Latest 'The pit' updates from Free Kink Men (Page 2)

The Pit - Jordan Foster stands with his hands bound behind his back as Van cuts away the boy's jock. Once his cock is rock hard, Jordan endures a beating and a heavy flogging before he's taken to the chair. The Chair - With a ball gag in his mouth, heavy weights are added to Jordan's balls as clothespins are attached all across his torso. One by one Van crops the clothespins off and torments the boy's nipples as he screams in pain. The Gimp Room - Jordan is bound with his feet in the air for a caning. His torment continues as he's suspended in the air until the Gimp is ready with his hard cock. Jordan's relentlessly fucked in mid-air as Van torments him with the zapper. Finally, a rope is tied around his neck as Jordan rides the Gimp's hard cock, enduring one last flogging as he's challenged to blow his load.

This is a very special update. Our house dom takes the ultimate challenge. The Wall - Christian Wilde is chained in place as Van shoves a ball gag in his mouth and tears away his jock. Taking punches to the chest, Christian's rock hard cock stands at attention before Van breaks out the flogger. - The Pit - With his balls tied down to the floor, Christian takes the crop all over his chest as clothespins are clipped across his torso. He screams in pain as soon as the clothespins are removed before he's given the flogger once more. - The Water Chamber - Bound in electrical tape Christian has clover clamps attached all over his body as water sprays him all over. Christian pushes through with all his might as the streams of water torment the painful clamps. After three challenges, Van milks Christian's aching cock till he sprays his cum all over.

The Chair: Straight stud Casey More is bound in the chair as Van gets the boy hard and ties up his cock. Casey breathes through the pain as Van beats him down with punches to the torso. The Pit: Struggling to stand on wooden blocks, Casey is bound with his arms behind his back as he's flogged from front to back. The Water Chamber: Casey's hands are tied above his head, with his legs spread apart. Van approaches with the crop and beats the stud red before pinching clothespins all down his torso. Casey's screams fill the chamber as water blasts him in the face. After having all the clothespins sprayed off his skin, Casey is challenged to blow his load.

The Wall - Doug Acre's bound in chains as Van grabs him by the dick, getting his big cock hard. With a ball gag in his mouth, Doug endures heavy punches to the chest before he's dragged off to The Pit. - The Pit - Weights are attached to Doug's balls as he struggles to stand while feeling the sting of the single tail. More and more weights are added as Van places candles below Doug's knees to keep him standing. - The Water Chamber - Suspended upside down, Doug dangles over the bathtub while Van beats him with the cane. Doug is then repeatedly dunked into the water before having clothespins attached all over his body. Van sprays him with the hose and dunks him in the water, pressing his boot on Doug's head to keep him down. After three intense challenges, Van challenges the big dick stud to finally blow his load and receive some post-orgasmic torment.

The Pit: Red haired stud Seamus O'Reilly takes off his clothes and has his hands chained to the wall and his feet tied down. With a gag in his mouth, Seamus gets his cock hard as he's beaten down with punches to the body. Van grabs the boy by the balls and pulls him up onto the tip of his toes, his cock still pointing to the sky. The Chair: Tied down to the chair, Seamus has medical clamps attached to his torso and weights pulling down on his balls as he's beaten with the crop. The Gimp Room: The bound ginger endures the sting of the bamboo cane, screaming in pain as he's beaten all over his legs, ass and bottoms of his feet before he's bent over to service the gimp. Seamus swallows cock as he's flogged from behind and ordered to ride the gimp. As he bounces on the gimp's hard cock, Seamus is challenged to blow his load while continuing to receive his flogging

House dom Connor Maguire wakes from his slumber, feeling horny and ready to torment his newest plaything. Connor walks over to his footlocker and pulls out a trembling Logan Taylor. Logan worships Connor's boots and endures a paddling. Next, Connor pulls Logan onto the bed, tying a rope to the pitiful boy's neck. With his chest covered in clamps, Logan takes Connors dick deep inside. The torment continues as Logan's body is bound spread eagle and flogged. Connor again reams Logan's asshole and covers his plaything in a hot load. Satisfied with the pain Logan took through the night, Connor milks a load from the boys cock before placing the boy back in his box and returning to sleep.

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.

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.

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.

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.

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.

Max Cameron takes on torments from the wall, the pit, and the water station.

Muscled hunk Jordan Boss pushed to his limits with merciless beating and electricity.

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.

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.

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.

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.

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.

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.

In this hot 30 Minutes of Torment, originally published in 2016, muscle god Jordan Boss is savaged in bondage with punching, slapping, flogging and electricity. First: THE WALL! After stripping out of his clothes, Jordan stands exposed against the wall as Sebastian quickly and skillfully binds his arms and legs. After a brief warm-up with punches and smacks, Jordan receives the cropping of a lifetime. Up next: THE PIT! Unforgiving black ropes bind Jordan in place as he stands exposed in the middle of the pit, awaiting more punishment. Sebastian flogs him mercilessly, raining hits down on Jordan's muscular chest, abs and gorgeous meaty ass, before placing clover clamps on Jordan's nipples and tying them overhead, effectively rendering him motionless as each smack of the flogger worsens the pull of the clamps on his nipples. Jordan continues to play the tough guy, but will being hoisted into the air and flogged finally break him? Finally: THE ELECTRIC CHAIR! Jordan has never played with electricity before, so Sebastian is even more motivated to show him the wide range of torments that electrical toys have to offer. Strapped in place, Jordan squirms and struggles as the electrodes on his thighs send shock waves up into his body -- he can only watch in horror as Sebastian runs the violet wand across his legs and into his tight hole before zapping him repeatedly with the terrifying cattle prod. Finally, Jordan receives a brutal fucking from the Shockspot with the electrodes still strapped to his legs, and blows a huge load all over the machine as it pounds deep into his ass.

Brogan begins his challenge by stripping down to his clean white underwear. Rope binds his Wrists and ankles to the wall. Christian Wilde begins with the handwork, punching and slapping Brogan?s chest, abs, and exposed hard cock. The Pit: Completely bound in belts, strapped up without a wall to protect his backside, Brogan takes a three hundred and sixty degree beating from Christian and his flogger. Christian does not hold back. Clover clamps bite down on Brogan?s most tender bits: his nipples and testicles. More flogging, more pain, more crying. The Water Station: Brogan dreads this the most and it?s worse than he feared! Before Christian turns on the water hose, he covers Brogan?s balls and torso with clothespins. The jets of water tear away each clothespin. It?s time for the crop. The sting of the crop is extra painful on Brogan?s inflamed, wet skin. The grand finale is the Hood, the item that makes Brogan cry. He is terrified as Christian covers his head and turns on the water hose. Will Brogan survive the Hood, or will he quit? Even if he does survive, is he man enough to cum at the hand of his tormentor?