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GAY BDSM [FILESMONSTER] #2

Posts 151 to 180 of 2000

151

Jeremy on the Bench Topping
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“Please, Sir!” Jeremy had started to walk out in the middle of his first spanking video (Jeremy's First Spanking/I'm too Straight for That!), but Tom explained that Jeremy wouldn't get paid if he didn't submit to the rest of his spanking. Jeremy needed the money, so he went back over Tom's knee. Now, at the beginning of his second video, Tom again warns him that the videos are all or nothing.
In this second spanking video featuring Jeremy, Tom straps Jeremy into a humiliating position on the spanking bench and goes at him with his hand (bare hand to bare ass, which Jeremy had not wanted), a riding crop, strap, belt, two flogs, a birch, Swedish shoehorn, and a huge wooden-handled antique leather strap/paddle that has Jeremy pleading for mercy. Tom actually doesn’t know what this huge leather strap/paddle is. It was made about 130 years ago by a company that made ceremonial military items. Whatever it was meant to be, it has found a new home.
Jeremy has a tender ass and a low threshold for this kind of pain. He endures the spanking, but only because he needs the money. By the end of this video, Jeremy has learned how things work. He is compliant and respectful. Tom will push him even further if he comes back for another video.
Format: mp4
Duration: 17:00
Video: 1280x720, AVC (H.264), 4796kbps
Audio: 181kbps
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File size: 620.4 MB
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DOWNLOAD FROM FILESMONSTER: Jeremy on the Bench

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152

Ball Mount Bondage - Part 1 of 2 Gildford
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It takes a special person with a personal fetish drive to create a business.
Format: mp4
Duration: 20:18
Video: 1280x720, AVC (H.264), 4885kbps
Audio: 309kbps
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File size: 772.9 MB
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DOWNLOAD FROM FILESMONSTER: Ball Mount Bondage - Part 1 of 2

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153

Adam Gets Two Twink Cocks Monroe City
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Release Year: 2016
Genres: Gay, Bondage, Humiliation
Video language: English
Two Twink Cocks extreme tied bondage humilation action.
Format: mp4
Duration: 24:54
Video: 1920x1080, AVC (H.264), 7284kbps
Audio: 187kbps
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File size: 1.3 GB
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DOWNLOAD FROM FILESMONSTER: Adam Gets Two Twink Cocks

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154

Steve Spanked in Baseball Gear Riverbank
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This video was the end of a long and eventful day for 18-year-old Steve. Before today, Steve had never done any type of adult work or been touched by a man. That all changed in his first spanking video shot this day.
Now, in this video, Tom makes Steve put on baseball gear and then slowly takes it off of him. Steve's pain, both physical and mental, is written all over his face as this spanking continues (especially when Tom stands behind him and unbuttons and unzips his pants). Steve looks directly into the camera as the pain causes him to shake his head, scowl and curse under his breath. It's as though he expects the viewers will empathize with or be able to help him. As the session stretches on, tears begin to well up Steve's eyes.
Unmoved by Steve's complaining, Tom stays in firm control of Steve throughout this video. He goes at Steve with a variety of implements including a riding crop, ping pong paddle, small oak paddle, leather slapper and metal ruler. He even makes Steve decide which one is worst.
Steve might have objected to some of this, but, like so many others, he hadn't asked for any details of what the spanking would entail. Hell, doing a spanking video at all had been a last-minute, spur-of-the-moment decision, so Steve really hadn't had much time to even guess at what would be involved.
Format: mp4
Duration: 16:57
Video: 1280x720, AVC (H.264), 4795kbps
Audio: 181kbps
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File size: 618.7 MB
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DOWNLOAD FROM FILESMONSTER: Steve Spanked in Baseball Gear

