Wade Russell Three Days of Pain – Chapter 6 Kittery Point
Wade is stretched to his breaking point, moaning in agony, when the prison guard suddenly releases the pressure, leaving him gasping, his abs fluttering. The relief is short-lived, however. “Oh my god!” Wade yells as the man attaches electrodes to his cock and balls. Then the unthinkable happens: Electricity surges into his genitals, making Wade convulse in agony. “Turn it up 50 percent!” the man yells. The teenaged jock is shocked over and over, his lean, fit body lifting off the table with each surge of current to his balls. Then the voltage is doubled, then doubled again. Wade’s suffering is almost unimaginable — and much worse because he looks so good.
Format: mp4
Duration: 14:02
Video: 1920x1080, AVC (H.264), 2170kbps
Audio: 158kbps

File size: 240.3 MB

DOWNLOAD FROM FILESMONSTER: Wade Russell Three Days of Pain – Chapter 6
GAY BDSM [FILESMONSTER] #43
Posts 1471 to 1500 of 2000
Share14712025-11-26 09:29:59
Share14722025-11-26 09:30:12
Rent-a-Boy Andrei - Part I Loysburg
Release Year: 2014
Video language: English
Even though the he's hot, they don't like his attitude at all and agree they need to teach him a lesson
Format: mp4
Duration: 17:44
Video: 1920x1080, AVC (H.264), 6187kbps
Audio: 309kbps

File size: 844.1 MB

DOWNLOAD FROM FILESMONSTER: Rent-a-Boy Andrei - Part I
Share14732025-11-26 09:30:26
Shawn Part 8 Gantt
Shawn is already suffering, roped upright against the bondage pole, his back painfully arched, tight ropes digging into his chest, stomach, legs and mouth. But rope man Matt, who just can’t stand pretty surfer boys, isn’t satisfied. He wraps Shawn’s ball sack with a dozen loops of rope, painfully stretching his balls. Then he him to get hard, again and again, like the little fucking sex toy he is, utterly humiliating him. But even that isn’t enough. Matt attaches nasty, hard plastic clips to Shawn’s nipples, making him yelp in pain. But even that isn’t enough. He clamps a third clip – a bigger and nastier one – right on the tip of Shawn’s erect cock! Poor Shawn can just hang there in agony, for hours more, until Matt returns and removes the clips and work his cock again. Will it ever end?
Format: mp4
Duration: 15:21
Video: 1280x720, AVC (H.264), 2933kbps
Audio: 123kbps

File size: 344.4 MB

DOWNLOAD FROM FILESMONSTER: Shawn Part 8
Share14742025-11-26 09:30:40
Nico Duvall Nenjiang
Release Year: 2017
Studio: GayWarGames
Cast: Nico Duvall
Genres: Gays BDSM, Big Cock
Video language: English
After such rough sex, the guy doesn't want sex anymore, he doesn't want to live at all ...
Format: Windows Media
Duration: 16:23
Video: 1280x720, Windows Media Video 9, 3970kbps
Audio: 125kbps

File size: 490.7 MB

DOWNLOAD FROM FILESMONSTER: Nico Duvall
Share14752025-11-26 09:30:52
KinkMen Patrick Rouge And The Ass Master Valkeakoski
Studio: KinkMen
Patrick Rouge ends up in the Ass Master's dungeon. He is made to spread his muscled ass and show his beautiful wet hole. Patrick stretches his hole with a large black dildo and he's ready for the monster fucking machine. It pounds on his prostate and makes him cum prematurely. The AM punishes him with the Buddy Fucker. The long hard strokes of the BF makes him screams in agony and pleasure. He finishes off with a second load of cum.
Format: mp4
Duration: 36:08
Video: 1280x720, AVC (H.264), 2933kbps
Audio: 125kbps

