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

Leather Daddy Kristofer Weston gets his boy Scott Ryder suited up in leather for a day of fun. He fits the hood around Scott's face before locking it shut. Next is the leather straight jacket that fits snug above Scott's caged cock. Helpless in bondage, Scott is at whim of his Daddy.Kristofer spanks his boy's ass red before pushing a fat plug in his hole. Ass full, Scott sinks to his knees to service his Daddy's hard cock. After sucking to Kristofer's satisfaction, he's strapped down with his legs and arms up in the air.Scott moans as Kristofer reminds him he's just a hole and stretches his ass open on different dildoes. After the fattest one is securely tied in his hole, his Daddy brings out the cane. Soon Scott's thighs are decorated with red stripes and his Daddy fills his ass with a hot load before plugging it up for the foreseeable futureWatch: 'The Suffering of Scott Ryder: Part One'

Tied down to a chair with a sack over his head Cesar Xes can't move and he can't see. Isaac X has complete and total control over Cesar as he looms over his sexy sensory deprived detainee with the cane threatening to beat him up real good if he doesn't tell him what he wants to know. He clamps his nipples and strikes his muscular chest with the cane. This is a kinky interrogation and Isaac will do whatever it takes to get what he wants. He unleashes Cesars long cock from his tight jeans and spit polishes his dick while pulling the chain on the nipple clamps. Isaac has Cesar by the balls as he wraps his nut sac in a chained leather pouch and reminds him of all the nasty dirty things he's going to do until he talks.Now standing gagged and restrained Isaac delivers another load of corporal punishment with flogging, slapping and then inspects the slutty hole Cesar has to offer. It turns Mr X on to inflict all this pain as he watches Cesar twist and groan and try to get away. His dick is stiff and needs to be sucked so he removes Cesars mouth gag and replaces it with his thick cock. Cesar knows how to suck cock and boy is it hot! Isaac is so turned on he voraciously eats Cesar's ass out and then fucks his juicy hole out until he cums all over his face. Cesar licks it all up and then Isaac lets him jerk off and shoot a fat load.

Rocky Maximo makes Matthew Grande his Little Bitch in their first Kink shoot. Blindfolded and bound to the St Andrews cross Matthew Grande squirms and groans as the sadistic Rocky Maximo manhandles his plaything. Rocky crops and canes all the sensitive parts of Matthew's body turning his skin red and splotchy and then counteracts the shocking pain with tickle torment causing Grande to burst out laughing as he jerks around trying to escape his bondage. All that laughing soon turns into whimpering moans as Rocky grinds a huge sinister looking dildo up Matthews tight hole. He is gagged and hogtied to a fuckbench with his legs spread wide open just taking it deep and hard as Mr. Maximo gets his little bitch ready for real cock. Finally flipped over on the bench with his ass up high Rocky fucks Matthews tight hole until he shoots his hot load all over Matthews face.

Tom Barnes has Ashley Ryder in his on his back, strapped to a mattress. He sucks Ashley's nipples and grabs at his cock. He hits Ashley's muscular chest and abs with a wooden cane. Tom pulls Ashley's cock out and starts sucking. He whips out his own cock and fucks Ashley's mouth. Ashley gets jerked off and denied an orgasm. Tom flips him over onto his stomach and spreads Ashley's legs and then his ass cheeks. He dives in face-first and licks Ashley's hole. Tom sticks Ashley's cock and balls in a pump and pumps it up. After a few hard spanks, Tom puts a huge dildo onto a strap-on and plunges it into Ashley's hole. After that, Tom fucks him with his real cock and cum on his asshole. Tom stands over Ashley and pisses in his mouth. He shoves his cock down his throat and orders him to drink the rest.

Naked and chained up with a fetish mask covering his mouth Cazden Hunter can't escape his bondage as Arturo and Dominic explore his hot body and let him know he is all theirs today. They bite his nipples, squeeze his uncircumcised cock and cane his chest and muscular abs. Arturo licks Cazden's ripe uncut dick clean as Dominic humiliates him and whips him with the flogger. These leather clad Daddy's jerk Cazden's cock to the edge over and over again and punish him for almost cumming. His nuts are swollen and cherry purple from holding it all in. Next Cazden is on his knees with wrists cuffed together as he slides his tight hole down onto a massive dildo. It barely fits in his ass but his hungry pig hole won't have it any other way. He rides that fat cock all the way up and down stretching his hole so good while he sucks Arturos hard dick.Just when you think he can't take anything more in his butt Dominic presents an even bigger, thicker knob for his ravenous ass. Finally Cazden gets his hole stuffed with real cock and gets it from both ends. Arturo face fucks his pig and Dominic pounds his ass. They switch places so everyone can get in on all the hungry swine hole action. Cazden sucks Dominics dick while Arturo fucks Cazden's ass until they both shoot hot loads all over their little piggy.

