Latest 'Anal stretching' updates from Free Kink Men (Page 35)

When judgement time comes for slave 200, Connorligula halts Genghis Van and informs him of a new slave that must be punished for attempting to set Rome on fire. Slave 300 is bound between two columns as Genghis Van and Connorligula dual flog him. His nipples are clamped down hard as 200 and slave 100 are ordered to suck cock. All three slaves are bound to the cross as their punishment continues. 300 has weights clamped onto his nipples as Genghis Van torments him with a caning. Connorligula ties 100's legs up so his ass is open wide for his hard cock. 100 dangles in the air as he's relentlessly fucked before he and 200 are brought to their knees to worship Connorligula's feet. They blow their loads all over his toes before receiving a face full of Connorligula's cum.

Brandon Atkins is a horny pervert up to no good, when he's noticed peeping in the women's bathroom, the police immediately respond. They tackle the perv to the ground and cuff his hands behind his back, shoving him down on their cocks to teach him a lesson. They hold him down on the ground and piss all over his face before taking him downtown. In his cell, Brandon attempts to grab one of the guards by the neck, but before he can do anything the swarm of guards pounce on him and tear away his clothes. He's passed around for the other inmates' amusement, swallowing cock after cock before he's tied down on the sergeant's desk. They fuck him with a nightstick before ramming each of their cocks up the perv's hairy ass and fucking him to the sounds of his screams. After a relentless fuck, they each give the pervert a face full of cum before throwing him back in the hole.

House dom Christian Wilde sits on his throne as Randall O'Reilly approaches, locked in chastity and ready to serve. He's ordered to his knees as Mr Wilde begins spanking and cropping his ass red before ordering his sub to worship his leather. The feeling of the boy's tongue through his leather gets Christian rock hard as he shoves Randall's head down on his cock, balls deep. Bound between two pillars with a gag in his mouth, Randall endures the flogger before Mr Wilde bends him over and rams his cock up the boy's ass. He handgags Randall's mouth to muffle his screams before having the boy suspended horizontally in the center of the room. Hanging in the air, Randall has hot wax poured all over his body before Christian gives him another fuck and a load of cum on his face.

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.

Alexander Wilde The Great and Connorligula gather to summon Genghis Van from the future. The two Roman gladiators presents him two slaves for his amusement. Joined at the wrist, slave 100 and 200 crawl on their hands and knees and present their holes before they're ordered to worship their roman master's cock. After they're challenged to get their cocks hard, 100 and 200 wrestle for everyone's entertainment. When it comes to judgement time, it's bad news for both slaves. They're ordered to swallow their master's cocks while receiving a flogging from behind. Tied down on the wheel, 200 endures hot wax poured all over his body as 100 struggles to balance on the impaler. Alexander Wilde The Great and Connorligula ram their cocks up 200's ass before they're taken to the altar. Both slaves offer up their holes for their master's cocks. After a vigorous fuck, Alexander Wilde The Great rewards one of them with a mouthful of cum.

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.

In a bathroom full of horny cruisers, bound Marcus Isaacs is wheeled in with a spider gag in his mouth. The guys line up on both sides of the room and take turns pushing Marcus across the room as both of his holes slide right onto their hard cocks. Marcus then crawls around on his hands and knees as the guys line their asses up in the stalls for him to eat. They bury his face in their cheeks before seeing how many cocks they can shove into the whore's mouth. Bound on one leg, Marcus endures the flogger as the crowd cheers all around him. They fuck him with the fucksall before the cruisers ram their cocks up his ass one after another. Leo Forte then has the guys tie Marcus down to the urinals as they give him load after load of cum to his face. The cruisers finish the bound slut off by pissing all over his face to hose him down.

Handyman Trenton Ducati is taking out the trash when he notices a dirty bum, Rich Kelly, sleeping next to the dumpster. When Rich refuses to leave, Trenton slams him against the dumpster, tearing away his clothes and pushing him to the ground. On his knees, Rich is made to swallow Trenton's rock hard cock before he's dragged off and locked up in chains. The horny handyman hoses Rich off and shoves an enema up his ass to make sure he's good and clean. After ramming his cock up the bum's ass, Trenton has him bound in the center of the room, ready for a flog. He beats Rich down before suspending him by his wrists and ankles, his hole wide open for Trenton's cock. After a relentless fuck, Trenton cums all over Rich's face before milking a load out of the bum's cock.

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.