File size: 811.6 MB

DOWNLOAD FROM FILESMONSTER: KinkMen Patrick Rouge And The Ass Master
Share14762025-11-26 09:31:06
Thomas Part 1 El Paso
Talk about having some fun with a frat boy! Thomas, like most of his frat , has been hitting the gym, sculpting his 24-year-old body into a thing of beauty. He regularly “manscapes,” trimming his pubes and body hair to have that clean, smooth look favored by male models. He even wears sexy designer briefs. He’s the classic 2015 straight pretty boy. The only thing distinguishing him from his gay counterparts is his cheesy haircut and goatee. But rope man J.J. couldn’t care less. To him, Thomas is a piece of meat, plain and simple. J.J. ropes his new boy to the long bondage bench at the ankles and neck and binds his wrists with more rope under the bench. He rips open the boy’s shirt and soon discovers he has extremely sensitive nipples. Fun! And look — even better — a huge cock!
Format: mp4
Duration: 21:10
Video: 1280x720, AVC (H.264), 2930kbps
Audio: 156kbps

File size: 479.1 MB

DOWNLOAD FROM FILESMONSTER: Thomas Part 1
Share14772025-11-26 09:31:18
Thomas Part 3 Ferriday
Rope man J.J. is such a sadist. He has ringed young Thomas’ chest and balls with clothespins. Now, after several hours, he removes the pins, one by one, from Thomas’ pecs and nipples, making him yelp with pain as rushes back into his wounded flesh. J.J. then smacks those fresh wounds with his crop. Just the slightest tap makes Thomas cry out through his gag. Now it’s time to do the same thing to his balls, but instead of smacking them with the crop, he ropes them and yanks away. Poor, poor frat boy.
Format: mp4
Duration: 15:49
Video: 1280x720, AVC (H.264), 2927kbps
Audio: 156kbps

File size: 357.8 MB

DOWNLOAD FROM FILESMONSTER: Thomas Part 3
Share14782025-11-26 09:31:31
Marshall Mandatory & Severe – Chapter 7 Subiaco
Stripped naked, every inch of his body shaved clean, lanky, young Marshall is bound to an X cross. A tall, muscular guard in the uniform of a state-licensed torturer lashes him with a five-foot, single-tail whip that slices into his lean abs and well-defined pecs with ferocious , leaving them crisscrossed with red welts. The 20-year-old prisoner screams in agony as the guard whips his chest, stomach and pubic area over 30 times “If you weren’t so lean it wouldn’t hurt so much,” the guard says, grinning, caressing the boy’s beautiful torso in-between lashes. Marshall’s screams echo off the walls as his swimmer’s body contorts in pain.
Format: mp4
Duration: 15:25
Video: 1920x1080, AVC (H.264), 1925kbps
Audio: 156kbps

File size: 236.0 MB

DOWNLOAD FROM FILESMONSTER: Marshall Mandatory & Severe – Chapter 7
Share14792025-11-26 09:31:43
Sexual His ASSment, Scene #04 (Sergeant Miles, Tony Orlando) Winterthur
Release Year: 2018
Video language: English
Sergeant Miles leads employee Tony Orlando into his office by the neck and bends him over his desk. Sergeant is determined to discipline Tony for his choice of inappropriate underwear in the workplace and puts on his rubber gloves to spank Tony as hard as he can. The spanking isn't quite driving the point home to Tony, so Sergeant grabs a flog and continues with his lesson. When the boss is convinced that he's finally getting through to Tony, he lies back on the desk and has Tony hop on to ride him deep. Tony takes Sergeant's massive cock like a champ deep up his bruised ass as his own big cock and balls flop up and down with each bounce. Sergeant can sense that Tony is getting tired and isn't ready to let him off the hook just yet. Sergeant takes control one last time and bends his exhausted employee over the desk to finish up his training. He pounds away on Tony's used hole until he's ready to explode. Sergeant shoves his gloves into Tony's mouth and jacks his throbbing cock onto Tony's face until he unleashes his load, soaking the used-up employee with buckets of cum. Tony has learned his lesson and now knows his place in the office.
Format: mp4
Duration: 18:17
Video: 1920x1080, AVC (H.264), 5682kbps
Audio: 187kbps

