Punishment Gay porn Videos - Bad boys getting painfully

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Soldierboys (Sk8erBoy) Ocean Beach

Release Year: 2011
Studio: Sk8erBoy
There's no messing about here in Soldierboys. Two young soldiers, Tommy and Fabio, are taken captive during a gun battle and are really put through their paces.
Sk8erboy. SolderBoys They're given a hard thrashing, tortured with electricity, pissed on and beaten before getting a penis plug and having extra-large dildos shoved up their butts, until finally their captors give them a brutal fucking. Although Tommy manages to break free and escape, his colonel punishes him for failing the mission with some hot wax torture. He then tramples on Tommy, spanks his arse and his smelly socks and sweaty feet into his mouth. Some soldiers raid a hostel and two cute young straight boys to have sex with each other, They are then made to fuck each other with an extra-large double dildo until they come. Soldierboys is as hard as it is exciting and with all the hard fucking, cock sucking, nipple torture, spanking, mega dildos and deliberate cumshots in five hardcore scenes, it is one twink punishment dvd you won't want to miss!
Format: avi
Duration: 3:12:59
Video: 720x416, DivX 5, 1322kbps
Audio: 156kbps



File size: 2.1 GB


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Jerry Ward Cove

Release Year: 2014
Studio: FeetBastinadoBoys.com
Cast: Jerry
Genres: Bastinado, Spanking m/m, Flogging, Straight boy, Caning, Punishment, Feet punishment, Foot, ass punishment, hand spanking, first time bastinado
Video language: English
Jerry is a new bad boy, and has already urgently needs a disciplinary punishment, after being stripped, he is tied to the bed by his hands and feet, and severely punished with the cane, for the first time in his life on the soles of the feet (bastinado), then on the bare ass and on the ass hole, and then spanked on the bare ass by hand.
Format: Windows Media
Duration: 23:59
Video: 1920x1080, Windows Media Video 9, 7812kbps
Audio: 125kbps



File size: 1.4 GB


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Frederyk Fendrych - Massage Sanford

Release Year: 2025
Video language: English
Once the new Dom has had enough fun punishing his slave, he sets to work on his exceptionally tight asshole.. This freshly legal 18 yo did not know what was coming his way, but he quickly gets tied at the feet and hands..
Format: mp4
Duration: 27:14
Video: 1920x1080, AVC (H.264), 3919kbps
Audio: 156kbps



File size: 814.2 MB


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RawFuckClub Punishment for Stealing My Shit Corsica

Studio: RawFuckClub
Cast: Kaleb Kaloni, Max Konnor
Max Konnor has just returned to his hotel room from a party and notices some of his stuff is missing. When he checks the room Max finds the thief in the closet. He whips out his dick and feeds it to him before teaching Kaleb in rough fucking he will never forget.
Format: mp4
Duration: 29:56
Video: 1280x720, AVC (H.264), 2341kbps
Audio: 122kbps



File size: 541.9 MB


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Ivan Fecek - Erotic Solo Midland Park

Release Year: 2025
Video language: English
Once the new Dom has had enough fun punishing his slave, he sets to work on his exceptionally tight asshole.. This freshly legal 18 yo did not know what was coming his way, but he quickly gets tied at the feet and hands..
Format: mp4
Duration: 20:02
Video: 1920x1080, AVC (H.264), 3887kbps
Audio: 154kbps



File size: 594.2 MB


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Dr. FrankenFuck's Fist Lab, Scene 3 Kentfield

Release Year: 2025
Cast: Hugh Hunter, Scotty Taylor, Pierce Paris
Genres: Anal, Fisting/Handballing, Fetish/Kink, Jockstraps, Oral, Tattoos
Video language: English
Pierce Paris is Dr. FrankenFuck's latest creation. The Doctor (Hugh Hunter) needs to give his new monster a check-up and he has his assistant, Scotty Taylor, get Pierce onto the exam table. After checking all of Pierce's vital signs, the Doctor gives Pierce a few jolts of e-stim madness. The jolts make Pierce's monster dick grow even harder and when the Doctor turns around, Scotty can't help but take a taste of the creature. The Doctor hasn't given Scotty permission to suck the monster's cock, and as punishment has Scotty blow the Doctor. The Doctor wants more of his assistant and bends Scotty over to lick his ass as Scotty continues his sucking fixation on the creature's dick. Sensing that his assistant is ready to get his ass stretched, the Doctor slips his thick dick deep inside Scotty's hole, stretching him out and getting him ready for more. The monster wants in on the action and takes over for the Doctor, pounding Scotty's ass while the Doctor fucks his face. It's a dream come true for Scotty who gets both holes used and opened up for what's about to come. Without instruction and on pure instinct, the creature knows what to do next and greases up his gloved hand to slide into Scotty's gaping hole. He goes wrist deep inside Scotty with his fist and keeps a steady pace. The Doctor is so turned on by the sight of his creation fisting his assistant that he blows a massive load all over Scotty's face. Scotty is still enjoying the fist up his ass when the Doctor leaves the room and barks out the command to get the creature ready for his next treatment.
Format: mp4
Duration: 29:47
Video: 1920x1080, AVC (H.264), 6174kbps
Audio: 187kbps



