wall at at his ankles, Van nevertheless puts Zane's fate in his own hands. He'll have to hold tight to chains while taking a brutal beatdown, shocking and cropping. If he lets go from the pain and torment, his ass is toast. THE PIT: Zane has his balls squeezed into a parachute tightly anchored to the platform. He must stand perfectly straight as Van unleashes a flurry of hits from the flogger or face double the pain as the parachute pulls to the ground. Van generously lines Zane's chest in clothespins before making the stud endure the two-handed flogger. THE GIMP STATION: Zane finds himself rigged face-down, ass-up to rigid pipes, with a boot clamping his face to the platform. Van stripes Zane's ass and feet red with a cane before the gimp comes to plow his straight ass. As the gimp pumps away, Van torments Zane with his flogger. After the gimp glazes Zane's ass in cum, Zane gets flipped onto his back and must get hard while Van tramples and flogs his body. All challenges met, Zane finally blows his load.

Cass Bolton in '- Muscled stud with huge balls gets the edging of his life'

Cass Bolton - - Muscled stud with huge balls gets the edging of his life

Today for Men on Edge we brought in Cass Bolton for a hot and heavy edging session. Sebastian and Jessie get straight on work on the jock, tying him tight to the windows and having his massive cock and balls bulge from silicone rings. Jessie's mouth and a double hitachi treatment gets Cass moaning for an orgasm, but the two won't let him cum that easy. The boys flip Cass around and fuck his ass with an electrostim vibe and give the painslut a little taste of the flogger. Next, Cass is bound to a chair, a rope from the floor squeezing his balls. The boys worship Cass' feet before moving their attention back to his crotch. Jessie provides some CBT while Sebastian teases Cass with the vibrating sheath. At long last, Sebastian and Jessie feel generous enough to let Cass cum, but not without a cruel post-orgasmic torment and flogging.

Derek Pain in 'Indestructible Derek Pain - The Chair, The Pit, and The Water Chamber'

Derek Pain - Indestructible Derek Pain - The Chair, The Pit, and The Water Chamber

The Chair - Derek Pain begins his challenge bound in the chair as Van punches him in the chest and beats him with the crop. Clothespins are clamped across his chest and all across his balls as Derek screams at the top of his longs when each one is ripped from his flesh. The Pit - The bound body builder struggles to balance on stilts while enduring a flogging. After he's warmed up, Derek endures the biggest flogger Van possesses before he's taken off to the water chamber. The Water Chamber - Derek hangs, suspended over a giant water tank as he's dropped and plunges in face first. Clover clamps then pinch down his torso to keep him afloat before he's dunked back into the water. After three intense challenges, Van milks Derek's rock hard cock till he blasts his cum all over.

Sebastian Keys in 'My Life Changing Experience on 30 Minutes of Torment - Sebastian Keys'

Sebastian Keys - My Life Changing Experience on 30 Minutes of Torment - Sebastian Keys

After several excruciating months of planning this shoot, the day had finally come when I would put myself through 30 Minutes of Torment. I knew right off the bat this was going to be one of the most challenging moments of my life as soon as Van stopped the clock and said: "We're not doing the usual 30 minutes today, we're going as long as we have to." My first challenge was to bring out the anger inside me. As Van wailed on me with the paddle and flogger, the more I screamed, the harder he would hit. My next challenge was one I never saw coming, the infamous Chinese Water Torment. Wooden spears kept me in place with electrodes down my thighs and an electric butt plug shoved up my ass, tormenting me alongside the ice cold water dripping on my forehead. After pushing through the water torment, Van brought me to the padded cell, bound in rope for my final test. To complete my transformation, I had to bring out my inner dom, despite my submissive bondage as Van slammed me hard all across the room. The torment didn't cease until I proved that I AM MR KEYS.

Connor Maguire in 'House Dom Connor Maguire - Extreme Torment and Ass Violation'

Connor Maguire - House Dom Connor Maguire - Extreme Torment and Ass Violation

House Dom Connor Maguire finally steps up to the 30 Minutes of Torment challenge. The Bamboo Garden - Connor starts things off brutally, tied to bamboo chutes. Van works the muscled studs chest with some hard punches before caning his ass. With his cock hard, and tied up Connor endures more caning and nipple torment. The Pit - Strapped up with belts and balancing on pegs, Connor takes the flogging of his life as Van wields two floggers. We've seen him dish it out but the hunk can really take a beating too. With a dildo mounted on the platform, Connor squats on to it, enduring the ass torment as well as the stress position with another round of hard flogging mixed in. The Water Station - With Connor's entire torso feeling the agonizing pinch of the numerous clothes pins we hit him hard with the water. Each clothes pin is held by twine causing it to pull on the stud's flesh whenever he tries to avoid the intense spray. After a round of breath play Connor has gotten through his 30 minutes and cums hard after the day's session.

Jay Rising in 'Stud with a 10 inch fat cock gets torment to the extreme'

Jay Rising - Stud with a 10 inch fat cock gets torment to the extreme

Straight, East coast, stud Jay Rising begins his test in The Pit where Van works over all 10 inches of his fat cock. After getting hard from some ball squeezing Van promises to bring things full-circle before punching Jay's abs and chest. An intense flogging brings Jay to the brink and earns him his next chamber, The Padded Cell.In a full leather harness Jay is helpless as he's tossed around the room like a rag doll. The impacts bring him to his knees and with his ass exposed Van introduces the bamboo cane. Jay's ass, chest, and thighs, welt beautifully from the deceivingly painful whacks. Another round of slamming the cocky stud around the room gives Jay the impression the station is over, until Van returns with the crop to slap the sensitive welts all over Jay's body until he screams.Gagged in The Electric Chamber, Jay gets an electrified butt plug shoved up his ass while he endures the electric pads on his thighs. The Violet Wand agonizes the stud as the current from the plug fucks his ass. After using the mini-taser all over his body, including his tongue and cock, Jay has finally made it through his 30 minutes. Van maintains his promise to bring the ball squeezing full-circle as he grips Jay's nuts hard while the stud's monster cock oozes cum.

Joseph Rough in '- The stud can really take it!'

Joseph Rough - - The stud can really take it!

The Wall - Hot pain slut, Joseph Rough thinks he has what it takes to surpass the challenge that 30 Minutes of Torment has in store. He begins his first task with his hands and feet chained to the wall as Van gets his cock rock hard for a flogging. The boy embraces the leather whip against his skin before his nipples are pulled good and tight and his torso beaten down with Van's fists. - The Pit - With his hands bound behind his back, Joseph's given the cat-o-nine tails before metal clover clamps pinch against his supple skin. - The Gimp Station - Joseph has his hands and feet bound together as Van warms his ass up with the bamboo cane. The gimp is then let loose, his hard cock ready to fuck Joseph from both ends. With the gimp pounding away, Joseph finishes his three challenges by finally blowing his load.

Alex Adams in 'endures the cock, balls and ass torment'

Alex Adams - endures the cock, balls and ass torment

The Wall - Hands chained to the wall, Alex Adams is ready for the challenge in store for him. Van gets his cock rock hard before warming him up with punches to the body. He pulls and squeezes on the stud's balls before taking him off to the pit. - The Pit - Weights are added to Alex's balls before hot candle wax is poured all over his torso. Alex screams in pain from the heat against his cock before Van gives him a vicious flogging. - The Water Chamber - Alex is bound in electrical tape with clamps all over his chest, water spraying him in the face and on his tender skin. Clothespins are then clamped all down his torso as Alex struggles to hold up heavy buckets of water. After enduring all three challenges Alex is finally rewarded by getting to blow his hot load.