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You are here » FILESMONSTER GAY Video collection, daily update! » GAY AND BISEX PORN » GAY UNUSUAL [FILESMONSTER] #21


GAY UNUSUAL [FILESMONSTER] #21

Posts 301 to 330 of 2000

301

Hayden Richards Rowen Jackson vs Jessie Colter Doug Acre - Live Match Legaspi
https://photosex.biz/imager/w_400/h_500/1be99cf9e97e9474cdb462d0f32ba155.jpg
Cast: Hayden Richards  ,Doug Acre  ,Jessie Colter  ,Rowen Jackson
Genres: rack ,the wall ,Athletic ,Role Play ,Domination ,Anal Fingering ,Gay ,bottom ,Cock Worship ,Tattoo
Video language: English
The crowd cheers for their favorite fighters as they step onto the mat. Fighting in the blue corner is Jessie “Cut-Throat” Colter and Doug “The Destroyer” Acre taking on team red, Hayden “The Swank” Richards and Rowen “The Jackhammer” Jackson. The little guys from each team decide to go first, the crowd cheers as they charge at each other. The Destroyer takes The Jackhammer to the ground and gets him in a tight cradle. Cut-Throat gets the tag from his teammate and pounces on The Jackhammer, shoving his balls right in his face. As the rounds heat up all fighters go balls to the wall to rack up as many points possible. Cut-Throat even has a couple injuries but shakes them off like a true warrior and continues to fight with all his strength. After three intense rounds the winners are announced as they claim their prizes, beating and fucking the losing team before covering them in cum for everyone to see!
Format: mp4
Duration: 1:03:00
Video: 960x540, AVC (H.264), 1366kbps
Audio: 122kbps
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File size: 688.4 MB
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DOWNLOAD FROM FILESMONSTER: Hayden Richards Rowen Jackson vs Jessie Colter Doug Acre - Live Match

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302

Jason Sparks Live - Andrew Delta - Massage Bate Edgeworthstown
https://photosex.biz/imager/w_400/h_500/8ab9892346db1e9fb6a1f1ae79c72528.jpg
Release Year: 2024
Studio: Jason Sparks Live
Cast: Andrew Delta, Baily Wylde
Genres: brunette, gay, kink, muscle, piercings, smooth, tattoos
Baily Wylde welcomes into his studio the tattooed Andrew Delta. Baily begins the massage as he always starts, with Baily’s handsy nature getting the best of him. As Baily moves his hands along his muscular client's body, he notices that , no matter where the touch is, Andrew ends up getting excited and popping a boner. As things progress Baily’s movements continue to poke at the raging hard-on of his client, until it becomes too difficult to leave unnoticed! Baily wraps his hands around Andrew’s erection to wrap up the appointment with a happy ending.
Format: mp4
Duration: 26:56
Video: 1920x1080, AVC (H.264), 9993kbps
Audio: 124kbps
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File size: 1.9 GB
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DOWNLOAD FROM FILESMONSTER: Jason Sparks Live - Andrew Delta - Massage Bate

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303

Stripper Hole Tryouts, Scene 1 Harpster
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Release Year: 2024
Genres: Anal Sex, Bareback, Blowjob, Cumshots, Masturbation
Video language: English
When hopeful candidate Declan Blake arrives to his interview with club manager Aiden Ward, the exchange quickly turns into a full-blown tryout with Declan doing his best to try and impress Declan. At first, Aiden is not amused by Declan, that is, until Declan starts shedding his clothes and revealing his insatiable ass in a red jock. Aiden wants to see just how bad Declan wants this gig, so he leaves his post from behind his desk and spreads Declan's cheeks to eat and finger his ass. Declan clearly wants more, so Aiden whips out his hard cock and sticks it in Declan's inviting ass bareback. Preparing Declan everything that goes down in the back rooms, he replaces his cock with his fists up into Declan's hole. It seems Declan is going to fit in just fine at this club as Aiden uses his cock and fist at the same time to gape Declan's crack. With nothing to brace him but the stripper pole, Aiden lays back and receives the managers punches until his rosebud is begging to come out. As his hole is getting used, Declan grabs his cock and strokes until a thick load shoots all over his furry torso.
Format: mp4
Duration: 24:28
Video: 3840x2160, AVC (H.264), 14656kbps
Audio: 125kbps
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File size: 2.6 GB
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DOWNLOAD FROM FILESMONSTER: Stripper Hole Tryouts, Scene 1

