Tag Archives: Jackson Fillmore

Male BDSM: Jackson Fillmore is tied up, tortured and fucked

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This is a video from 30 Minutes of Torment called ‘No Mercy for Jackson Fillmore: Beaten, Electrified, Humiliated & Fucked’

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In this shoot from 30 Minutes of Torment:

Jackson Fillmore is a full-time BDSM lifestyler. Is his experienced enough to help him endure 30 minutes of excruciating sadistic torment until he blows his load?

THE PIT – Strapped down to the platform, balls secured tight to the front, Jackson stands completely immobile and must face a serious torrent of corporal punishment. Van starts with open palms and fists to tenderize Jackson’s flesh before flogging it raw.

THE CHAIR – Jackson sits in the electric chair, his lower half already starting this round with a painful current through his thighs. The torment intensifies with more electrodes clamped to his balls and an electrified butt plug deep in his hole. Van zaps Jackson’s erect cock and runs electric arcs from a violet wand all over Jackson’s body and straight into Jackson’s ass. At the final moments, Van fries Jackson with the electrodes turned up to full power.

THE GIMP STATION – Jackson has to make his cock hard for the gimp’s arrival while Van lands sharp hits from the crop all over Jackson’s ass. The gimp plows into Jackson with a raging hard-on as Jackson grits his teeth and moans. With his back splattered in hot wax, Jackson rides the gimp as he jerks off. Jackson successfully blows his load, but the clock is still ticking. His face gets smothered in the gimp’s cum and Van finishes Jackson’s 30 minutes with a wicked beating.

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Model in this video: Jackson Fillmore

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Puppy play, self sucking, and vigorous tickling: Jackson Fillmore puts on a live show

Hot boy next door Jackson Fillmore joins Men on Edge to try out puppy play for the first time, during a live shoot.

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He jumps right into the role, submitting to Christian and Sebastian as soon as the puppy mask goes on. Christian leads Jackson around on a short leash and has the pup worship his boots while Sebastian hogties him. Jackson is made to wear a rawhide bone on his balls as they edge him repeatedly, getting suggestions from the members. Jackson is even made to suck his own dick in a piledriver. Sebastian and Christian take Jackson to the bed, bending the eager pup over and toying his hairy asshole. Jackson may not be allowed to cum yet, but Christian takes the opportunity to blow a load all over Jackson’s face. Flipped over, Jackson endures an alternate between torment and pleasure as he’s relentlessly tickled. An even bigger pup tail plug is inserted before Jackson finally gets to blow his load, obediently lapping up his cum from Sebastian’s hand. Helpless to move, Jackson’s finished off with a vicious tickling and apple polishing on his sensitive, uncut cockhead.

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Deep Woods Domination: Chapter 2

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In the second chapter of Deep Woods Domination — a three-part series at Bound Gods — Tristan Jaxx is on a camping trip with Jackson Fillmore. During a brisk walk they discuss the recent disappearances of hikers from the nearby woods. But it’s only a fleeting thought, because Tristan actually has his eye on Jackson’s smooth, fuckable ass.

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Jackson Fillmore learns the true meaning of pain from Sebastian Keys

Master Sebastian Keys just found his newest contender for house slave: Jackson Fillmore.

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First Jackson must endure days of confinement in full duct tape bondage, while Master Keys beats and toys with him. After Jackson is released from his tape restraints, he must escape the imprisonment of his own mind. Master Keys torments Jackson with his crop while delving deep into the pain slut’s inner psyche. Jackson needs to understand his desire for pain if he wishes to continue. Jackson’s arms are suspended above him as Master Keys unleashes the full power of his flogger on him. Jackson embraces the torment, and is rewarded by being tied against the wall, and feeling his master’s hard cock fill up his asshole. Master Keys fucks Jackson, until he can no longer contain himself, and coats Jackson’s slutty ass with his fuck juice. Jackson is proud to have passed the challenge and releases a cum stream that trickles across the floor.