There's a big house party over at Connor Maguire's pad and the guys are all having a great time partying up. As the phone rings, Connor answers to his bitchy neighbor, Austin Chandler, who is always complaining about the noise. Irritated, Connor tells him to fuck off and resumes to entertain his guests. When Austin has had enough, he marches over, banging on the door to give Connor a piece of his mind. As the bitchy neighbor confronts the party goers, he spits in their faces out of anger. The crowd doesn't take too kindly to that, and they tackle him down to the ground. Kicking and screaming Austin tries to scream for help as the guys tear away his clothes and gag him with his own underwear before passing him around for everyone's pleasure. Connor orders the guys to shut Austin up with their cocks as Connor fucks him from behind. The guys run a train on Austin before Connor ties him to the stairs and flogs him for all the party goers. When the feisty neighbor spits back in their faces again, the guys tie him up in the doorway, standing on one leg as everyone takes turns fucking his ass into submission. They finish Austin off with a bukkake to the face before dragging him off to the bathroom for more punishment.

Muscled hunk Billy Santoro stands bound in rope with a blindfold around his eyes as his leather master, Dirk Caber approaches. Dirk begins pinching and biting Billy's nipples before warming him up with punches to the chest. Billy embraces the pain as his leather master breaks out the flogger and beats the stud front to back. Their cocks are rock hard as Dirk fucks Billy from behind, handgagging his mouth to muffle the bound stud's screams as he drives his cock deeper and deeper. On Dirk's bed, Billy is bound with a gag in his mouth as his dom whips him with the crop. After taking Dirk's cock up his ass once more, Billy has wax poured all over his torso and rewarded with Dirk's load all over his face.

Bound in chains, Tripp Townsend sits in the bathroom of a porn shop, blindfolded with a hard cock as the public approaches him. They take turns playing with his cock as clothespins are attached all over his torso. When Tripp starts to get a smart mouth the guys shut up with a cock in his mouth and add clothespins right onto his balls. One by one each clothespin is cropped off as Tripp screams in pain before the guys take him out of his chains and throw him against the sink. Connor Maguire holds him down and hand gags his mouth as the horny crowd comes up to fuck the boy from behind. With his arms tied above his head, Tripp endures Christian Wilde's flogger as he's mercilessly beaten red. The guys bend him over for Christian to ram his giant cock up Tripp's ass as they take turns shoving his head down on their cocks. The crowd then breaks out the fucksall and shoves the toy up Tripp's ass as they milk a load out of his cock. All horned up the guys push Tripp to his knees and make him beg for cum as they each cover his face with their loads.

Christian Wilde takes hot body builder Marcus Ruhl to his playspace for a session. Intrigued by the chains, Marcus has Mr Wilde lock his arms up. As the muscled hunk is locked in place, Christian removes his jock and begins sucking his uncut cock. Mr Wilde then grabs his flogger and beats Marcus down before shoving him down on his hard cock to swallow. On his stomach, Marcus feels the sting of the crop against his body before taking Christian's cock deep in his ass. The bound body builder is then propped up on his knees as weights are attached to his balls before he's taken to the bed. Tied down in place, Marcus has hot wax poured all over his body before his leather master fucks him once more and covers him in cum. Mr Wilde finishes the hunk off with a zipper of clothespins down his chest, as he milks all the cum out of his uncut cock.

Crawling on his hands and knees Brandon Moore brings in drinks for the crowd on a platter that's plugged in his ass. His ball gag and the platter are removed as Hayden Richards drives Brandon's head into the crotches of horny party goers. The guys shove as many cocks in his mouth as they can fit before Hayden has Brandon tied down on the fuck box. With their cocks out the guys line up for Brandon to suck them off while Hayden plows him from behind. Back in the center of the room, Brandon's hands are tied above his head with a spider gag in his mouth as the guys suck and stroke his hard cock. Brandon has clover clamps on his nipples and ordered to bite down on the chain as Hayden and Sebastian give him a dual flogging. The guys untie Brandon's hands as he's pushed down face first onto a couch full of horny dudes as he services their cocks while getting fucked from behind. The guys then drag him onto a table, pinning him down and shoving their cocks in his mouth as Brandon's hole opens up for a fist. They fist Brandon's ass and milk a load out of his cock before giving him some painful post-orgasmic torment. Back by the fireplace the guys circle around the community slut and douse his face with all their cum.