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304

Chris Burke vs. Connor Patricks Goodspring
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Cast: Connor Patricks  ,Chris Burke
Genres: Role Play ,Jockstrap ,Facesitting ,toned ,Rimming ,Blowjob ,Rough Sex ,Domination ,Tattoo ,BDSM
Video language: English
Connor Patricks returns to Top Cock with a perfect record, and nothing will take that away from him– except maybe Chris Burke. Chris arrives without a formal training, but with a hard body toned by farm life. The two grapple through an explosive first round, ready to flip, claw and grope their way to victory. The second round maintains the same wild energy: Both contenders stay neck-and-neck on the scoreboard as their hard cocks slap each other’s faces and their beefy legs lock tight around their opponent’s bodies. After the hot and sweaty battle, the winner triumphantly spanks some sense into the loser’s ass and throws him to the ground for a punishing face sit. With his face fucked without remorse or mercy, the loser is brought to his knees as the winner takes him for a pony ride before plunging his dick deep inside. In an act of generosity, the winner allows the loser to cum first as he rides the victorious cock. After cleaning up his messy seed on the winner’s chest, the loser is again tossed to the mat and receives a face full of hot jizz.
Format: mp4
Duration: 40:16
Video: 960x540, AVC (H.264), 1367kbps
Audio: 122kbps
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File size: 441.4 MB
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DOWNLOAD FROM FILESMONSTER: Chris Burke vs. Connor Patricks

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305

Young, Hard & Solo Richwood
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Release Year: 1996
Cast: Simon Rex, Peter Berk, Jeff Brant, Trent Shiro, David Bahn, Chris Soleil, Rico Martin
Genres: Twinks, Masturbation, Threesome, Cumshots
Video language: English
Nineteen year old Sebastian works up a sweat in the bicycle repair shop. Peter strokes his man-sized cock. Skateboarding' Jeff takes us on a wild ride. Basketball player Trent demonstrates how he handles the balls. And a circle jerk with David, Chris and Rico. Stroke it 'til it squirts with seven hot young men in sizzling solo and circle jerk action!
Format: Windows Media
Duration: 1:02:29
Video: 720x480, Windows Media Video 9, 1953kbps
Audio: 93kbps
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File size: 941.5 MB
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DOWNLOAD FROM FILESMONSTER: Young, Hard & Solo

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306

Friend's Fist, Scene 3 Robert Lee
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Release Year: 2024
Genres: Anal Sex, Bareback, Blowjob, Cumshots, Masturbation
Video language: English
Devin Franco is on his knees servicing his friends' thick cock. Micah Martinez grabs the back of Devin's head and pushes it all the way down on his cock. Devin makes his way from Micah's cock to his hole with his tongue before working his fist in his friends's ass.
Format: mp4
Duration: 18:46
Video: 3840x2160, AVC (H.264), 14637kbps
Audio: 125kbps
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https://photosex.biz/imager/w_400/h_400/917d7badde6d52ce1cde211e560e6d25.jpg
File size: 2.0 GB
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DOWNLOAD FROM FILESMONSTER: Friend's Fist, Scene 3

