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GAY BDSM [FILESMONSTER] #25

Posts 1981 to 2000 of 2000

1981

Troy Gets Caught Taking Liberties Domination and Rope Amagon
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Cast: Brayland ,Troy Roberts ,Mykul Pierce
Genres: Amateur ,Short Hair ,Smooth ,Rope ,Flogging ,American ,Other Location ,Jocks ,Cut ,Bondage ,Trimmed ,Blond Hair ,Twinks ,Masturbation ,Tattoos ,Domination ,Fetish ,Clean Shaven
Video language: English
Brayland isn't happy when he comes back to his dungeon and finds jock boy Troy playing with his new toy! Young Mykul takes a flogging from the aggressive new arrival and gets his cock tugged too before Brayland returns and catches Troy in the act. The young Master doesn't hesitate to teach them both a hard lesson with the flogger!
Format: mp4
Duration: 13:00
Video: 1920x1080, AVC (H.264), 4206kbps
Audio: 148kbps
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File size: 415.6 MB
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DOWNLOAD FROM FILESMONSTER: Troy Gets Caught Taking Liberties Domination and Rope

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1982

Finally Allowed To Spurt Cum Jerking Off and Amateur Moorhead
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Cast: J Lee ,Tommy
Genres: Amateur ,Ass Play ,Clean Shaven ,Smooth ,Jerking Off ,Cock Rings ,Flogging ,Chains ,American ,Other Location ,Cum Jerking Off ,Short Hair ,Bondage ,Cut
Video language: English
Poor Tommy continues to ride the dildo, moaning and groaning to agonizing strokes. The flogging is painful and the toy in his ass is filling, but finally Lee gets tired of his boy and abandons him in a corner. With his ass aching and his cock swelling he knows it's the opportunity he needed, grabbing his long meat and jacking himself off, finally spewing his hot cream over his abs.
Format: mp4
Duration: 10:40
Video: 1920x1080, AVC (H.264), 3447kbps
Audio: 148kbps
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File size: 281.2 MB
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DOWNLOAD FROM FILESMONSTER: Finally Allowed To Spurt Cum Jerking Off and Amateur

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1983

Hard Working Man Restrained Tattoos and Chains Clarkedale
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Cast: Vincenzo
Genres: Bondage ,Fetish ,Uniforms ,Domination ,Tattoos ,Brown Hair ,Muscular ,Short Hair ,Daddies ,Other Location ,Chains ,European ,Smooth ,Clean Shaven
Video language: English
Vincenzo underestimated his buddies, they ganged up on the cocky muscle man and took him down to the basement and chained him up. It was supposed to just be a joke to show him that he's not the powerful man he likes to think, but now they've left him there for a little longer after he started to get real verbal. Will he escape? Unlikely.
Format: mp4
Duration: 9:48
Video: 640x480, AVC (H.264), 1674kbps
Audio: 124kbps
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File size: 129.7 MB
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DOWNLOAD FROM FILESMONSTER: Hard Working Man Restrained Tattoos and Chains

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1984

Hanging Like A Piece Of Meat Natural and Brown Hair Carnation
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Cast: Devon ,Master Tye ,Brice Carson
Genres: Amateur ,Black ,Smooth ,Suspension ,Flogging ,American ,Other Location ,Short Hair ,Cut ,Brown Hair ,Bondage ,Blond Hair ,Black Hair ,Spank ,Twinks
Video language: English
The flogging continues! Master Devon send the winch up so that bitch boy Brice is entirely upside down, hanging from the ceiling. The sadistic master gets to work with the flogger and riding crop, tenderizing the boy as he swings, his balls and cock hanging from his body like tempting fruit. The boy can do nothing but writhe and scream as the strokes hit.
Format: mp4
Duration: 11:19
Video: 1920x1080, AVC (H.264), 4245kbps
Audio: 148kbps
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File size: 364.7 MB
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DOWNLOAD FROM FILESMONSTER: Hanging Like A Piece Of Meat Natural and Brown Hair