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155

Self Bondage Electromagnets - Part 2 - T 11 Zundert
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There were gasmasks for  and  from WW-I, and high-tech gasmasks for jet pilots.
Format: mp4
Duration: 13:37
Video: 1280x720, AVC (H.264), 4849kbps
Audio: 309kbps
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File size: 514.8 MB
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DOWNLOAD FROM FILESMONSTER: Self Bondage Electromagnets - Part 2 - T 11

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156

Unten - Axel Abysse and Ron Hades Maxie
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Red marks still cover Axel's body as he's about to surrender one step further in Master Ron's treatment : candles, flogger and a coffin.
Format: mp4
Duration: 17:44
Video: 1920x1080, AVC (H.264), 3842kbps
Audio: 305kbps
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File size: 539.8 MB
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DOWNLOAD FROM FILESMONSTER: Unten - Axel Abysse and Ron Hades

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157

Isolation Box Update Mead
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This was one of the rare opportunities for guys to pony up some money.
Format: mp4
Duration: 21:26
Video: 1280x720, AVC (H.264), 3897kbps
Audio: 153kbps
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File size: 636.2 MB
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DOWNLOAD FROM FILESMONSTER: Isolation Box Update

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158

Curtis' First and Last Spanking Mineral City
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Naked and afraid! Curtis is a 20-year-old straight college student. This is Curtis' first spanking video (as well as his first-ever spanking), and it will almost certainly be his last. Before this video, he had never been touched by a man, and, as far as he can remember, had never been spanked or paddled. He didn't even know that Tom shoots spanking videos. This video was the result of an offer Curtis' hadn't expected, but nevertheless accepted.
During a spanking, Tom catches only brief glimpses of the boy's reactions. When reviewing this footage, Tom was surprised to see the look of genuine fear and vulnerability on Curtis' face as he waits, bent over and naked, for Tom to begin the session. Curtis had been confident, even cocky, during his interview video. But all of that bravado is gone when Curtis stands naked and bent over before Tom and his cameras.
Curtis had expected 10 strokes from a paddle. What he hadn't expected, and what he had not wanted, was 10 more from Tom's bare hand. But all bets were off when Curtis foolishly presumed that the session was over and started towards his clothes to get dressed. Tom will have none of that. He explains the situation to Curtis and gives him a hard choice. There aren't a lot of strokes in this video, but they are hard and bring tears to Curtis' eyes by the end of the video. But more than just the physical pain, you see Curtis embarrassed and humbled. And you see it all from multiple angles.
I don't know if it was the physical pain or the damage to his pride, or a combination of both, but Curtis will not do another spanking video. For him, it was one and done.
Format: mp4
Duration: 11:44
Video: 1280x720, AVC (H.264), 4818kbps
Audio: 178kbps
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File size: 429.8 MB
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DOWNLOAD FROM FILESMONSTER: Curtis' First and Last Spanking

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159

Jake Suffers the Cane Gravois Mills
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Jake returns and this time receives a painful caning. Tom orders Jake to strip down and assume the position. He then gives Jake several strokes of the cane, including a brief period of rapid-fire caning that has Jake squirming and trying to protect his already-red ass. You can see Jake's surprise from the first strike of the cane. Although he had done spanking videos, he had no idea how much the cane would hurt. By the second stroke he is already fighting back tears and struggling to stay composed. He kicks his legs and shifts back and forth as he tries to cope with the stinging pain. At the end of the video, Jake's ass is red and full of welts.
You'll see the action repeated from several different angles, including split screen effects that show you the caning and Jake's reaction at the same time. True to form, through it all, Jake remains respectful and obedient.
Format: mp4
Duration: 17:28
Video: 1280x720, AVC (H.264), 4808kbps
Audio: 178kbps
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File size: 639.0 MB
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DOWNLOAD FROM FILESMONSTER: Jake Suffers the Cane