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307

Friend's Fist, Scene 5 Guilderland
https://photosex.biz/imager/w_400/h_500/552b37009c50d4ac00f99a8ed34a75b2.jpg
Release Year: 2024
Genres: Anal Sex, Bareback, Blowjob, Cumshots, Masturbation
Video language: English
Devin Franco is on his knees servicing his daddies' thick cock. Micah Martinez grabs the back of Devin's head and pushes it all the way down on his cock. Devin makes his way from Micah's cock to his hole with his tongue before working his fist in his 's ass. Deeper and deeper, Devin's fist sinks into Micah's crack. Micah takes Devin's fist is multiple positions before ending up on his back with Devin's fist jammed up his ass, stretching him good. As Devin fist fucks his , a thick load shoots out and Devin is quick to slurp up the last drops from his cock.
Format: mp4
Duration: 28:41
Video: 3840x2160, AVC (H.264), 14640kbps
Audio: 125kbps
https://photosex.biz/imager/w_200/h_200/6af04c4ea5471035ca9fe0673fa1563c.jpg https://photosex.biz/imager/w_200/h_200/b2fa5b3999d5d478f8d497b904dc715c.jpg
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File size: 3.0 GB
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DOWNLOAD FROM FILESMONSTER: Friend's Fist, Scene 5

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308

Wank Buddy - Cam 2 Grass Creek
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Release Year: 2025
Video language: English
These cuties know how to keep each other warm, so watch and learn. Warm the toes by gently licking them, cocksucking is also a great warmer-upper, but for ultimate heat, drop a load of boiling, hot, boy cum on the feet and gently rub in until warm.
Format: mp4
Duration: 10:14
Video: 1920x1080, HEVC, 6266kbps
Audio: 243kbps
https://photosex.biz/imager/w_200/h_200/b4a604fb85a2c07a9b67fe8d1e191072.jpg https://photosex.biz/imager/w_200/h_200/1c2e34b3078870dd6bc5e9cb3bd36461.jpg
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File size: 488.3 MB
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DOWNLOAD FROM FILESMONSTER: Wank Buddy - Cam 2

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309

Will "The Punisher" Parks vs John "Jizz on Your Face" Jammen Faunsdale
https://photosex.biz/imager/w_400/h_500/1bf7e5184fdb4a51c82bd0d238698e74.jpg
Cast: Will Parks  ,John Jammen
Genres: Rough Sex ,Blowjob ,Submission ,Anal ,Anal Fingering ,brunet ,unshaved ,BDSM ,Role Play ,Tattoo
Video language: English
We almost had to cancel this fight after our scheduled Blue fighter pussed out and pulled a “no-show” going up against Will “The Punisher” Parks. Luckily for us, John Jammen was there to watch the fight and stepped up to the plate to challenge The Punisher. Once John saw The Punisher’s ass, nothing could hold him back from gaining sexual dominancy. Will knows all too well how unforgiving losing on Naked Kombat can be though, and today he’s more determined than ever to punish his opponents tight hole. The intense sexual aggression continues from the mat into the bathroom where the loser gets his ass fucked and his head shoved in a toilet for a swirly.
Format: mp4
Duration: 46:29
Video: 960x540, AVC (H.264), 1366kbps
Audio: 122kbps
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File size: 507.8 MB
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DOWNLOAD FROM FILESMONSTER: Will "The Punisher" Parks vs John "Jizz on Your Face" Jammen

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310

Wank Buddy vol. 2 Pinckard
https://photosex.biz/imager/w_400/h_500/42092ae4eee4eaa4ab60f63b9df21ea8.jpg
Release Year: 2025
Video language: English
They’re both buff and extremely well built, blond, have a great presence in front of the camera, and are integral parts of what we each do and the videos we each film!
Format: mp4
Duration: 3:38
Video: 1080x1920, HEVC, 4012kbps
Audio: 244kbps
https://photosex.biz/imager/w_200/h_200/b71ca621105b11983334181399d4d17c.jpg https://photosex.biz/imager/w_200/h_200/1a843f988cee79671fb9a2afa83e4dc7.jpg
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File size: 113.4 MB
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DOWNLOAD FROM FILESMONSTER: Wank Buddy vol. 2