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1985

Jacking Off To His Cries Masturbation and Brown Hair Baileyville
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Cast: Brayland ,Mykul Pierce
Genres: Amateur ,Short Hair ,Clean Shaven ,Smooth ,Jerking Off ,Rope ,Flogging ,Chains ,American ,Other Location ,Cum Jerking Off ,Cut ,Bondage ,Trimmed ,Brown Hair
Video language: English
Mykul has been used, fucked, flogged to the limit and totally owned by sadistic boy Brayland, but his dom still needs to get that heavy cum load from his big cock and he needs to hear Mykul crying out to get him there. The flogger and hair pulling does the trick, with Brayland slapping his meat around in the boy's face and finishing with a big thick mess of dom cum all over Mykul's face!
Format: mp4
Duration: 9:49
Video: 1920x1080, AVC (H.264), 4267kbps
Audio: 148kbps
https://photosex.biz/imager/w_200/h_200/cb0ae9a23bde4472dd66d75077088125.jpg https://photosex.biz/imager/w_200/h_200/ec8b340d65448370c0a41d7dab0cce65.jpg
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File size: 318.1 MB
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DOWNLOAD FROM FILESMONSTER: Jacking Off To His Cries Masturbation and Brown Hair

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1986

Dungeon Games - Into The Woods Pt 2 Masturbation and Bearded Post Mills
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Cast: Tyler Saint ,Dire Callahan ,Duke Rivers
Genres: Handjob ,Ball Play ,Clean Shaven ,Bearded ,Smooth ,Hairy ,Rope ,Cock and Ball Torture ,American ,Nipple Play ,Short Hair ,Bondage ,Muscular
Video language: English
Soldiers Duke and Tyler struggled throughout the night but their captor knows how to tie those ropes tight. With the arrival of morning comes even more pain, their cocks and balls revealed for jerking and tugging, their nuts pulled away from their bodies and secured in leather. Master has a painful game for them.
Format: mp4
Duration: 8:06
Video: 1280x720, AVC (H.264), 5496kbps
Audio: 124kbps
https://photosex.biz/imager/w_200/h_200/312065d8ddce1f2513acd8e1fc5303ec.jpg https://photosex.biz/imager/w_200/h_200/59ffaf60bd46c8052bc3615539eeb1e4.jpg
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File size: 334.2 MB
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DOWNLOAD FROM FILESMONSTER: Dungeon Games - Into The Woods Pt 2 Masturbation and Bearded

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1987

Bareback Bonding Winston Salem
https://photosex.biz/imager/w_400/h_500/5e4f6625c2e5620ad158b61cef6a0c76.jpg
Release Year: 2022
Genres: Bareback, BDSM, Blindfolds, Bondage, Clothing, Domination, Dungeons, Fetish
Stretched, fucked, and filled with raw cock, that's just how bottom boys Maxxie and Avery like it. It's also how Masters Sebastian and Sean prefer to fuck their captives. There is no better feeling than a tight twink ass being stretched around your rock hard cock, especially when the holes belong to these two handsome lads.
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Total size: 5.9 GB in 2 files.
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DOWNLOAD FROM FILESMONSTER: Bareback Bonding

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1988

Repayment Part 4 Macdona
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Slave-boy Zak is brutally whipped with the leather flogger before Master Lukas moves on to electrocution torture. Arch that back! Lukas demands, shocking his slave through his cock-ring. Zak screams. The jolts are intense. If that wasnt enough for the boy, Master Lukas turns the device to the highest power, zapping the boy repeatedly before beating him with the whip.
Format: mp4
Duration: 10:51
Video: 1280x720, AVC (H.264), 2399kbps
Audio: 158kbps
https://photosex.biz/imager/w_200/h_200/0ebc979174de89c03deaebc355c3236c.jpg https://photosex.biz/imager/w_200/h_200/0d7d41aab33d645bd4c4b9e54b24e145.jpg
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File size: 203.6 MB
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DOWNLOAD FROM FILESMONSTER: Repayment Part 4