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160

Travis Over the Knee Havixbeck
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First Contact Video! This video shows the first time Travis has been touched sexually by a man. Travis is a hot straight guy with a great face. He's never done anything like this before, and he's nervous. During the negotiations for this video, Tom learned that Travis played baseball for several years. So Tom had a baseball uniform waiting for him. It was immediately apparent that Travis was uncomfortable with the idea of wearing a baseball uniform for his spanking. Like so many others, he hadn't asked for details about the spanking. He probably thought it would be a quick, mechanical spanking that would almost be a test of his manhood. But the baseball uniform must have brought home the nature of the video. Tom ordering Travis over his knee was another shock. Watch Travis' reaction. Even as it's happening, he can't believe that he’s going over a man's knee. He handles the spanking okay at first, but when Tom breaks out his new all-silicone paddle, Travis starts squirming, grunting and groaning as he holds on to Tom's knee for dear life. The video ends with 15 licks with a wooden paddle that leave Travis' ass as bruised as his pride. And to think he told Tom that he had a "high threshold for pain" and probably wouldn't react much!
Format: mp4
Duration: 16:56
Video: 1280x720, AVC (H.264), 4798kbps
Audio: 180kbps
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File size: 618.4 MB
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DOWNLOAD FROM FILESMONSTER: Travis Over the Knee

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161

Self Bondage Electromagnets Part 3 - 1 of 5 Ewell
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Bind and I run which allow us to share our bondage interests with everyone. It's like all the self-bondage stars are in alignment.
Format: mp4
Duration: 30:41
Video: 1280x720, AVC (H.264), 4875kbps
Audio: 309kbps
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File size: 1.1 GB
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DOWNLOAD FROM FILESMONSTER: Self Bondage Electromagnets Part 3 - 1 of 5

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162

Compilation No.5 - Maso Poway
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Axel often claims not to be submissive... but we all know he loves it rough ! 
Format: mp4
Duration: 25:23
Video: 1920x1080, AVC (H.264), 3856kbps
Audio: 305kbps
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File size: 775.2 MB
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DOWNLOAD FROM FILESMONSTER: Compilation No.5 - Maso

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163

Cock Shot. Scene 2 Orrum
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Cast:  Jessy Ares, Rod Daily
Genres: Muscle, Blowjob, Oral, Anal, Cumshot, Kissing, Rimming, Tattoo, Shaved Head, Boot
Video language: English
When Jessy Ares and Rod Daily find themselves both with nothing to do but stroke their hot meat, they pool their resources. Their cocks are already out and hard, it's just a matter of closing the distance and deciding who goes first. Bathed in crimson light, Rod swallows Jessy's cock, steadying and guiding it with a closed fist. When Rod's knees need a rest, Jessy climbs on an oil drum so Rod can stand and continue the gulping, slurping blow job. Jessy pulls Rod up for a kiss, spits in his mouth and makes him strip. Rod's muscular ass beckons. Jessy seals his lips around Rod's hole and his cheeks bellow as he blows and sucks to widen the opening for his tongue. Rod spreads his legs and arches his back, adding a verbal order, in case Jessy didn't get the message, that he wants Jessy's huge cock balls deep in him. Jessy twists his t-shirt into a bridle and wraps it around Rod's neck. Rod's body is an almost impenetrable mass of muscle, causing Jessy to work extra hard, erupting in cascades of sweat and semen as Rod pumps out his own load onto the floor.
Format: mp4
Duration: 28:01
Video: 1280x720, AVC (H.264), 5037kbps
Audio: 124kbps
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File size: 1.0 GB
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DOWNLOAD FROM FILESMONSTER: Cock Shot. Scene 2

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164

Poker Face - part 04 Chambery
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Release Year: 2019
Video language: English
Watch their wild unrestrained urges take control and make them do things shocking, kinky, and ultimately sexy.
Format: Windows Media
Duration: 12:53
Video: 1280x720, Windows Media Video 9, 4882kbps
Audio: 187kbps
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File size: 480.7 MB
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DOWNLOAD FROM FILESMONSTER: Poker Face - part 04