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311

Pinned, Scene 3 Bloomington
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Release Year: 2024
Genres: Anal Sex, Bareback, Blowjob, Cumshots, Masturbation
Video language: English
After five intense rounds on the mat, beefy wrestling stud Beau Butler has successfully pinned opponent Adrian Hart. To commemorate the win, referee Reign holds down Adrian so Beau can swallow every inch of the massive cock that's sprung out of Adrian's yellow, skin-tight singlet. With the muscular Adrian now focused on getting his hole and pole serviced, the ref turns his attention to barebacking Beau's incredibly hairy ass. Reign thrusts the entirety of his XL cock in and out of Beau's asshole as Adrian uses his long dick to fill up Beau's mouth. A deep-voiced warning from the referee signals that Reign is about to breed Beau's meaty ass. With his load deep inside Beau, the ref then commands the bottom to push the fresh load out of his used hole as Adrian's cock spits out a wad of jizz into Beau's cum-hungry mouth.
Format: mp4
Duration: 17:07
Video: 3840x2160, AVC (H.264), 14656kbps
Audio: 125kbps
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File size: 1.8 GB
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DOWNLOAD FROM FILESMONSTER: Pinned, Scene 3

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312

Speedo Narita
https://photosex.biz/imager/w_400/h_500/1bfde4b057751ba9ff48f719ce675004.jpg
Release Year: 2025
Video language: English
Sometimes both the models are so masculine you can't really tell who's gonna get fucked but this one was super hot For some dudes hooking up with another dude isn't easy. It can come with a lot of pressures if your in the closet. The guys are real.
Format: mp4
Duration: 2:07
Video: 1920x1080, HEVC, 6856kbps
Audio: 237kbps
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File size: 110.0 MB
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DOWNLOAD FROM FILESMONSTER: Speedo

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313

Sex Crimes Electra
https://photosex.biz/imager/w_400/h_500/e68a888d55ba8f328e67fa38ae623705.jpg
Release Year: 2014
Studio: Dark Alley Media
Cast: Matthias Von Fistenberg, Eddie Von Fistenberg, Ashley Rider
Genres: Boots, Fetish/Kink, Fisting, Tattoo, Threeway, Leather, Muscles, Poppers
From the darkest corners of Matthias von Fistenberg's deviant braines a movie unlike any other you have seen from him before. Eddie von Fistenberg and Ashley Ryder join in the filth for 90 minutes of explosive home-footage that pushes the limits of fantasy.
Format: mp4
Duration: 1:21:18
Video: 1920x1080, AVC (H.264), 5265kbps
Audio: 125kbps
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File size: 3.1 GB
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DOWNLOAD FROM FILESMONSTER: Sex Crimes

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314

Leon - The Masticator - Fox vs Chris - Mr Bad-Ass - Bines Edinburgh
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Cast: Chris Bines  ,Leon Fox
Genres: Cock Worship ,muscular ,Submission ,BDSM ,Athletic ,Jockstrap ,bottom ,Gay ,brunet ,Anal
Video language: English
Leon “The Masticator” Fox has years and years of martial arts training under his belt, and this is his first time on NK. From MMA to Kung Fu his extensive background is surely one not to underestimate. Fighting against The Masticator is newcomer Chris “Mr Bad-Ass” Bines. Mr Bad-Ass may not have formal training, but he’s grown up fighting and scrapping throughout the years and he’s more than confident in his street smarts. Both fighters have very different fighting styles, as they go toe to toe which one will prove to be superior? Masticator’s technical background or Mr Bad-Ass’ dirty, aggressive fighting style? Either way only one can be the winner and it’s an all out fight for sexual glory and control.
Format: mp4
Duration: 47:30
Video: 960x540, AVC (H.264), 1367kbps
Audio: 122kbps
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File size: 520.6 MB
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DOWNLOAD FROM FILESMONSTER: Leon - The Masticator - Fox vs Chris - Mr Bad-Ass - Bines

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315

Handpacked III - Jampacked Kimper
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Release Year: 2004
Studio: Hot House Entertainment , Club Inferno
Cast: Steve Richards, Tony Serrano, Rex Armswell, Ruben D'Angelo, Kent North, Warren Lord, Xavier Vitale, Scott Samson, Darien Shaw, Mike Vista
Genres: Buttplay, Double Penetration, Fisting, Group, Hairy, Leather, Fetish, Rimming, Dildos, Tattoos, Uncut
Club Inferno first sparked your interest with Handpacked, then fueled the fire with Manpacked. Now part three of Wolfgang Bang's filthy handball series explodes in your face, featuring so much shocking, outrageous hardcore sex we had to call it Jampacked! Hot House Exclusive Kent North, one of the hottest men to hit the handball scene, makes his debut in Jampacked. Don't be deceived by his classic good looks. This handsome and hung stud proves to be the nastiest pig in the Club Inferno lineup!
Format: avi
Duration: 1:43:34
Video: 560x416, XviD, 1401kbps
Audio: 437kbps
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File size: 1.4 GB
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DOWNLOAD FROM FILESMONSTER: Handpacked III - Jampacked

