Session Three for Prisoner #08162014
Category: BDSM and Fetish
Added: 14 Sep 14
Views: 391
Comments:0
Duration: 0:02:06
Tags: long term confinement cells masks jerk off sucking cum cum Iron Lockup

Description: The Prisoner, being generally useless in his cell gets a temporary reprieve when Sir allows him to suck on his cock. The bitch eagerly takes to Sir's cock and hungrily deep throats it till he chokes. He is horny beyond control and isn't satisfied till he's covered in Sir's load.
Two Prisoners
Category: BDSM and Fetish
Added: 31 Aug 14
Views: 2460
Comments:0
Duration: 0:02:06
Tags: restraints chains CBT threesome tug of war big dick boots masks Iron Lockup

Description: Rob Karota & Milan Tatoo|Milan has two things he's pretty stoked about - one is a new camera that he's not putting down for anything - not even a blow job that his big dick (the other thing he's stoked about) is currently getting. The pierced up tattooed bad boy is watching Rob suck on his schlong and then he rams him hard with his raw pierced pecker.|bareback, twink, piercings, kissing, big dick, blow job, POV, tattoos, cum shots, Twinks 08162014s1|Sir likes balls. They're like puppies who like a game of tug of war, it's just that the boys they are attached to don't seem to agree. Stuck between the discomfort of the ball stretchers tugging on their jewels and their arms bound above the boys work to find a happy medium. Of course, Sir disagrees with this objective and raises the stakes.
Joey And Michel
Category: Anal Sex / Fucking
Added: 26 Aug 14
Views: 1440
Comments:0
Duration: 0:05:00
Tags: Latino bareback hardcore raw fucking cum eating Mexican Colombian South America Spanish Latin

Description: A Latino private is out in the wilderness with his commanding officer on a solo training exercise, when his C.O. discovers a hole in his shirt, a clear uniform *********. His C.O. commands him to strip down naked and give him 50 push ups. The C.O. is checking him out and commands him to stand up and turn around so he can check out his hot ass. Then the command to suck his dick is shouted out with an excited "yes sir" from the private. The pace picks up and after some hearty cock sucking and ass eating, Officer Michel bareback fucks the soldier. Guess he'll learn dress code from now on....or maybe not!
Flogged, Fucked and Hosed
Category: BDSM and Fetish
Added: 23 Jul 14
Views: 3703
Comments:0
Duration: 0:05:10
Tags: bareback breeding fetish bondage pissing spitting group flogging jockstraps latino muscle

Description: Gavin is SIR and Devan is boy in the first part of this hot fuckin' mega-scene that had my bone throbbin' the entire time. SIR restrains boy to the wall and makes him beg to be used.
Raw and Very Rough (Part 1)
Category: BDSM and Fetish
Added: 19 Jul 14
Views: 1311
Comments:0
Duration: 0:05:10
Tags: bareback breeding fetish bondage pissing verbal leather muscle jockstraps

Description: A cub caught Miles with another SIR and ratted him out to SIR Gavin. Gavin drags Miles by the scruff of the neck and trusses the cheating little fuck up.
Prisoner # 05092014s7
Category: BDSM and Fetish
Added: 12 Jul 14
Views: 1636
Comments:0
Duration: 0:02:06
Tags: gas mask cells long term confinement piss intake cavity search the pit Iron Lockup

Description: 08022013 returns to the Iron Lockup, Sir does the intake and is very thorough with the cavity search. After given a good welcoming the bitch is shown to the newly remodeled, super cozy pit where he is given a golden warm second welcoming
Cum-O-Holics Scene 1 Pt 1
Category: Bareback
Added: 23 Jun 14
Views: 1475
Comments:0
Duration: 0:02:06
Tags: Leather Muscles Bareback Featured Gangbang

Description: You smell that? Aw shit, we're back in the pit today gettin' some. These HDK fuckers are true cocksuckers and ass annihilators. Suited up in their best leather and chains, every inch of this pounding video has all the best we offer. Enjoy the "gravy train," as the holes are lined up and wetted. In this fuckfest, the lucky bottom boy is Blue Bailey; he'll be served up, spit roasted, choked with cock and given a happy "ending." We got real close on this shoot, didn't want to miss a drop. As Blue gets passed around, his only response, is "yes sir, fuck me;" can't ask for a better bottom than that. Hell, in the end, he even cums on command and splashes everyone's boots. Bent over and servicing while being railed, Blue clinches his hole for everyone to enjoy. As a "thank you" for his abilities, the tops take turns nutting in his "opening." He then responds by cleaning off everyone's cock and using his spit to fire one off, himself.
Prisoner 05092014s3
Category: BDSM and Fetish
Added: 08 Jun 14
Views: 1436
Comments:0
Duration: 0:02:06
Tags: restraints sports equipment punching electro whipping masturbation masks Iron Lockup