It?s a kinky Thanksgiving fetish feast with fresh hot ass to feast on. Marco Napoli is preparing a delicious meal with all the fixings and the main course is Ace Stallion. Thoroughly bound with a chastity cage on his cock, an anal hook and an apple in mouth like a roasted pig, Ace is face down and prepared for Marco?s delectation. Starting with impact play and donning black leather gloves, Marco inspects the meat, slaps Ace?s ass and thighs tenderizing all the pieces and parts. Then as an appetizer he devours Ace?s feet licking and sucking his toes and follows up with a good caning to his ass and sensitive arches. Flipped over on his back, Ace takes a long black dildo up his ass to get warmed up for what?s to come. Marco then fills his hole with a bigger, wider black cone shaped butt toy and drives it in deep causing Ace to prolapse. Then taking it to the next level, Marco stuffs Ace?s ass full of his big lubed up fist and fucks his hole with ease. Mr. Stallion loves it and wants more so Marco stretches his ass with another hand almost double fisting him and taking Ace over the edge with pleasure. Finally, still bound with rope Ace is leaning over the Thanksgiving table with his face buried in pumpkin pie as Marco stuffs Ace Stallion?s ass full of hard cock and his hand at the same time fucking and fisting until Marco busts a hot load all over his sexy, sweet and savory Thanksgiving treat. Dig in!

As the new office hire, all Colt Spence has to do is file the forms in alphabetical order. His boss, Ethan Sinn, says that it is crucial that he does NOT mess it up. So, after Colt makes several mistakes, Ethan confronts him about his horrible job performance. Suddenly, things take a dark turn for the boss. Colt had quickly figured out that his boss is actually running a very illegal scam from the office! Now that Colt knows Ethan?s dark secret, he threatens to tell the police unless his boss does whatever he says. Ethan is now at the whim of Colt?s sexual desires and the first thing he makes his criminal boss do is get down on his knees and take a mouth full of his sweaty feet. Colt?s rock-hard cock grows in his tight office khakis as his boss sniffs his feet and sucks on his toes. Colt demands that Ethan suck his cock, but Ethan hesitates. So, Colt grabs the back of his head and makes him take a deep sniff of his crotch. Ethan?s face is smothered by Colt?s fat, meaty dick. To avoid being reported to the police, Ethan knows he must do whatever Colt says, so he takes the entire length of Colt?s cock down his throat and obediently sucks him off. Then, Ethan is completely humiliated when he is bent over Colt?s desk and spanked over and over with his own clipboard. Colt finally brings him down into his dungeon to show Ethan that HE?S the real boss now. Ethan is stripped completely naked and tightly bound in rope. A stainless-steel anal hook is inserted into his ass and a spreader bar prevents him from closing his legs. His wrists are restrained above his head. The leather-gloved Colt is ready to dominate his pathetic boss, starting with tormenting his nipples and slapping his naked flesh. He strokes Ethan?s huge cock and edges him to the point of insanity. Colt will control exactly when his submissive plaything can cum. He will make him go through a gauntlet of sadistic flogging, caning, and rough sex to earn that privilege. By the end of it, Ethan has taken so much cock in his mouth and ass and swallowed loads of cum. Everyone knows who the boss is now!KinkMen proudly presents Christian Wilde?s directorial debut!