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316

OnlyFans Just Two Dudes Helping Each Other Out Yuanmou
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Studio: OnlyFans
OnlyFans present Simon Thies in alatest hot video scene update where Just Two Dudes Helping Each Other Out - its him again, powersofman4life . Enjoy!!!
Format: mp4
Duration: 9:55
Video: 1920x1080, AVC (H.264), 5866kbps
Audio: 156kbps
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File size: 438.1 MB
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317

JustForFans - BallStretchGuy video 2 Wister
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Studio: JustForFans
JustForFans present BallStretchGuy in hot video scene update where Bulge in Jockstrap and stretching balls and a fucking huge cumsho
Format: mp4
Duration: 15:46
Video: 1920x1080, AVC (H.264), 7935kbps
Audio: 123kbps
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File size: 930.5 MB
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DOWNLOAD FROM FILESMONSTER: JustForFans - BallStretchGuy video 2

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318

Thalys, El Maestro - A Giant Dildo To Open up His Hole Dividing Creek
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Sucking, rimming hairy holes are just a few things on the menu before plunging rock hard cock into the hungry hole.
Format: mp4
Duration: 22:06
Video: 1920x1080, AVC (H.264), 7788kbps
Audio: 125kbps
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File size: 1.3 GB
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DOWNLOAD FROM FILESMONSTER: Thalys, El Maestro - A Giant Dildo To Open up His Hole

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319

JustForFans - BallStretchGuy video 5 Realitos
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Studio: JustForFans
JustForFans present BallStretchGuy in hot video scene update where Edging with morning wood
Format: mp4
Duration: 16:23
Video: 1920x1080, AVC (H.264), 7850kbps
Audio: 124kbps
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File size: 957.5 MB
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DOWNLOAD FROM FILESMONSTER: JustForFans - BallStretchGuy video 5

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320

Kirk - Kick-Ass - Cummings vs Duncan - The Devastator - Black Park Forest
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Cast: Duncan Black  ,Kirk Cummings
Genres: Domination ,Athletic ,the wall ,Facesitting ,Blowjob ,Tattoo ,bottom ,big dick ,shaped ,BDSM
Video language: English
Newcomers Kirk “Kick-Ass” Cummings and Duncan “The Devastator” Black step into the ring fighting balls to the wall for sexual domination. The Devastator says he’s used to rolling around with his buddy’s and today all he’s looking forward to is showing his opponent who the bitch is by ramming his cock up the loser’s ass. Kick-Ass doesn’t see things the same as The Devastator, he’s been  it at the gym and he plans on kicking his pretty boy of an opponent’s ass and treating him like the piece of meat he is. Relentless leg locks and hard slams make this match one to never forget. Who will show they have what it takes to fight here on Naked Kombat, and who will have no other choice but to submit to the winner’s rough victory fuck?
Format: mp4
Duration: 43:50
Video: 960x540, AVC (H.264), 1367kbps
Audio: 122kbps
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File size: 480.4 MB
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DOWNLOAD FROM FILESMONSTER: Kirk - Kick-Ass - Cummings vs Duncan - The Devastator - Black

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321

Philip vs Aleksy - Wrestling Curryville
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What a nice set up for a hot sex... Deep kisses, wet blowjobs, hot rimming, cocks in ass, these dudes are horny and they work hard for the money.
Format: mp4
Duration: 19:20
Video: 1920x1080, AVC (H.264), 7901kbps
Audio: 125kbps
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File size: 1.1 GB
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322