Description: Punching bags hold many drawbacks for boxers. For one, they don't move and buckle like a person, they don't respond to your touch the same way, they don't fear shot loaded gloves. Of course, Sir found a solution to these problems: chain a bitch to the bag; it really is the best of both worlds. A little time with a flat fiberglass cane summons the most pathetic begging, not that Sir is receptive to such things. Don't miss the dance of the little red stick.
Prisoner Number 05092014s2
Category: BDSM and Fetish
Added: 07 Jun 14
Views: 754
Comments:0
Duration: 0:02:06
Tags: masks restraints big dick nipple play paddle beating flogging Iron Lockup

Description: Consider for a moment being blinded, with limited audible capabilities, restricted airflow and no way to escape. Sir has left you alone with a boy whose depth of cruelty is an unknown.Today, that boy has decided your ass needs tenderizing... sorry bitch, you're fucked!
A Juicy Rosebud
Category: Bareback
Added: 29 May 14
Views: 3766
Comments:0
Duration: 0:03:03
Tags: Daddies Fisting Leather Bareback Behind the Scenes

Description: You know it's always "Deeper & Wider" any time Daddy Raunch gets ahold of it. In a behind the scenes look at the filming of the movie, we get all "assess" to the best these piggies have to offer. Rosebuds have never had it so good, with all the grease each can swallow. These models are the best at "who" they do; no fingering here, this is a full fetish "ringer" with piggies and daddies a plenty. Legendary models include: Eagerboy, B.D. Wyder, Geoff Stallings, Lance Hancock, Ken Michaels and Mitch Banning. You lucky fuckers are getting it from behind; don't forget to say "thank you, sir." These "book-ENDS," get greased up and ready to "flower," as they are double teamed and go mano-a-fisto, their puckered holes beg for more. Focusing in on the piggie on the left, he gets the special attention of a daddy's cock, complete with a Prince Albert. Sloppy and needing more grease, the daddy releases all over the "bloom" and shoves it back inside. The boy in the sling is
A Piggie's
Category: Bareback
Added: 29 May 14
Views: 846
Comments:0
Duration: 0:02:24
Tags: Daddies Fisting Leather Bareback

Description: Fuck yeah, "Deeper & Wider" behind the scenes, gets into all the sloppy action from Daddy Raunch. Slinged-up and nothing but "yes sirs," our piggie opens up for an elbow full of attention. Double duck billing and fisting hard, this movie gets into ever crevice. As the daddy says, "take that," he goes all in; the boy swallows and leaves an impressive "ring" on daddy's elbow; woof. Presenting the piggie's rosebud, the boy gets a slap and tickle, with some cock for good measure. Teasing his daddy with a pucker, the piggie invites in more; it's all in the wink. As we enjoy daddy breaching his elbow yet again, the piggie holds on to the straps as his rippled hole is plugged. Nice and sloppy, the daddy takes a gander and admires his work, jumping back in to show the boy his appreciation. Taking it to a fun level, the daddy then punch fucks the boy repeatedly and only stops to admire the "bud." These two are great together, as the daddy "sinks" in deep and pulls out hi
Punch Fucking & A
Category: Daddy
Added: 29 May 14
Views: 1725
Comments:0
Duration: 0:03:02
Tags: Daddies Fisting Leather

Description: Grunting, the piggie says, "**** my hole, sir." This Daddy Raunch behind the scenes is "packed full" of "yee-haw." Between the double duck billing and punch fucking, this daddy means business. "To the shoulder," grins the daddy as he pushes in and doesn't stop; the greedy pig swallows and "doubles- down" with both fists, in at once. "Yeah, suck that in," commands the daddy, as he controls the boy's "flower power." Another daddy “cums” in to add his fist; looks like the lucky piggie is in for a "three-fer." Rattling his chains, the piggie is more than happy to share with the "real hottie." Splitting is caring as these daddies then rotate punch fucking and owning the hole. Encouraging them to "go deeper," the piggie is used to "having a horse in him."
Raw and Very Rough (Part 1)
Category: BDSM and Fetish
Added: 17 May 14
Views: 2837
Comments:0
Duration: 0:05:10
Tags: bareback breeding bondage pissing spitting verbal muscle leather flogging jockstraps

Description: A cub caught Miles with another SIR and ratted him out to SIR Gavin. Gavin drags Miles by the scruff of the neck and trusses the cheating little fuck up.
Military Horse Cock, Part 1
Category: Black
Added: 01 May 14
Views: 2391
Comments:0
Duration: 0:02:00
Tags: bareback military spitting jockstraps interracial black verbal big cocks

Description: Question: What do you say to a fat 13-inch military horse cock? The Only Possible Fucking Answer: SIR, yes SIR!!!
Yes Sir - Cody Marsh and Nick Jarett
Category: Blowjob
Added: 24 Apr 14
Views: 2923
Comments:0
Duration: 0:04:59
Tags: straight gay4pay jerkoff cumshot sucking fucking