File size: 786.8 MB

DOWNLOAD FROM FILESMONSTER: Sexual His ASSment, Scene #04 (Sergeant Miles, Tony Orlando)
Share14802025-11-26 09:31:57
The Fetish Factory, Scene #03 Beckwourth
Release Year: 2018
Video language: English
Hunky Jack Hunter defers to his Sir, Sebastian Keys, when it comes to picking out toys. Sebastian chooses a flog to start and is relentless on Jack's smooth ass until it's a deep shade of red. Just when Jack isn't sure he can take any more, Sebastian grabs Jack's leash and pulls out his riding crop to continue his barrage of belts to Jack's bare skin. All the domination has made Sebastian rock hard and ready to fuck. He spits into Jack's gaping hole to lube it up and then sticks his cock in to fuck Jack just the way they both like it. Jack moans as he continues to get railed and chomps down on the riding crop like a bit. Sebastian keeps pounding in and out as Jack eagerly takes it from behind. Sebastian wants to give Jack a taste of everything he has to offer and takes a break from the ass pounding to throat fuck his slave. Jack gags and chokes as Sebastian's solid cock reams his face. Sebastian gives Jack one final treat of letting him lick his Master's sweaty asshole before Sebastian goes back in to stretch Jack out again. He throws his sub down onto a table and plunges his hole until he's ready to blow. Sebastian gives one final moan as he pulls out of Jack's used up ass and shoots his thick load all over Jack's giant balls.
Format: mp4
Duration: 25:22
Video: 1920x1080, AVC (H.264), 6298kbps
Audio: 187kbps

File size: 1.2 GB

DOWNLOAD FROM FILESMONSTER: The Fetish Factory, Scene #03
Share14812025-11-26 09:32:09
Shawn Part 7 Fritch
Shawn is the classic California surfer boy, with his naturally ripped body, flowing mane, strong legs, excessive tattoos and oversized dick. The boy is nearly naked, save for a tiny thong, and Matt is annoyed by the lack of tan lines, another sign, in his mind, of Shawn’s vanity. Plus, for some reason, the whole surfer dude thing makes him want to hurt Shawn even more. He raises Shawn’s arms and cuffs them behind the bondage pole, painfully arching his back and putting extra stress on his torso and arms. Then he ties his legs not at the ankle, which would allow some movement, but high up on the thighs and above the knees, pulling the ropes extra tight, and him to arch his back even more. Matt really wants this boy to suffer. He adds more rope, around the chest and at the waist, adding more pressure to his already painfully arched torso. He even gags Shawn with rope, binding his head to the post. The poor boy moans and pleads with his eyes, but Matt shows no mercy, ripping off his thong and edging him for hours.
Format: mp4
Duration: 14:59
Video: 1280x720, AVC (H.264), 2950kbps
Audio: 122kbps

File size: 337.7 MB

DOWNLOAD FROM FILESMONSTER: Shawn Part 7
Share14822025-11-26 09:32:45
The Fetish Factory, Scene #04 Thousand Oaks
Release Year: 2018
Video language: English
After fucking Jack Hunter and covering his low-hanging balls with a fresh load, Sebastian Keys restrains Jack in a sitting position. Jack's raging hard-on is at the mercy of Sebastian's every whim. Sebastian knows he has the upper hand and gets to work sucking and stroking his slave's gigantic boner. When Jack is throbbing and almost ready to burst, Sebastian abruptly stops to face fuck Jack's drooling mouth and to sit on his face. Sebastian reaffirms his authority and flogs Jack's muscled chest before perching on the stud's cock. Sebastian rides the giant pole up and down as the restrained Jack moans while his dick continues invading Sebastian's hole. Sebastian is rock hard and his cock flops up and down with each bounce on his Jack's thick dick. Sebastian can sense that Jack needs to blow his load and unbuckles his restraints to let him do his thing. With Sebastian's giant sack in his mouth, Jack pounds his meat until he his cock erupts and slathers the floor with thick ropes of white jizz.
Format: mp4
Duration: 23:36
Video: 1920x1080, AVC (H.264), 6035kbps
Audio: 187kbps