With a snap of his fingers, Christian Wilde has Derek Kage bound in rope to a suspended chain-link fence. In order for Derek to find his truth, he must endure the torment and bondage. Christian covers Derek?s body in clothespins and hits him hard with a leather paddle. Derek?s cries make Christian?s dick hard and so he fucks Derek?s whining mouth. Christian zaps him with electricity and then hangs him in a one-legged rope suspension. Christian stretches his hole with a dragon dildo and then slides his big fat cock deep inside, fucking the cum right out of him. Christian beats Derek with a cane and then blows his massive load, concluding the transition.Silent Hill Delirium SERIES MAIN PAGESilent Hill Delirium Part 1Silent Hill Delirium Part 2Silent Hill Delirium Part 3

Sage Roux is hanging at home watching horror films when he gets a phone call from a friend inviting him out. Not in the mood for being social he declines, but winds up going to bed early after getting too freaked out from the movie he is watching. In the middle of the night, he wakes up to see a silhouette of a figure standing in his bedroom doorway. In a panic he flips on the bedside light, but the figure vanishes. When he turns it back off it, the mysterious figure reappears. Convinced it?s just his eyes playing tricks on him, Sage tries to go back to sleep, until a hand grabs his ankle and pulls him out of bed. Suddenly tied up in rope, Sage is at the mercy of the mystery figure who reveals himself to be Jay Tee. Jay gets off on tormenting Sage with ruthless impact play, switching between a crop, cane, paddle, and flogger. Sage?s mouth and ass get wrecked by Jay?s rock-hard cock. Finally, after Sage gets a fat load stroked out of him, he wakes up and realizes it was all just a nightmare?.or a fantasy?..

Sexy recruit Quin Quire slept in and missed a round of physical training with his squad because he was dreaming about getting his dick sucked by his hot drill sergeant, Brian Bonds. But Sergeant Bonds abruptly interrupts Quin?s fantasy dream and orders him to do an excessive amount of drills to make up for it. After being verbally chewed out, Quin is surprised when his Sergeant aggressively kisses him. He seizes the opportunity to turn their power exchange around and takes Brian down. Now at the mercy of the recruit, Sergeant Bonds is bound, gagged, and gets pinched with clothespins all over his body. Quin grabs a flogger and knocks the clothespins off one by one before grabbing a second flogger and punishing his Sergeant with a vicious lashing. Next, the Sergeant is stripped out of his pants and tied up to balance on only one leg. The recruit uses a leather and wooden paddle to work over Sergeant Bond?s ass, leaving it with deep red marks. Quin then proceeds to drill his Sergeant?s mouth and ass deep with his rock hard cock. Finally, Brian is on his back with his wrists restrained to his legs with rope. After fucking his Sergeant?s ass some more, Quin gets a good whiff of Brian?s feet and decides to punish him with some bastinado. Quin plunges his dick back into Sergeant Bond?s ass and fucks him hard till he shoots his creamy load. Not quite finished with the torment, Quin works his whole fist into Brian?s greedy hole and milks his Sergeant?s dick.

Yinnie DeDom is as his name suggests usually the one to give out the punishment but today we get to share with you this super hot scene where Yinnie completely submits to Chris Damned. Yinnie is prowling the club looking for a hook up when he gets bored and decides to make his way to the pool area to have a smoke. Chris Damned comes over and sits in the chair across from him and lights up. It only takes seconds for the guys to lock eyes with one another and start getting horny stroking their cocks. Yinnie is there to get slutted out and cant control himself he walks over and starts sucking Chris?s huge cock right there on the side of the pool. Chris eats Yinnie?s ass until he pops up and whispers in Yinnie?s ear ?Meet me in the backroom.? When Chris gets Yinnie to the dungeon the punishment begins with Yinnie tied up to the wall with his arms to his sides and Chris uses his cane on Yinnie to soften him up. It becomes clear quickly that Yinnie DeDom can give out pain but no one is a bigger pain slut than himself. Begging Chris for more and thanking him with each crack of his flogger across his chest. Chris brings Yinnie to the point of having a paingasm. Shaking and panting Chris passionately kisses Yinnie before moving him to his next position. Yinnie is suspended from his legs and arms with his head hanging freely backwards the perfect position for Chris to work him over with his crop while fucking Yinnie?s throat like a cock hungry slut. Chris takes the spit from the back of Yinnies throat and uses it as lube to get a quick footjob. Yinnie gets his tight asshole stretched out by Chris?s massive cock until Chris pulls out and shoots a huge load all over Yinnie?s ass. Finally Chris unties Yinny and chokes him while Yinnie jerks himself off and sprays cum everywhere.