Description: Nick is all over Cody's case as the scene starts and Nick orders Cody to suck his cock. Cody obliges and then when Nick shows him how it's done he goes back to blowing Nick. After some tit-for-tat Nick buries his big cock in Cody's ass and gives it a good workout. Cody paints a load onto his own face and Nick follows with a second coat.
Yes, Sir! - Adam Loren, DJ and Xavier Nice
Category: Masturbation / Jerking Off
Added: 22 Apr 14
Views: 1552
Comments:0
Duration: 0:05:01
Tags: straight gay4pay jerkoff cumshot sucking fucking

Description: DJ is pissed off and makes Xavier blow him and Adam. They all take turns sucking each other's cock then DJ plugs Xavier's butthole while Xavier sucks Adam's cock. Adam switches with DJ for a while then after Xavier's butthole is well stretched he sits on both cocks at once! DJ and Adam dump their loads on Xavier's tongue and Xavier chucks out his own creamy mess.
Military Horse Cock, Part 1
Category: Monster Cock (10in+)
Added: 14 Mar 14
Views: 2306
Comments:0
Duration: 0:02:00
Tags: bareback spitting jockstraps interracial

Description: Question: What do you say to a fat 13-inch military horse cock? The Only Possible Fucking Answer: SIR, yes SIR!!!
Goin' Str8 Down - C.J.
Category: Masturbation / Jerking Off
Added: 12 Mar 14
Views: 4135
Comments:0
Duration: 0:05:00
Tags: str8 straight gay4pay jerkoff cumshot sucking fucking

Description: This young marine had just turned 18 when I started filming him. 5'11'', 180 pounds, C.J. is definitely a ''ladies man'' with a killer piece. C.J. gets naked as soon as he arrives and after munching on some candy and lighting a cigarette he settles down to the porno flick. It doesn't take long for him to get hard so I figure it's time to perform my duties and employ my mouth. C.J. is cool with my sucking on his cock so I give it my best. I can feel his weapon throbbing in my mouth as I bring him to the edge several times. When he's ready to blow I swallow every drop of his warm creamy payload. Sir! Yes, Sir!
Prisoner Number 01172014s4
Category: BDSM and Fetish
Added: 04 Mar 14
Views: 5569
Comments:0
Duration: 0:02:07
Tags: comfortable chair piss restraints wetroom leather straps mask cbt beating cane Iron Lockup

Description: In the most recent installment of "The Adventures of MegaBitch" we find our hero strapped to the unforgiving cold steel remains of a once comfortable chair. Will his testicles survive Sir's beatings or will our hero end up pissing himself? The villain gives our hero a chance to reprieve himself but will the pressure be too much?
Big Muscle Cum Pigs
Category: Bareback
Added: 31 Dec 13
Views: 1635
Comments:0
Duration: 0:02:00
Tags: uncut rimming muscle jockstraps bareback daddy leather pissing verbal

Description: I was doing my admin duties and approving pics for the waterboys.com site when I noticed a hot muscle fucker had submitted his pics for approval in San Diego. I also saw the green light next to his profile, which meant he was online, so I chatted him up, learned his name is Milan, and that he was in town for a power lifting competition and some escorting. I asked him if he'd be interested in doing a video because I knew Chad Brock would be in town in a couple days. I put the two pigs together and the sparks, piss and cum flew. Our man pigs wasted no time on niceties and formalities. Milan, straight from Czechoslovakia, was crouched in the tub as Chad walked in, hauled out his hard cock, and let loose with a nice stream. Milan slurped it up, bathed in it and asked SIR for more. The pigs flipped and Milan fed Chad his piss and some of Chad's own recycled brew. The muscle pigs then sauntered over to the bench, where Chad bent Milan over, ate his tight hole and loosened it up.
Coach Austin & Drew Sumrok
Category: Bareback
Added: 11 Jan 14
Views: 68005
Comments:0
Duration: 0:00:44
Tags: bareback hardcore daddies

Description: Coach Austin and Drew Sumrok are two men that know how to serve breakfast in bed! Cream with your coffee sir? Once the morning wake-up call has been made and all cocks are showing signs of life and FULLY awake, it's time for the morning workout! Coach starts out with some deep rimming action, great to loosen up those tight sphincter muscles. Done with the warm "up's" it's time for a DEEP sphincter muscle workout. Coach makes sure that Drew works out ALL muscle groups during the workout flipping him over working the back muscle, up on all 4's to work out the legs, pulling his head back by the hair stretching the back muscles... no wonder they call him Coach Austin! What a great workout coach :) Both men are in a full sweat by the end of this morning workout. To bring this scene to a close, watch the cumshot that Coach releases. You'll think that you were watching Old Faithful blow in Yellowstone! Download the full video here!