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1989

Captured Boy Part 1 Sorrento Mesa
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Master Kayden is ready to play with a new boy in the dungeon. Capturing Thomas was easy; all he had to do was spike the fit, young, studs drink at a party. Now, all he has to do is decide what to do with the boy. He starts by throwing the  slave down on the bondage table. Then, he rubs Thomass smooth physique in oil, covering every inch of his nude body. It isnt long before the boy shows signs of waking up, but before he does, Master Kayden makes sure to secure his new boy-toy with rope to the bondage table.
Format: mp4
Duration: 11:00
Video: 1280x720, AVC (H.264), 1312kbps
Audio: 159kbps
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File size: 119.2 MB
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DOWNLOAD FROM FILESMONSTER: Captured Boy Part 1

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1990

Tormenting The Vulnerable Sub Leather and Blindfold Loyalhanna
https://photosex.biz/imager/w_400/h_500/c36c9fe175b79792adde2e4189e1b618.jpg
Cast: Damien Michael ,Devon
Genres: Amateur ,Jocks ,Clean Shaven ,Smooth ,Leather ,Rope ,Flogging ,Blindfold ,American ,Other Location ,Short Hair ,Bondage ,Cut ,Trimmed ,Black
Video language: English
Devon possibly thinks his captor has grown bored of him already as his bare feet are freed from the ropes, but he soon discovers that kinky dom Damien is just adjusting his new toy for more fun. With his legs parted by a dividing pole and hoisted up Damien returns to the flogger, whipping the hardening wax from the young man's naked body.
Format: mp4
Duration: 8:12
Video: 1920x1080, AVC (H.264), 4438kbps
Audio: 148kbps
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File size: 275.8 MB
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DOWNLOAD FROM FILESMONSTER: Tormenting The Vulnerable Sub Leather and Blindfold

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1991

Repayment Part 6 Arch
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Zak is still blindfolded when Master Lukas demands the boy stroke his cock till he cums. Scared, Zak complies and slides his hands up and down on his massive cock. Good boy! Master Lukas yells, smacking the boy with the leather crop. Soon, Lukas is so turned on by his slave-boy that he pulls down his pants and starts to stroke his cock. It isnt long before the young Master shoots cum all over his pig slave, but the slave still hasnt gotten off yet.
Format: mp4
Duration: 10:54
Video: 1280x720, AVC (H.264), 2068kbps
Audio: 158kbps
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File size: 178.3 MB
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DOWNLOAD FROM FILESMONSTER: Repayment Part 6

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1992

Rent-A-Body Oakford
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Release Year: 2017
Genres: Gay, Bdsm, Bondage
Video language: English
Slave soldier hardcore humilated punishment action. enjoy!
Format: flv
Duration: 9:00
Video: 1920x1080, AVC (H.264), 9882kbps
Audio: 125kbps
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File size: 660.0 MB
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DOWNLOAD FROM FILESMONSTER: Rent-A-Body

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1993

Repayment Part 2 Carbon Hill
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Slave-boy Zak is blindfolded and forced to his knees by Master Lukas. How are you going to get me my money if you dont have it? Master Lukas asks, whipping the slave with the leather flogger. Were just going to have to find another way for you to repay me! Zak is terrified. Now, Master Lukas grabs the boy by his massive cock, fondling him through the cock ring hes wrapped around his slaves phallus. Ah! Zak screams as hes pushed to the ground. Now its time to secure the slave with rope.
Format: mp4
Duration: 10:53
Video: 1280x720, AVC (H.264), 2383kbps
Audio: 159kbps
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File size: 203.1 MB
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DOWNLOAD FROM FILESMONSTER: Repayment Part 2

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1994

Pup Training Play - Part 2 Natural and Hairy Laneburg
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Cast: Derek da Silva ,Cullen Cable
Genres: Blowjob ,Nipple Play ,Clean Shaven ,Bearded ,Smooth ,Hairy ,Piercings ,Cock Rings ,Face Fucking ,American ,Other Location ,Jocks ,Bondage ,Short Hair ,Muscular
Video language: English
Horny Master Derek is good when it comes to Shibari, and it's a good way to teach hot little pup Cullen how to suck his dick without nibbling his meat. A little nipple play makes for some good punishment for biting master, but the humiliation of having his head shaved will really teach the pup a lesson.
Format: mp4
Duration: 11:44
Video: 1280x720, AVC (H.264), 2789kbps
Audio: 124kbps
https://photosex.biz/imager/w_200/h_200/0ddd07875afa3b9218d02207ee8bc5b6.jpg https://photosex.biz/imager/w_200/h_200/e3d0022fd62931e2b02f9ae01b989fc3.jpg
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File size: 251.0 MB
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DOWNLOAD FROM FILESMONSTER: Pup Training Play - Part 2 Natural and Hairy