Tyler Sweet sits at the bar, sipping his drink when a muscled hunk, Trenton Ducati, joins him at the bar. As Tyler admires Trenton's outfit, he learns it's for a bondage club called The Onyx Tribe. Intrigued, Tyler follows Trenton as he warps the two of them to his lair. Trenton morphs into his Onyx uniform and orders the boy to remove his clothes. On his knees Tyler worships Trenton's boot as the muscled Onyx crops the boy's ass. Trenton grabs the boy by the neck and throws him up against the wall before throwing him down to his knees to suck Trenton's hard cock. Chained to the wall Tyler's bent over as Trenton rams his cock deep in his ass, pounding him harder and harder to the boy's screams. Trenton then takes out his flogger and whips Tyler into submission before binding him down on the table. Tyler feels the violet wand against his skin as Trenton sucks on the boy's cock and shoves a metal plug in his ass. Trenton then removes Tyler's plug and fucks him again, using a pulley system around the boy's neck as he rides Trenton's huge cock. Tyler blows his load onto the Onyx members chest before Trenton throws the boy down and cums all over him.

The Wall: Lance Hart is chained to the wall as Van puts on his gloves, punching Lance's chest while covering his mouth when he screams. Van gets the bound stud's cock hard before giving him the flogger. The Chair: Lance is bound with weights on his balls as Van drips hot wax all over his chest. Lance screams from the burning wax hitting his skin while more weights are added to his stretched nuts. The Water Chamber: His hands bound above his head, Lance stands in the water chamber as he's caned from front to back. Suspended off the ground, Lance endures blasts of water spraying him in the face before Van brings him back down and challenges him to blow his load.

DJ Billy Santoro blasts his music while the bar patrons party below. Too bad for Billy no one's liking his music, after being booed by the crowd Billy's had enough. He goes down to the bar and tells everyone to fuck off before spitting in their faces. The irate crowd jumps on the fucker and wrestles him to the ground, tearing away his clothes as he screams for help. The big muscled dj pushes them off and tries to make his way for the door. The guys stop him and drag him back down to the floor with his hands bound behind his back. Billy's passed around for everyone to beat him into submission before throwing him onto the bar to punish him with their cocks. The guys hold him down as they turn him into their community slut, taking turns ramming their cocks deep in his ass as the pig screams for help. He's dragged onto the stage bound in rope as Jessie Colter holds him down while Christian Wilde flogs him to the chant of the roaring crowd yelling: "FUCK THE DJ!" Billy's dragged around crawling on his hands and knees, the crowd shoving his head down on all their cocks and covering his face in cum. The horny crowd then holds down the muscled whore on a table as the guys run a train on him, gang fucking him and finishing him off with shower of cum.

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

Dirk Caber brings Damien Moreau to his play space and shoves the boy's face into his armpit. Neither one willing to submit, Dirk and Damien go back and forth to determine who's exactly in control. Dirk overpowers the boy and grabs Damien's hands, locking them up above his head. Mr Caber kneels down to Damien's rock hard cock and bites down on it as Damien screams for mercy. He's then brought to his knees for Dirk to teach him a lesson in how to suck cock. Damien swallows his master's cock as Dirk beats the boy down into submission. Suspended in the air, Damien swings back and forth as Dirk pulls him by the balls before bringing him down to cock sucking height. He shoves his hard cock down the boy's throat before shoving an electric butt plug up Damien's ass with electrodes stuck to his thighs. Damien's hard cock throbs as electricity surges through him as he's let down and chained to the wall for a flogging. The boy's screams fill the room as Dirk beats him front to back with the flogger. Chained down on the bed with a ball gag in his mouth, Damien's hole is presented for Dirk's hard cock. He fucks Damien hard in the ass before spraying his cum all over the boy's face and having him suck it clean.

House dom Hayden Richards has dommed plenty of times on BG and BIP, now he comes to 30 Minutes of Torment, ready for the challenge in store. He's stripped down to his jock as his hand and legs are bound in the chair. Hayden feels the sting of the crop against his skin before Van gives him a few punches to the chest. Van gets the stud's cock nice and hard before surprising him with clothespins. One by one, Hayden feels the pinch of every clothespin as they're attached to his balls and tied down with twine. With a row of clothespins on his balls, Van pushes Hayden even more, beating him with the crop as his sensitive balls stretch from the clothespins.

Pain slut Dylan Deap strips down to nothing but a jock as he's locked in place and bound in leather. After enduring the flogger, Dylan gets his cock rock hard, his cock and balls bound in rope as his flogging continues. In the padded cell, he's tossed around and tormented with the zapper and the crop before Van breaks out the cattle prod. The boy screams in pain as the crop rains down against his skin, his balls being crushed under the weight of Van's boot. Dylan's then bound on a pedestal with the wooden cane beating against his ass before Van has his gimp shove a hard cock in Dylan's mouth. Dylan's repeatedly flogged as he takes a rough fucking from the gimp's hard cock. Van pries the boy's mouth open as the gimp shoots a hot load of cum right into his mouth. Dylan's then let down as Van milks a load out of his cock, finishing Dylan off with some post-orgasmic torment before smacking all the cum back in Dylan's face.

