Jackson Fillmore | Gay Bondage and GAY BDSM Videos and Pictures - RedixxBDSM

Edging: Max Cameron – Scene 2

Gay BDSM — Fri, 24 Nov 2017 12:24:20 +0000

Jackson Fillmore & Sebastian Keys are out in the Redwoods of California cruising for dudes! The two of them hear that this is the hot spot for finding muscular men and hit the jackpot when they come across Max Cameron already gagged and tied up in rope bondage, bound and suspended to a tree. Screaming for help, this stud already has a huge boner as Jackson and Sebastian start stroking his massive cock. Like any good scout, Sebastian comes prepared for any situation and pulls out his scissors to cut free Max’s hard cock from the tight restraints. Throbbing hard, that cock needs some serious attention. Jackson starts sucking and stroking that firm meat, getting Max right to the edge of shooting his massive load. Sebastian teases Max’s nipples, tormenting him with intense pleasure. Next Sebastian and Jackson both go down on Max’s monster cock, pushing him to the furthest limits. His cock is going to explode but just keeps getting harder and thicker. Right as Max can’t take it anymore, the duo leave him tied up and exposed. To everyone’s surprise, Max ends up tied up again fully naked and exposed. Jackson takes off Max’s boots and worships his feet. Sucking on his toes as Sebastian takes another turn on his huge cock. Gagged, no one can hear Max’s screams as Sebastian pulls away the pleasure just at the edge of exploding orgasm. Max’s asshole needs to get worked too. They pull out an anal hook and add that to his tight bondage. Now every move Max makes adds to his own torment. Finally after struggling, the torment is too much for Max and he unloads a massive orgasm. Thick hot white cum shoots out of his monster cock and covers his body as he screams through the redwood forrest. Sebastian rubs and torments his overly sensitive cock as Max screams even louder. And after a job well done, rescuing this find meat, the duo continue on with their nice stroll through the beautiful woods.

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Tristan Jaxx and Jackson Fillmore

Gay BDSM — Fri, 29 Sep 2017 14:25:31 +0000

In this second chapter of a 3-part series, “Deep Woods Domination”, Tristan Jaxx is on a camping trip with his stepson 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. After a night in the tent, they awake to find Tristan’s other son still has not returned from his own outing the night before, leaving Tristan and Jackson to their own devices. Tristan knows that Jackson’s had his eye on him, so in the calm of the morning he decides this is the right time to take him down. Tristan can’t help but reach for his stepson’s smooth perfect ass, then ties him up with his shirt as he wakes. He feeds Jackson his huge hard cock, giving his exactly what he’s secretly wanted all along. Jackson chokes on Tristan’s giant dick, but takes it down his throat as he’s told. Later, Tristan binds Jackson to a fallen tree with plastic wrap, and proceeds to suck his cock and flog him, all while sliding his own cock into his stepson’s hungry throat. Finally, Jackson is suspended between a couple trees while Jackson primes his sweet hole for fucking. He sucks his cock and eats his ass, then lets him down so he’s in just the right spot to get his ass pounded. Tristan pumps his huge dick into him as Jackson’s screams echo into the woods. The two of them fuck and suck in the great outdoors, until they both blow their loads all over each other.

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Sebastian Keys and Jackson Fillmore

Gay BDSM — Sun, 19 Feb 2017 18:22:00 +0000

Master Sebastian Keys just found his newest contender for house slave: Jackson Fillmore. 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 sluts 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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Christian Wilde and Jackson Fillmore

Gay BDSM — Fri, 02 Dec 2016 17:18:00 +0000

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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Gay Torment: Jackson Fillmore

Gay BDSM — Fri, 18 Nov 2016 16:51:45 +0000

Jackson Fillmore is a full-time BDSM lifestyler. Is his experience 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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Edging: Jackson Fillmore and Sebastian Keys

Gay BDSM — Tue, 20 Sep 2016 15:29:00 +0000

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 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. 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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Edging: Jackson Fillmore and Christian Wilde

Gay BDSM — Thu, 01 Sep 2016 14:54:00 +0000

Hot boy next door Jackson Fillmore joins Men on Edge Live to try out puppy play for the first time. 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 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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Trenton Ducati and Jackson Fillmore

Gay BDSM — Mon, 29 Aug 2016 10:00:00 +0000

Jackson Filmore is changing into his workout clothes without realizing that the Creepy Handyman, Trenton Ducati is looking on. Jackson catches a whiff of his sneakers and gets aroused, doing his work out routine with a hard-on. Trenton can’t help himself and ties Jackson up to a bench. He sucks the boy’s toes, punches his chest, and makes Jackson suck his cock. On an exercise bike with a dildo attached, Jackson is made to fuck his own ass while receiving a hard flogging. With Jackson’s hole primed for fucking, Trenton ties him to a treadmill and fucks him hard. With the workout over, Trenton gives Jackson a stretch fuck at the end of the session and covers his face in cum.
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