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Title of this shoot: Mr Keys Takes The House Slave To The Next Level

Models in this shoot: Sebastian Keys and Jackson Fillmore

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Sebastian Keys and Jackson Fillmore get edged

It’s a horny double-header of Jackson Fillmore and Sebastian Keys, at Men On Edge

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Skating over to the Armory on a hot summer day, Jackson wants impromptu edging session, and Van is more than happy to oblige. Jackson melts into the bed as Van and Joshua James take him to the edge over and over. Jackson tries fucking Joshua’s mouth as hard he can, but only finds frustration when Joshua pulls away at the last moment. When Van wraps the tight fleshjack over his dick, he’s ready to fill the sleeve with a gallon of cum. But Van and Joshua won’t let Jackson off so easily, and instead tickle his body and rock his prostate with a vibrator. When they finally let him bust, Jackson covers his whole torso in hot jizz.

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Fast forward to the next week: After helping Van with another hot Men on Edge session, Sebastian feels too horny to go home. He wants a session for himself, so Van secures him to the bed and teases Sebastian with slow strokes. It doesn’t take long before Sebastian is raging hard and ready to burst. Still, Van continues with long, drawn-out edges, making Sebastian go crazy. Van takes Sebastian to his limits with two hitachis secured against his boner at full power. But the day is starting to get away from them, so he finally decides to let Sebastian cum with a hitachi pressed hard against his balls.

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Watch this shoot at Men On Edge — plus ALL the other content from Men On Edge, Bound Gods, Bound In Public, Butt Machine Boys, Naked Kombat and 30 Minutes of Torment — by subscribing to the KinkMen megasite. You’ll get all SIX of these gay BDSM sites for one price. Click here.

Title of this shoot: Men-on-Edgers Sebastian and Jackson Get Edged!

Models in this shoot: Sebastian Keys and Jackson Fillmore

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Dom for hire

Watch this shoot at Bound Gods — plus ALL the other content from Bound Gods, Bound In Public, Butt Machine Boys, Men On Edge, Naked Kombat and 30 Minutes of Torment — by subscribing to the KinkMen megasite. You’ll get all SIX of these gay BDSM sites for one price. Click here.

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In this shoot from Bound Gods:

Jackson Fillmore impatiently sits in a cage, wondering why the dom he hired, Christian Wilde, hasn’t started yet. Mr. Wilde finally gets up to silence the ungrateful bitch, barking at him to remove his clothes. He inspects every inch of Jackson, reducing him to only pieces of flesh. When Jackson thinks he can order Mr. Wilde around, Mr. Wilde responds with his hard leather paddle all over Jackson’s feet and ass. Jackson learns to follow orders and show gratitude as Mr. Wilde turns his body lobster-red with a belt. After choking all over Mr. Wilde’s massive dick, Jackson has whatever remaining noncompliance flogged out of him. Jackson accepts his nothingness, swinging over the ground in ropes while Mr. Wilde continues to take his time. He finally approaches Jackson and fucks his ass relentlessly before coating his face in hot cum. He unties Jackson and commands him to crawl to his throne over the sharp iron bars of the cage and lay his body at his master’s feet. Jackson complies with Christian’s order to cum, finally grateful for his master’s treatment. As Jackson gasps in relief from his orgasm, Mr. Wilde stomps on his tender cock.

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Models in this shoot: Christian Wilde, Jackson Fillmore

Title: Mr. Wilde Shows Cocky Executive Who’s the Boss

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It’s a race to escape

Bound Jocks Jackson Fillmore and Jessie Colter are hogtied in the middle of the room in just their jockstraps and socks. They roll around straining against the ropes trying to help each other get free.

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Jackson is the first to escape, and despite Jessie’s pleas to be untied too, he decides to take advantage of the situation and get his dick sucked. Jessie has no choice but to swallow Jackson’s thick meat like a pro if he wants to be set free.

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Models in this shoot: Jackson Fillmore, Jessie Colter

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