When Benvi catches Max Adonis skimming the tip pool at work Max has to pay with his ass. First time doming at Kink Benvi takes charge right away to set his friend straight. Tied up, blindfolded and on his knees Max gets the crop on his nipples, clothespins on his tongue and nuts and a mouth full of Benvi?s cock to pay back his debt. Then gagged and suspended Max gets his asshole licked, caned and fucked hard while Benvi laughs and reminds him that he has a lot to pay back. Finally bent over and tied to a table Benvi gives Max a good beating with the paddle and fucks his thievin? ass until he blows his load and then makes Max get off for him.

After getting a good pump on at the gym, hot and sweaty Jackson Valor visits his friend Johnny Ford at work at a dirty construction site. But this is no ordinary visit because Johnny is horny and wants to get some hardcore action from the unsuspecting Mr Valor. Johnny grabs Jackson and tears his shirt off so he can feel his taut, hard body. His big hands hold Jackson?s neck tight as he bites his neck and ear arousing him greatly. Jackson is more than willing to be Johnny?s submissive little slut and can?t wait to give him everything he wants. Wearing a jock strap and a leather collar Jackson is on his knees with his hands tied behind his back as Johnny manhandles and teases his dick hungry sub to get him ready. Mr Ford wraps duct tape around Jackson?s head to cover his eyes and deprive him of sight and then fills Jackson?s warm, wet mouth with his big hard cock. An intense cock sucking, deep throat fucking session ensues. Then in predicament bondage Johnny continues to please his dom by sucking his dick and taking it way down his throat. Moving onto the bed now Jackson is bound with an anal hook in his hole as Johnny torments his slutty sub?s feet with the cane causing him to writhe and moan from the pain of the cane and pleasure of the metal hook in his ass. After some foot fucking, paddling and lots more cock sucking Johnny Ford finally fucks Jackson?s tight ass. First face down and then on his back Jackson jerks himself off as Johnny pounds his hole with his long hard dick until he shoots a hot load all over his little toy causing thoroughly fucked Jackson to bust a nut.

Muscle God Spencer Reed, booted and harnessed, drags a bound, half-naked Adam Knox into a warehouse and ties him bent over an oil drum. Spencer pulls out his thick meat and marks his prey, blasting a geyser of hot piss all over Adam, before shoving his cock into the bottom?s mouth. Adam chokes on the girth, trying to please his top, his spit dripping off the man?s meat. Spencer turns to his captive?s upturned ass, slapping and fingering it until the bottom?s smooth cheeks turn red. Spencer taps a bamboo cane against Adam?s ass, thighs, and balls until his skin grows flushed, Adam crying out as the cane leaves its marks, and pulling hard against the ropes, seeking escape. The muscle top relishes the young man?s helpless body, getting Adam to count out the punishing strokes from a new bentwood cane. Adam bears up under the assault, impressing his top, who gets a thick finger, and then his impatient cock into Adam?s abused hole, grunting as he gives Adam his hard-earned reward, taking pleasure in his captive?s tight, jockstrapped ass. Then Spencer pulls Adam off the drum and guides him back onto his meat, Adam?s cock bouncing, his sack pulled tight by a steel ballstretcher. His hands still bound, Adam works the ropes until he can jerk himself with one hand, before Spencer pushes him down on the ground and covers Adam?s hard, smooth body with thick wads of cum. Gentler now, Spencer holds Adam against his massive harnessed chest and allows Adam release, Adam still gazing up at Spencer for approval as he shoots his load all over his own chest.

What happens when you put Elise in a room with a super sexy, super kinky Italian couple? A kinky threesome, naturally! All three sexy participants don tight corsets, leather hoods, gas masks, and in the case of the guy, a full chastity belt! This play session is focused on Serendeep?s physical pleasure, Nadamass will need to derive his own pleasure through hers! Locked into heavy stocks with her legs spread wide open, Serendeep received a barrage of physical sensations! Slapping, caning, fucking, spreading with a speculum - and - urethral sounding, which she loves! Watch as her lover penetrates her urethra with a metal sound! Her urethra gets fucked just as her pussy does! For those of you who enjoy watching a woman be overloaded with pleasure, this video is for you!

Elise is practicing the art of asking. When it comes to our kinky desires, it?s not only important to be clear about what you do not want to experience, but also what you WANT to experience! As you have probably learned by now, Elise has a love for suffering and orgasming! Pain and pleasure. Particularly the alternation between the two - pain and pleasure - pleasure and pain. She enlists her friend Kino Payne to help her get to the place where she wants to go. After tying kneeling Elise in a secure box tie and neck rope, her ankles are crossed and tied in that position.