Bound and blindfolded, Nomad awaits with a bit gag in his mouth as Van approaches, punching the boy's chest. The blindfold is removed as Nomad endures a flogging, turning his pale skin bright red. In the roman bath with a pillow case on his head, Nomad has his hands bound behind his back with weights tugging on his balls. Van approaches with a crop in hand as he orders Nomad to his feet and attaches clamps all over his torso. He beats the boy down with the crop, adding more and more weights to his balls as his beating continues. Nomad is then presented with durian fruit at his feet as he's ordered to kneel on top of the sharp pointy fruit. After getting a nasty mouthful of the durian fruit, Nomad's hosed down with blasts of water spraying him in the face as he's bound in the chair. After enduring relentless torment, Nomad's challenged to finally blow a load out of his aching cock.

At a well known cruising bathroom, horny dudes line up in the stalls, playing with each other's cocks when janitor Marcus Isaacs comes in to clean. Irritated, the janitor ignores all the perverts When one of the cruisers approach him, Marcus gets mouthy and shoves him away. Even though the cruisers think he's hot, they don't like his attitude at all and agree they need to teach him a lesson. Marcus is tackled from behind as he's taken to the ground, the crowd tearing away his clothes and gagging him as he screams for help. They get his cock hard and tenderize him with the crop as the crowd holds him down. Marcus endures a flogging before being pushed to his knees with cocks rammed down his throat. The guys then tie his arms up in the stall and bend him over for a rough fuck. The gang fucked janitor is then suspended in the stall, sucking and stroking cock as the guys take turns fucking his hole. They cover his face in cum before dragging him off, kicking and screaming for more punishment.

The crowd circles around bound stud Ray Han with his rock hard uncut cock as horny guys come up and suck him off. Everyone cheers as Ray's beaten with the flogger, his uncut cock stiff as a board as the whip swings against his skin. Adam Herst orders the guys to lift the boys legs in the air for a good ass fucking. After taking every inch of Adam's cock, Ray's brought around, crawling on his hands and knees begging for cock to suck. The guys spit in his face and drag Ray to the bar, his hands cuffed behind his back as he takes more cock from behind. Ray's moans are muffled with handgags as the guys ram him harder and harder. Tied down in the center of the room Ray strokes and sucks cock as the horny crowd takes turn fucking his hole. They cover the whore's face in cum and jack him off till his uncut cock explodes all over his chest. As a little post-orgasmic torment, the guys tickle Ray's extremely ticklish feet as he squirms and screams in his bondage.

Eli Hunter and Doug Acre have their hands bound as Christian Wilde assists Van Darkholme by tearing off the boys' clothes and issuing them their slave numbers: Doug 153 and Eli, 998. The two are then put to the test to see who is the bigger pain slut. Christian holds 153's fat cock in his hand as Van whips it with the flogger. 998 is then tormented with the electric zapper before Van breaks out the cane, beating both boys red as they scream in pain. Suspended on the ladder with gags in their mouths, both slaves open their ass as Van and Mr Wilde get ready to fuck. Christian rams his cock deep in 153's ass as 998 moans from the rapid penetration of the fucksall. On the bed, the two slaves have their balls tied to each other as Mr Wilde takes turns fucking their asses. They're then flipped over on their backs as Van and Christian pour hot candle wax all over their bodies. After an all out fuck-fest, the two slaves blow their loads onto their torsos while Mr Wilde sprays them down with cum and has them polish off his beautiful cock.

At a sex shop here in the bay, shoppers search around the store as Tripp Townsend is brought in, bound and gagged, ready to be whorred out to the public. The shoppers gather around and feel the boy up as they tear his clothes away and push him to his knees to suck cock. He's passed around, the crowd shoving as many cocks as they can fit into his mouth before Tripp is bent over the counter and fucked for everyone to see. The guys take him to the back of the store, dressing him up in a skirt for some humiliation before the crowd shoves their cocks in both of Tripp's holes. Back in the front of the store, the little slut is held down and fucked for everyone to see before he's shoved to the ground, ready for everyone's load on his face. Tripp begs for cum as everyone lines up and covers his face with their hot steamy cum before taking him off to the bathroom to whore him out even more!