File size: 1.4 GB


DOWNLOAD FROM FILESMONSTER: Dr. FrankenFuck's Fist Lab, Scene 3

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Jerry Bastinado Mullinville

Release Year: 2014
Studio: FeetBastinadoBoys.com
Cast: Jerry
Genres: Bastinado, Spanking m/m, Flogging, Straight boy, Caning, Punishment, Feet punishment, Foot, ass punishment, first time bastinado
Video language: English
The master is still not satisfied that Jerry has learnt his lesson and so decides he needs a new session of punishment. Jerry is again tied to the bed by his hands and feet and then severely punished with the cane on the soles of his feet. He is then caned on his bare ass. Also when standing he endures a genital punishment.
Format: Windows Media
Duration: 20:37
Video: 1920x1080, Windows Media Video 9, 7812kbps
Audio: 125kbps



File size: 1.2 GB


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KinkMen I Own Your Holes Blansko

Studio: KinkMen
Cast: Brogan, Jayson Parker
Jayson Parker wants to be tied up, dominated, fucked, and fisted. Brogan is the dungeon master who will make his BDSM dreams come true and then some. Brogan is there to use Jayson for his own pleasure so if Jayson can take all of his sadistic punishment, he will be rewarded. To begin Jayson is bound to a wooden structure blindfolded, naked, and exposed as Brogan inspects the goods, slaps him around, sucks his nipples and cuts off the jock holding Jayson's cock inside. Brogan strokes and sucks Jayson's cock and then knocks his balls around making him moan in pain. Brogan stuffs his cock in Jayson's mouth and gives him a good throat-fucking and then reminds Jayson of his purpose which is to please his master. Next Jayson is bound and mounted on a leather fuck-bench while Brogan licks, tickles, and sucks Jayson's toes and feet. His laughter turns to moans when Brogan's attention turns to fingering and tonguing his sub's asshole. Then Jayson gets a solid whipping with the flogger which turns his ass red and now he has earned a hard cock in his ass. Brogan continues flogging his back while fucking his ass and Jayson loves every inch of his master's dick. Now it's time for something bigger so Brogan fucks Jayson's slutty hole with a massive dildo which stretches his asshole out and drives him crazy. In the next scene Jayson is fully suspended from the ceiling while Brogan fists his sub's ass until Jayson cums and squirts uncontrollably from all the intense pleasure. Finally Brogan pounds Jayson's ass fast and furiously until he is ready to shoot his load. He lets Jayson out of the rope and then covers him in well earned cum. Jayson is so turned on he can't help but jerk himself off and cum again for his master.
Format: mp4
Duration: 46:44
Video: 1920x1080, AVC (H.264), 9759kbps
Audio: 156kbps



File size: 3.3 GB


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I Own Your Holes: Brogan & Jayson Parker 1080p Red Cliff

Cast: Brogan, Jayson Parker
Genres: BDSM, Torture
Jayson Parker wants to be tied up, dominated, fucked, and fisted. Brogan is the dungeon master who will make his BDSM dreams come true and then some. Brogan is there to use Jayson for his own pleasure so if Jayson can take all of his sadistic punishment, he will be rewarded. To begin Jayson is bound to a wooden structure blindfolded, naked, and exposed as Brogan inspects the goods, slaps him around, sucks his nipples and cuts off the jock holding Jayson’s cock inside. Brogan strokes and sucks Jayson’s cock and then knocks his balls around making him moan in pain. Brogan stuffs his cock in Jayson’s mouth and gives him a good throat-fucking and then reminds Jayson of his purpose which is to please his master. Next Jayson is bound and mounted on a leather fuck-bench while Brogan licks, tickles, and sucks Jayson’s toes and feet. His laughter turns to moans when Brogan’s attention turns to fingering and tonguing his sub’s asshole. Then Jayson gets a solid whipping with the flogger which turns his ass red and now he has earned a hard cock in his ass. Brogan continues flogging his back while fucking his ass and Jayson loves every inch of his master’s dick. Now it’s time for something bigger so Brogan fucks Jayson’s slutty hole with a massive dildo which stretches his asshole out and drives him crazy. In the next scene Jayson is fully suspended from the ceiling while Brogan fists his sub’s ass until Jayson cums and squirts uncontrollably from all the intense pleasure. Finally Brogan pounds Jayson’s ass fast and furiously until he is ready to shoot his load. He lets Jayson out of the rope and then covers him in well earned cum. Jayson is so turned on he can’t help but jerk himself off and cum again for his master.
Format: mp4
Duration: 46:44
Video: 1920x1080, AVC (H.264), 9759kbps
Audio: 156kbps