File size: 1.1 GB

DOWNLOAD FROM FILESMONSTER: The Fetish Factory, Scene #04
Share14832025-11-27 10:49:50
Bernie Bagel - Spanking Benoit
Deep inside the abysse lies an endless supply of hungry holes just begging to be wrecked.
Format: mp4
Duration: 19:08
Video: 1920x1080, AVC (H.264), 7811kbps
Audio: 156kbps

File size: 1.1 GB

DOWNLOAD FROM FILESMONSTER: Bernie Bagel - Spanking
Share14842025-11-27 10:50:03
The Transformation Of Thor Needville
Release Year: 2015
Studio: Fetish Artcore
Genres: Fetish, Euro, Pissing, International, Shocking Penetration, Gonzo, High Definition
Video language: English
Tiny Asian goddess Nana has dreamt of being a bukkake slave for many men and now her dream finally comes true. Beauty verses the bukkake beasts, covering her in their man juices while she is fucked sucked and taken. Or was it all a dream...
Highly pregnant Sasja shows us theat pregants girls need playtime too. Her beautiful voluptuous body is a sight for sore eyes and her tight rubber outfit makes this preggo playslut a perverted perfection you only have dreamt of.
Again the two rubber goddesses are playing with their rubber toy. Now they place him into the rubber vacume bed teasing and humiliating him as he lies enclosed in rubber bondage.
Madame Adore transforms Slave Thor to her obedient subservient play slut. Pushing and testing his limits to the edge of his tolerance with severe punishment, pain and humiliation. Slave Thor is at the mercy of Madame Adore's most sadistic desires. He has no resistance, he is her property, her slave.
Format: mp4
Duration: 1:32:15
Video: 1280x720, AVC (H.264), 2939kbps
Audio: 141kbps

File size: 2.0 GB

DOWNLOAD FROM FILESMONSTER: The Transformation Of Thor
Share14852025-11-27 10:50:20
Berlin Pisser Perkinsville
Release Year: 2017
Studio: BerlinStarFilm
Genres: Deep Throat, Rubber, GangBang , Rubber-licking, Boot-licking, Fucking, Sucking, Kissing, Rimming, Ellbow-Fisting, European Hunks, Piss, Amateur Fucker
Video language: English
Amateur pissing at its best. See this hunks in piss and hard fuck action. Enjoy 4 hours of juicy games.
Format: mp4
Duration: 3:16:28
Video: 1280x720, AVC (H.264), 3205kbps
Audio: 135kbps

File size: 4.7 GB

DOWNLOAD FROM FILESMONSTER: Berlin Pisser
Share14862025-11-27 10:50:33
Be My Girl. Part 1-3 (2011) Batemans Bay
Release Year: 2014
Video language: English
The tour will give you an idea of the kind of kink you'll find inside, which includes rough gay sex with group and solo play, often in high definition.
Format: Windows Media
Duration: 49:42
Video: 1280x720, Windows Media Video 9, 4066kbps
Audio: 125kbps

File size: 1.5 GB

DOWNLOAD FROM FILESMONSTER: Be My Girl. Part 1-3 (2011)
Share14872025-11-27 10:50:45
SpankingBoysVideo - Mark Brush Marsteller
Release Year: 2012
Studio: Training4Boys.com
Cast: Mark
Genres: spanking boy, hair brush spanking, hand spanking, otk spanking, domination, punishment, belting, strapping, muscular young man, straight
Video language: English
Mark has been ordered to report to the master for his punishment, he has to bend over the master's knees and is spanked soundly with a hairbrush, first on his boxers and then on his bare butt. The hairbrush spanking is followed by a vigorous hand spanking. (OTK)
Format: Windows Media
Duration: 15:19
Video: 1920x1080, Windows Media Video 9, 7812kbps
Audio: 125kbps