In the house of the lord, Father Acre finishes his prayers. Before he greets the masses, Father Acre grabs his cross and begins touching himself. The horny priest blows his load onto his stomach as Father Richards walks in on him. In an angry fury, Father Richards takes the sinning father down to the catacombs below, binding Father Acre and beating him with the crop. The bound sinner endures hot wax all over his giant cock and torso before he's shocked with the zapper and punished with a zipper of clothespins. Standing on electric pads, Father Acre feels the sting of Father Richards' belt on his backside as he's tormented with electricity. The young father has his legs suspended in the air with his big cock dangling beneath him as Father Richards relentlessly flogs him. Father Acre begs Father Richards to fuck the devil out of him!

In a dingy bathroom, the BIP crew along with horny party goers drag in bound, muscled stud Jason Miller, tossing him across the room as he's passed from one guy to the next. Christian Wilde leads Jason around by his fat cock as everyone comes up to grope him. The guys line their asses up as Jason's brought to his knees and his face shoved into each cheek. Everyone gets so horny they tie Jason up and fuck him from behind as he's beaten with the crop. One of the party goers shoves a beer bottle up his ass and the guys make him squirt it all out for everyone to see. The crowd comes up and clips clothespins down Jason's sides for a zipper. The guys surprise Jason with the tormenting cattle prod as the zipper is released and Jason's screams fill the air. The guys take turns fucking Jason again in the bathtub before covering his face in cum and having him polish off each cock. The crowd finishes him off by holding him down and hosing him off with some piss before leaving him in the messy tub.

Rico Romero is studying in the classroom by himself when the creepy handyman Trenton Ducati comes in to fix the heater. Trenton notices the boy studying and tries to be friendly with him, but all he gets is a cold shoulder from Rico. When Trenton has enough with Rico's attitude he sneaks up behind him and drags him out of the classroom. Rico finds himself locked in a body cage, gagged and blindfolded. His perverted captor tosses his clothes in the trash and gives Rico a beating with the crop before shoving his cock in the boy's mouth. Rico swallows Trenton's big hard cock before being shocked with the zapper all over his body. The perverted handyman fucks Rico from behind as he fills the room with his screams. Bound in the center of the room, Rico has his cock played with as Trenton flogs his sex slave from his chest all the way down to his feet. On his bed, Trenton lays back as he rigs his captive boy to ride his cock before throwing him onto his back for more fucking. Trenton chokes Rico the harder he fucks before cumming in his mouth and making him lick up all the cum.

On the castle upper floor, 50+ horny dudes arrive for our Thanksgiving gala and Brandon Moore is the guest of honor. Jessie Colter and Hayden Richards carry the boy in with his eyes blindfolded and his hands bound behind his back, as he's passed around for the crowd's pleasure. Everyone at the party circles around and grope the stud's cock before he's put to his knees for some servicing. We write all over Brandon's chest, face and ass expressing exactly what he's thankful for. When we ask he screams: "I'm thankful for dick, sir!" The crowd laughs as he then shows how thankful he is by opening his hole up for for the crowd to fuck as he continues to service the crowd, sucking and stroking with everything he has. He works on the crowd's cock till he gets load after load of cum on his face. We drag the boy in front of the fireplace and give him a DP fucking as he's still made to swallow and stroke cock. After stuffing as many cocks into Brandon at once, the guy's bring him to his knees and have him begging for cum as they reward him with a bukkake.

Connor Maguire orders his boy Mike De Marko to his knees as he removes his clothes. With a boot on his back, Connor inspects Mike, slapping the boy's ass red before stringing his hands up to the ceiling. Mike endures a flogging as Connor pulls on the boy's cock as he viciously whips him. His arms locked in the stockade, Mike's ass is wide open for Mr Maguire's pleasure. He rams his cock down his sub's throat before beating Mike's ass with the paddle. Once it's nice and red Mr Maguire fucks his boy's ass before having him suspended on the dungeon bed. Connor plays with his and Mike's cock as the bound stud dangles above him. He flogs Mike's ass before climbing on the bed and railing his sub's ass once more. Connor milks a load out of his cock before having Mike sucks every drop off.

Horny on lookers wait around with their cocks out at a local balloon shop as Presley Wright crawls on his hands and knees ready to service any meaty member in sight. Everyone takes turns with the boy's mouth, fucking his throat before taking him to the front window for more cock. Presley's bent over taking cock after cock rammed up his ass while pedestrians stroll by on the sidewalk. Bent over the counter, the guys humiliate Presley with a clown wig on his head as he takes more cock up his ass. The horny crowd shoves dildos in the whore's mouth as he's fucked from behind before begging for everyone's cum. After taking loads of cum all over his face, the guys edge Presley's cock before letting him finally blow his load all over the floor. They finish Presley off by holding him down and spraying his body with silly string before tossing his naked ass out onto the street.