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165

Payback - part 01 Rosalia
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Release Year: 2019
Video language: English
If you like muscular, beautiful young men tied up and displayed to perfection,their perfect bodies straining against tight ropes expertly tied, this site is for you.
Format: Windows Media
Duration: 9:30
Video: 1280x720, Windows Media Video 9 Advanced Profile, 3906kbps
Audio: 93kbps
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File size: 277.7 MB
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DOWNLOAD FROM FILESMONSTER: Payback - part 01

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166

Football Hooligan In Slavery Part I Morwell
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Studio: Ruscaptured
After giving confessions Stas was left in custody in the harshest conditions. He spent his usual day being absolutely naked and tortured by arms hanging and flogging. That way we prepared him to slavery. When the buyer came for him, Stas did not resist. He hoped that his new Master will be more merciful to him.
Format: mp4
Duration: 17:38
Video: 1920x1080, AVC (H.264), 4815kbps
Audio: 309kbps
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File size: 662.6 MB
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DOWNLOAD FROM FILESMONSTER: Football Hooligan In Slavery Part I

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167

Jason Williams' First Spanking Lake Nebagamon
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Jason fights back tears through much of this video, failing to hold them back at least once or twice. He is an 18-year-old high school senior who has been getting in more and more trouble in the past year. Everything has come to a head and Jason is facing some real-life consequences if he doesn't come up with enough cash to pay back the money he borrowed. Jason is a little wiseass and he knows it. During this spanking, he admits that he wouldn't be doing so poorly in school and getting into so much trouble if the authority figures in his life had been disciplining him. Like so many boys his age, Jason has been allowed to do as he pleases by parents who are too busy with their own lives to supervise his. It may seem like fun while you're a kid, but Jason is learning that the poor choices he has made with all that freedom have lasting consequences.
Format: mp4
Duration: 10:53
Video: 1280x720, AVC (H.264), 4765kbps
Audio: 178kbps
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File size: 394.4 MB
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DOWNLOAD FROM FILESMONSTER: Jason Williams' First Spanking

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168

FeetBastinadoBoys - Michal Ra. Vol. 2 Warrens
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Release Year: 2012
Studio: FeetBastinadoBoys.com
Cast: Michal Ra.
Genres: Bastinado, Spanking m/m, Flogging, Straight boy, Belting, Punishment, Strap, Feet punishment, Foot, hand spanking, ass hole punishment
Video language: English
Michal is beaten hard on the soles of his bare feet with a strap and then he receives a humiliating hand spanking, all while he is in an extremely vulnerable position. Michal is a guy who shows a lot of courage, so this is a very special video!
Format: Windows Media
Duration: 18:14
Video: 1920x1080, Windows Media Video 9, 7812kbps
Audio: 125kbps
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File size: 1.0 GB
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169

Worn Out West Manikin Jahra
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You never know what may happen to you when shopping in a used leather.
Format: mp4
Duration: 14:18
Video: 1280x720, AVC (H.264), 2923kbps
Audio: 153kbps
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File size: 322.7 MB
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170

Dylan York on the Bench Harpster
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Dylan's first spanking continues with one of the most severe punishment sessions Tom has ever given. To emphasize its severity, Tom hooks Dylan up to an EKG pulse monitor. As the video opens, Tom straps Dylan into the spanking bench, which forces Dylan into a position that puts everything on display. You can see his butthole, balls and dick throughout most of the video. Reality sets in when Tom takes a leather strap and a riding crop to Dylan's ass. The marks on his ass tell the tale. Next comes a plastic ruler followed by a flog. Tom then whips Dylan severely with an Argentinian gaucho horse whip. The whip hurts and leaves Dylan's ass raw, red and purple, and covered with welts. The session then ends with five lashes of the cane. Dylan tries to fight back tears throughout the video but breaks down nearly completely before it's over. As if the pain, stress and humiliation isn't enough, Dylan seems unhappy with having his ass handled by Tom. It was a couple of hours after this video that Dylan cautiously asked Tom if he is gay. As one of Tom's friends pointed out, you don't end up on that bench because you're a rocket scientist.
Format: mp4
Duration: 28:04
Video: 1280x720, AVC (H.264), 4817kbps
Audio: 184kbps
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File size: 1.0 GB
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DOWNLOAD FROM FILESMONSTER: Dylan York on the Bench