Conner Habib Non Buri
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Cast: Conner Habib
Genres: Machine Dildo ,black hair ,switch ,Anal ,Dildo ,Hairy ,mixed ,muscular ,Gay
Video language: English
Sexy Conner Habib shows up in the shower room all hard and horny. He gets his cock even harder by putting the glass dildo up his hairy ass. Loosening up his tight hole, Conner shoves the shower shot up his hole and squirts out lots of water. He backs his ass into the Fucksall machine and it drills his ass good. He then jumps on the Satisfier and it vibrates his hole and his nuts which brings him really close to the edge. He saves his huge loads for the Dragon machine and it fucks the hell out of him. Conner screams and cums all over his hairy chest.
Format: mp4
Duration: 43:41
Video: 960x540, AVC (H.264), 1367kbps
Audio: 122kbps
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File size: 477.5 MB
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323

OnlyFans its him again, powersofman4life Philomont
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Studio: OnlyFans
OnlyFans present Power of Men, Simon Thies in a latest scene update - its him again, powersofman4life
Format: mp4
Duration: 13:38
Video: 1920x1080, AVC (H.264), 5863kbps
Audio: 156kbps
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File size: 601.5 MB
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324

JustForFans - BallStretchGuy video 6 Port Maria
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Studio: JustForFans
JustForFans present BallStretchGuy in hot video scene update where Having fun with gas mask and stretched balls
Format: mp4
Duration: 16:45
Video: 1920x1080, AVC (H.264), 7948kbps
Audio: 124kbps
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File size: 990.2 MB
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DOWNLOAD FROM FILESMONSTER: JustForFans - BallStretchGuy video 6

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325

ClubInferno Daddy Stretch My Hole s01 Cheb
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Studio: ClubInferno
Cast:  Josh Mikael, Declan Blakep
With a metal collar wrapped around his neck, Declan Blake is ready to be used by dom daddy Josh Mikael. The horny top pumps his stiff dick into the boy's mouth before grabbing him by the collar and thrusting his raw, wet cock into the bottom's stretched-out ass. After some bareback inspired moaning from Declan, Josh grabs a handful of lube, glides his entire fist into Declan's gaping backdoor, and proceeds to stretch him out even more. Soon, the dominant fucker is squeezing both of his fists into the boy and spreading his cheeks to get a better look at his bright red rosebud. Going back in to ride Josh's meaty fist, Declan strokes himself off and blows a fat load, covering his fisting daddy in his mess of hot cum.
Format: mp4
Duration: 23:30
Video: 1920x1080, AVC (H.264), 2301kbps
Audio: 123kbps
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File size: 418.9 MB
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DOWNLOAD FROM FILESMONSTER: ClubInferno Daddy Stretch My Hole s01

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326

HimerosTV - Pole Switch Parmele
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Top. Bottom. Versatile. Do we find freedom in these labels? Or limitations?
Topping and bottoming are two ways that we think of polarity - opposites attracting towards one another. In good sex, there is an inherent quality of polarity. After all, if we acted identically to our partner, we’d have a stalemate.
But often times, without even realizing it, we allow the partner with the dominant energy dictate the flow of sexual energy, and we go along with it.
This is a sex game to create polarity, regardless of your sexual position.
Set a timer for 5 minutes. One partner agrees to be the one that dictates what happens. He moves the plot along, so to speak. The other partner receives, and expresses, let’s go, allows the giver to create the scene. Try to get into what he is offering, even if it’s not your first choice in expressing. If something hits a limit, and you want things to stop - say the safe word red.
Then at the end of the 5 minutes, the partners switch. The game will likely contain common arrangements of polarity like give/receive dynamics such as blow jobs, ass fucking, etc. But the intent is to turn some of these concepts on their heads and and to get creative. During your 5 minutes, do whatever you want.
Format: mp4
Duration: 13:43
Video: 1920x1080, AVC (H.264), 7744kbps
Audio: 223kbps
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Duration: 17:25
Video: 1920x1080, AVC (H.264), 7849kbps
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Cast: Tony Orlando, Wolfie Braden Shaw
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