File size: 893.8 MB

DOWNLOAD FROM FILESMONSTER: SpankingBoysVideo - Mark Brush
Share14882025-11-27 10:50:57
RusCapturedBoys - Newbie Slave - Part II Wewela
Studio: RusCapturedBoys
Genres: Gays bdsm
For the guilty slave there is nothing more horrible than an angry sadistic doctor who is very well versed in all kinds and shades of pain.
Format: mp4
Duration: 16:11
Video: 1920x1080, AVC (H.264), 3552kbps
Audio: 184kbps

File size: 443.4 MB

DOWNLOAD FROM FILESMONSTER: RusCapturedBoys - Newbie Slave - Part II
Share14892025-11-27 10:51:09
Milos Zambo - Spanking New Germany
Video language: English
From the cold toronto to my hot meaty craterin milos zambo! Fist fucking and punching my guts with no mercy!
Format: mov (QuickTime)
Duration: 26:58
Video: 1280x720, AVC (H.264), 1986kbps
Audio: 102kbps

File size: 413.5 MB

DOWNLOAD FROM FILESMONSTER: Milos Zambo - Spanking
Share14902025-11-27 10:51:22
RusCapturedBoys - Newbie Slave - Final Part Winthrop Harbor
Studio: RusCapturedBoys
Genres: Gays bdsm
We've bought this captive on the slaves market and absolutely don't know about his background. But it seemes his previous owners treated him extremely cruelly. A terrible scar on his buttock bear witness that he was previously branded with a hot iron. After our standard initiation procedures this newbie slave will experience pain again.
Format: mp4
Duration: 16:30
Video: 1920x1080, AVC (H.264), 3041kbps
Audio: 184kbps

File size: 390.4 MB

DOWNLOAD FROM FILESMONSTER: RusCapturedBoys - Newbie Slave - Final Part
Share14912025-11-27 10:51:34
Blondie Needs A Ride - Alex Meyer Edmeston
Release Year: 2019
Studio: HelplessBoys
Little blond boytoy Alex Meyer isn't have the best day. His car broke down, his phone is lifeless and he's got no way to get to his girlfriend. Help arrives when Conner pulls up iin his white van and agrees to give the stranded young cutie a ride. Naive Alex thinks the ride is free, but Conner quickly reveals the price is his tight white ass. Alex acts defiant but soon submits and is tied up and sucking big white cock like a bitch in no time. Conner takes Alex back to his dungeon for some brutal bdsm action and intense ass-drilling. When Conner's done with the little bitch he sprays him with a humiliating facial-cumshot.
Format: mp4
Duration: 44:04
Video: 1280x720, AVC (H.264), 4848kbps
Audio: 122kbps

File size: 1.6 GB

DOWNLOAD FROM FILESMONSTER: Blondie Needs A Ride - Alex Meyer
Share14922025-11-27 10:51:47
Tommy Seidler - Spanking Sedley
There is always magic between the youths. They are home alone, and feeling very horny. They strip to their undies. Their massive black cocks stretch the material.
Format: mp4
Duration: 19:18
Video: 1920x1080, AVC (H.264), 7716kbps
Audio: 125kbps

File size: 1.1 GB

DOWNLOAD FROM FILESMONSTER: Tommy Seidler - Spanking
Share14932025-11-27 10:51:59
OnlyFans - Persian Prince, College Boys Part 2 Bainbridge
Join these macho studs as they take things into their own hands. There is nothing like a personal touch to make you cum hard and fierce.
Format: mp4
Duration: 35:43
Video: 1920x1080, AVC (H.264), 8302kbps
Audio: 93kbps

File size: 2.1 GB

DOWNLOAD FROM FILESMONSTER: OnlyFans - Persian Prince, College Boys Part 2
Share14942025-11-27 10:52:19
Slave Factory - Bodybuilder Ilya - Part II La Madera
Release Year: 2014
Video language: English
The tormentor hits at he cock too, making him flinch and try to avoid the hand that slaps his balls and pulls on his nipples.
Format: mp4
Duration: 10:27
Video: 1920x1080, AVC (H.264), 4877kbps
Audio: 153kbps