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171

Poker Face - part 03 Provincetown
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Release Year: 2019
Video language: English
Get in now to see the unique vids! Nowhere else will you find such sweet twinks cross-dressing, worshipping feet, and more! Oh, those boys, always ready to experiment! See them explore the kinkier side of sex.
Format: Windows Media
Duration: 21:34
Video: 1280x720, Windows Media Video 9, 4882kbps
Audio: 187kbps
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File size: 804.1 MB
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DOWNLOAD FROM FILESMONSTER: Poker Face - part 03

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172

Dark Realm Productions - Twink Awakening Virbalis
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All boys have their fantasies about exploring their inner-selves and being either dominated or controlled. Dark Realm brings this to light by delivering you five cute twinks exploring their secret desires. Jamie Knight's desire to submit is the center of attention in "Twink Awakening" and features Ryan Meyers, Jerrick Dalton, Wes Dynasty, and Eric Kadin. Face and ass fucking, cum facials, and more is just the beginning as his journey leads him further into the realm of BDSM and ends with a gang bang, Jamie is awakened! .
Format: avi
Duration: 1:05:23
Video: 720x416, XviD, 2738kbps
Audio: 170kbps
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File size: 1.4 GB
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173

Steve Wright's First Spanking Part 1 Boons Camp
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First Contact Video! This video marks the first time Steve, who is just 18, has ever been touched sexually by a man. In fact, he had never even been naked in front of another guy. Tom had offered Steve a spanking video, but Steve quickly refused. Hell, he didn't even want to take his clothes off for his jerk off video. Steve finished that jerk off video (you can read about that video on our other site, RedHotStraightBoys), and was about to walk out the door.
Tom just couldn't stand the fact that he wasn't going to get his hands on Steve's amazing ass, so he made Steve one last offer for a spanking video. It was too good for Steve to refuse, so he made a last-minute decision to accept. Of course, that meant Steve had absolutely no specifics about what he was in for. Tom gives Steve a lengthy, hard spanking. As the spanking goes on and on, Steve's nervous smile fades and his eyes begin to tear up from the pain. At the end of this video Steve can't believe how far his spanking has gone. And it was only the halfway point! Steve's ass felt every bit as good as it looked and Tom was in no hurry to finish.
Format: mp4
Duration: 19:38
Video: 1920x1080, AVC (H.264), 7725kbps
Audio: 300kbps
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File size: 1.1 GB
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174

Evil Envy part 3 (2012) Kampsville
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Release Year: 2012
Cast: Dennis
Genres: Fetish
Dennis has to hunker down on a wooden truss. His arms are tied and he is gagged with his shoes. Thor beats him again and again until the boys starts to piss from fear. Then he has to squat while his ass comes very close to the candle underneath him. After an excessive torture with hot wax Thor starts to control the breath of the boy. Dennis is broken and about to become desperate.
Format: Windows Media
Duration: 23:01
Video: 1280x720, Windows Media Video 9, 4882kbps
Audio: 187kbps
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File size: 857.8 MB
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175

Lukas Tyler Hoist Test - Part 1 of 2 Bourneville
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To view these videos, click on the links below or right-click over the links to download the video files to your computer.
Format: mp4
Duration: 18:58
Video: 1280x720, AVC (H.264), 4838kbps
Audio: 309kbps
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File size: 715.7 MB
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DOWNLOAD FROM FILESMONSTER: Lukas Tyler Hoist Test - Part 1 of 2