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1995

Superintendent Middle Village
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Release Year: 2017
Genres: Gay, Bdsm
Video language: English
Slave gay extreme torture action, rough show extremal. enjoy!
Format: mp4
Duration: 18:07
Video: 1920x1080, AVC (H.264), 4493kbps
Audio: 309kbps
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File size: 637.8 MB
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DOWNLOAD FROM FILESMONSTER: Superintendent

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1996

Repayment Part 10 Benzonia
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Zak has been stranded by his Master in the middle of the woods. Hes horny and hard as a rock. Come back! he yells, begging for Master Lukas, but its too late; Hes all alone. Desperate, he pulls a hand free from his binds and strokes his hard cock. Soon, the boy is moaning loudly. Yes! he screams, shooting a thick wad of cum onto his stomach. Now, Master Lukas returns, but only to reclaim his prize for more fun.
Format: mp4
Duration: 11:06
Video: 1280x720, AVC (H.264), 3386kbps
Audio: 158kbps
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File size: 288.8 MB
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DOWNLOAD FROM FILESMONSTER: Repayment Part 10

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1997

Military Story Firenze
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Release Year: 2017
Genres: Gay, Bdsm, Bondage
Video language: English
Soldier slave extreme hard tied and whipping caning extremal!
Format: mp4
Duration: 18:08
Video: 1920x1080, AVC (H.264), 5741kbps
Audio: 309kbps
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File size: 804.0 MB
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DOWNLOAD FROM FILESMONSTER: Military Story

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1998

Captured Boy Part 8 Orange Beach
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Master Kayden turns things up a notch by rubbing his freshly beaten and bound slave in an alcohol-soaked rag as the boy screams in pure agony. Please! Thomas begs, struggling to free himself as his whip marks are drenched in rubbing alcohol. I have more in store for you! Master Kayden announces, smacking his slave once again with the whip before moving him over to the steel bondage cage. Thomas is exhausted, but theres still more in store for the whimpering slave.
Format: mp4
Duration: 11:01
Video: 1280x720, AVC (H.264), 2929kbps
Audio: 155kbps
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File size: 249.3 MB
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DOWNLOAD FROM FILESMONSTER: Captured Boy Part 8

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1999

Repayment Part 11 Old Harbor
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Zak is exhausted, but Master Lukas isnt finished with his hung slave-boy. Ah! Zak screams as the whip at his Masters hand digs into his flesh. You want more? Master Lukas asks, digging the leather ends of the flogger into his slaves torso several more times. The pain is intense. To make matters worse, Zak is blindfolded and has no idea where the whip will strike next. Flexing all his muscles, he braces for the impact of the flogger. His body is about to give out, but there are a few more surprises in store for this young stud.
Format: mp4
Duration: 12:11
Video: 1280x720, AVC (H.264), 1655kbps
Audio: 159kbps
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File size: 162.6 MB
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DOWNLOAD FROM FILESMONSTER: Repayment Part 11

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2000

Repayment Part 3 Ramah
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Master Lukas has his slave bound face-down in the dirt. Arch your back! he demands as Zak struggles to lift his ass into the air. The boy is then beaten relentlessly with the leather crop. Ill get you your money back, just give me a little time! Zak begs his dominating Master. Its too late for that! Master Lukas replies, continuing to beat the boy into submission before flipping him onto his back.
Format: mp4
Duration: 11:08
Video: 1280x720, AVC (H.264), 2444kbps
Audio: 158kbps
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File size: 212.6 MB
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DOWNLOAD FROM FILESMONSTER: Repayment Part 3

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