File size: 385.4 MB

DOWNLOAD FROM FILESMONSTER: Slave Factory - Bodybuilder Ilya - Part II
Share14952025-11-28 08:34:11
Excruciating vol. 6 Black Oak
Release Year: 2010
Studio: Shotgun Video
Like Shotgun's features, Kickball 1 & 2, Stand & Stomp is all about powerful intense kicks, right in the nuts!
These men are bound, made to shoot off before the real hurting begins to bare foot, and heavy booted kick and stomps directly in the groin – these men consented to punishment way beyond their limits. If extremely well-built studs gets you off get Stomped!
Format: avi
Duration: 1:59:58
Video: 720x540, DivX 5, 1465kbps
Audio: 125kbps

File size: 1.4 GB

DOWNLOAD FROM FILESMONSTER: Excruciating vol. 6
Share14962025-11-28 08:34:27
Mirek And Lukas - Raunchy Sex Raw - Kink - Part 3 Pine Apple
Genres: Bareback
Video language: English
Raunchy Sex Raw is in control sucking, even while Kink feasts on his ass, and when he starts to ride Swhirly. The power top in Swhirly kicks in though: he flips Raunchy Sex Raw, drills him, gives him head and pounds him on his back resulting in an intense cum geyser.
Format: Windows Media
Duration: 35:48
Video: 1280x720, Windows Media Video 9 Advanced Profile, 1932kbps
Audio: 125kbps

File size: 541.7 MB

DOWNLOAD FROM FILESMONSTER: Mirek And Lukas - Raunchy Sex Raw - Kink - Part 3
Share14972025-11-28 08:34:40
Bryan & Ian (Edge) Garibaldi
Release Year: 2025
Video language: English
Bennett anthony has been secretly admiring jimmy fanz, probably because of his playful nature and cute butt.
Format: mp4
Duration: 20:20
Video: 1920x1080, AVC (H.264), 5862kbps
Audio: 249kbps

File size: 910.7 MB

DOWNLOAD FROM FILESMONSTER: Bryan & Ian (Edge)
Share14982025-11-28 08:34:53
Highway part 2 Musselshell
Release Year: 2023
Studio: Fisting Inferno
Wearing only a harness and a jockstrap, Ryan Sebastian is tied up in an abandoned cargo container and ready to submit to every request from tattooed fucker Andrew Delta. The dom top starts off his session with Ryan by flogging and taking a riding crop to the man's bare ass with his raw cheeks quickly grow red at each passing swat. Ready to test his sub even more, Andrew breaks out a cattle prod and zaps various parts of the stranger until his whole body is squirming and he's baring his teeth. He follows that up by taking his bareback cock to Ryan's open mouth and hungry hole until he's ready to pull out, cover the harnessed hunk in his hot seed, and then jerk off his obedient bottom until he's finally able to unleash his load.
Format: mp4
Duration: 20:07
Video: 3840x2160, AVC (H.264), 14616kbps
Audio: 122kbps

File size: 2.1 GB

DOWNLOAD FROM FILESMONSTER: Highway part 2
Share14992025-11-28 08:35:06
Ollislave 2023-2025 videos part 1 Wilsie
My Master and me (Ollislave) will show you hot bondage porn movies, insights into our bondage lifestyle and my development as a good, obedient slave.
Format: mp4
Video: 1920x1080

Total size: 21.0 GB in 36 files.
DOWNLOAD FROM FILESMONSTER: Ollislave 2023-2025 videos part 1
Share15002025-11-28 08:35:18
RusCapturedBoys - Newbie Slave - Part I Mohrsville
Studio: RusCapturedBoys
Genres: Gays bdsm
The next assigned punishments for Vitaliy were torso and nipples' tortures. Our assistants have perfectly executed the task and we've got real pleasure watching the tears of real pain!
Format: mp4
Duration: 19:01
Video: 1920x1080, AVC (H.264), 3441kbps
Audio: 184kbps

File size: 505.7 MB

DOWNLOAD FROM FILESMONSTER: RusCapturedBoys - Newbie Slave - Part I