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176

Lange Lutscher Ancramdale
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Release Year: 2018
Studio: gerMEN
Genres: Deep Throat, Sperm Eating, Sperm Sucking, Bareback Sex, Muscled Guys, Rimming, Monster Cocks, Verbal Humilation, Dildo Fuck, german junks and men, fetish
Video language: English
Pumping up those fat huge cocks. Our german amateur fetish men are back for dirty games and
hard sexgames. Enjoy our studs and see them fucking, sucking and cuming.
Format: mov (QuickTime)
Duration: 1:14:44
Video: 1280x720, AVC (H.264), 5437kbps
Audio: 1500kbps
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File size: 3.7 GB
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DOWNLOAD FROM FILESMONSTER: Lange Lutscher

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177

Steve Wright Over the Knee Bagdad
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Steve returns for a second spanking. He was very reluctant to do another spanking video, but needed cash. After his first spanking video, Steve swore he'd never do another. He has a very low tolerance for pain. But in the end Tom won out and got his hands on Steve's magnificent ass once again. Watch as Steve struggles with the pain and embarrassment of getting spanked over a grown man's knee.
This spanking involves a lot more physical contact than Steve's first spanking. If a guy comes back to do a second video, he is told that the video will go much further. At one point, Tom grabs Steve's dick and balls to hold him in place. Steve clearly doesn't like that.
Format: mp4
Duration: 14:27
Video: 1280x720, AVC (H.264), 4803kbps
Audio: 179kbps
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File size: 527.9 MB
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DOWNLOAD FROM FILESMONSTER: Steve Wright Over the Knee

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178

FeetBastinadoBoys - Pavel Ba. Caning Hickory Valley
https://photosex.biz/imager/w_400/h_500/20bf23a8f8287707c78525bb1d7097bf.jpg
Release Year: 2012
Studio: FeetBastinadoBoys.com
Cast: Pavel Ba.
Genres: Bastinado, Spanking m/m, Flogging, Straight boy, Caning, Punishment, Feet punishment, Foot, Crying, Foot punishment
Video language: English
Pavel after being stripped is tied to the bed by his hands and feet and severely punished with the cane on the soles of his feet (bastinado) after this he is then punished on his bare ass, hard enough to make him cry.
Format: Windows Media
Duration: 23:54
Video: 1920x1080, Windows Media Video 9, 7812kbps
Audio: 125kbps
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File size: 1.4 GB
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179

Tyler Davis' First Spanking Part 1B Whitney Point
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Tyler's first spanking continues. Part one featured the first time Tyler has been touched by a man. Now, as the spanking continues, Tyler's ass is already bright red and his dignity is a distant memory. Pain is the word for the day as Tom lays into Tyler with a brutal small oak paddle, a long plastic shoe horn and an electric paddle. Worried that someone he knows might see this video some day, Tyler is struggling to find and maintain a detached and composed demeanor. But at the end of this video you can see the toll the ongoing pain and humiliation are taking on Tyler, and there's still much more to come.
Prior to today's shoot, Tyler had only done non-contact footage for our other site, RedHotStraightBoys. He had refused to do a spanking saying it "crossed too many lines" for him. Then, within a week, Tyler contacted Tom again. He needed to do another video. He still did not want to be spanked, and wanted to know if there was any other type of footage he could do that didn't involve contact with a man. But Tom wouldn't agree to anything else. Once again, Tyler said he just couldn't do a spanking video. A few days later Tyler changed his mind.
Format: mp4
Duration: 10:19
Video: 1280x720, AVC (H.264), 4766kbps
Audio: 176kbps
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File size: 373.8 MB
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DOWNLOAD FROM FILESMONSTER: Tyler Davis' First Spanking Part 1B

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180

Prisoner of Lust - part 04 Maniwaki
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Release Year: 2019
Video language: English
He is bored stiff with absolutely nothing to do, his straight stud is always getting on his case to keep busy.
Format: Windows Media
Duration: 16:36
Video: 1280x720, Windows Media Video V8
Audio: 125kbps
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File size: 615.3 MB
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DOWNLOAD FROM FILESMONSTER: Prisoner of Lust - part 04

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