File size: 3.3 GB


DOWNLOAD FROM FILESMONSTER: I Own Your Holes: Brogan & Jayson Parker 1080p

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Young Cum Dump for Two Bareback Fuckers Pine Beach

Release Year: 2024
Genres: Anal Sex, Bareback, Blowjob, Cumshots, Masturbation
Video language: English
Little, blond Corey is far too curious for his age. When they catch him straying, Ashton and Nathan decide they are going to have to give him a punishing fuck to teach the young twink some discipline. Corey’s small, tight ass has to satisfy two huge cocks, and the pleasure with which both the tops dish out a lesson to the fresh meat is visible. Corey learns what it means to be a sperm bucket…
Format: mp4
Duration: 25:37
Video: 1280x720, AVC (H.264), 3912kbps
Audio: 61kbps



File size: 746.5 MB


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Kink Men – I Own Your Holes – Brogan And Jayson Parker Everettville

Jayson Parker wants to be tied up, dominated, fucked, and fisted. Brogan is the dungeon master who will make his BDSM dreams come true and then some. Brogan is there to use Jayson for his own pleasure so if Jayson can take all of his sadistic punishment, he will be rewarded. To begin Jayson is bound to a wooden structure blindfolded, naked, and exposed as Brogan inspects the goods, slaps him around, sucks his nipples and cuts off the jock holding Jayson’s cock inside. Brogan strokes and sucks Jayson’s cock and then knocks his balls around making him moan in pain. Brogan stuffs his cock in Jayson’s mouth and gives him a good throat-fucking and then reminds Jayson of his purpose which is to please his master. Next Jayson is bound and mounted on a leather fuck-bench while Brogan licks, tickles, and sucks Jayson’s toes and feet. His laughter turns to moans when Brogan’s attention turns to fingering and tonguing his sub’s asshole. Then Jayson gets a solid whipping with the flogger which turns his ass red and now he has earned a hard cock in his ass. Brogan continues flogging his back while fucking his ass and Jayson loves every inch of his master’s dick. Now it’s time for something bigger so Brogan fucks Jayson’s slutty hole with a massive dildo which stretches his asshole out and drives him crazy. In the next scene Jayson is fully suspended from the ceiling while Brogan fists his sub’s ass until Jayson cums and squirts uncontrollably from all the intense pleasure. Finally Brogan pounds Jayson’s ass fast and furiously until he is ready to shoot his load. He lets Jayson out of the rope and then covers him in well earned cum. Jayson is so turned on he can’t help but jerk himself off and cum again for his master.
Format: mp4
Duration: 46:44
Video: 1920x1080, AVC (H.264), 9759kbps
Audio: 156kbps



File size: 3.3 GB


DOWNLOAD FROM FILESMONSTER: Kink Men – I Own Your Holes – Brogan And Jayson Parker

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Bearded POW - Part II Shannon

To execute the next day's punishments properly, especially dangerous criminal should be totally naked...
Format: mp4
Duration: 16:05
Video: 1920x1080, AVC (H.264), 3132kbps
Audio: 184kbps



File size: 391.2 MB


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Twink Trade - Pampered Twinks Should Learn Some Respect Idyllwild

Release Year: 2025
Studio: SayUncle
Cast: Carter DelRey, Cole Connor, Jake Nicola, Max Mabry
Genres: anal, bareback, blowjob, foursome, gay, group, oral, orgy, rimming, smooth
Max and Carter have been living on the edge, indulging in a secret shopping spree using their stepdads' credit cards. The thrill of owning the latest smartphones had clouded their judgment, making them believe they could get away with their deception. However, their luck was about to run out. Cole and Jake, the boys’ stepdads, while reviewing their monthly credit card statements, stumbled upon a series of unfamiliar charges. The timing of the purchases coincided with the boys' recent obsession with new gadgets. Catching the boys red-handed with their brand-new phones, Cole and Jake decided to teach them a lesson they wouldn't forget. Instead of resorting to anger or punishment, they opted for a more creative approach: working their asses off to repay for the phones in a nice foursome. If they believe themselves old enough to own the consequences of their actions, they can also take a nice ass-pounding so they never forget who’s in charge.
Format: mp4
Duration: 21:39
Video: 1920x1080, AVC (H.264), 5570kbps
Audio: 125kbps



File size: 904.4 MB


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Luco Ricci - Erotic Solo Renwick

Release Year: 2025
Video language: English
Once the new Dom has had enough fun punishing his slave, he sets to work on his exceptionally tight asshole.. This freshly legal 18 yo did not know what was coming his way, but he quickly gets tied at the feet and hands..
Format: mp4
Duration: 17:11
Video: 1920x1080, AVC (H.264), 3896kbps
Audio: 154kbps



File size: 510.6 MB


DOWNLOAD FROM FILESMONSTER: Luco Ricci - Erotic Solo