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Two Asses Are Better Than One | Destination : Ben's Bare Ass | Getting the...
This Canadian strap is about to fulfill its destinyTwo Asses Are Better Than OneAlthough it runs to five parts, one of my favorite episodes of the dungeon series is actually the first one. For those...
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Making Each Stroke Count | Pain and Shame | Screaming Like a Girl | Losing...
Making Each Stroke CountThose of you that watch our movies will know that I enjoy open-ended punishments where I get to decide when the guy taking has had enough. This is usually a combination of the...
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Left Right Left Right | Right Where We Want Him | Nowhere To Hide | Ass Up...
Left Right Left RightMatt puts on an absolutely awesome show in this movie as he puts on his army fatigues and submits to both me and Ben. Punishment doesn't come harder than in the military where the...
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Always the Quiet Ones | Rock Hard Filth | Pegged Out for Punishment | Raising...
Always the Quiet OnesScott is a quiet, reserved guy. The type of guy that I am surprised to see signing up for an on-screen spanking. But sometimes a lack of real understanding of what is involved,...
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Workout : Initiation | Playing to the Gallery | Going Over the Line | Tricky...
Adam suffers fantastically as he takes a hard spanking for No Way Out PunishmentWorkout : InitiationWhen Adam first sent me photos of him in the gym where he works, bare-chested, I immediately said I...
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Bubble Butt Pushed to Breaking | Because It Pleases Me | Good, Hard Things...
Ben is rip-stripped ... time for the real punishment to start ...Bubble Butt Pushed to BreakingSteve has a great ability to take punishment across his bare ass and he has entertained us by putting his...
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No Escape | Soundproofing Tested | On the Cross | Dedication Is What you Need
No EscapeSometimes the beatings I inflict on Ben are quite structured, calculated. So for example, I might have a specific challenge for him in terms of the number of strokes I want him to take, or I...
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Caned to Your Climax | Defiant or Compliant? | Winter is Coming | Full...
Jacob Gets Caned ... HardCaned to Your ClimaxAs you may know, I do not use the cane extensively and so when I do, I like to go all out. I start off with a smaller, snappier cane and it is really great...
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Raising the Bar | Breaking Down a Soldier | Dad Lays the Groundwork | Pushed...
Steve takes it hard for No Way OutRaising the BarWe differ from some other "spanking" sites because our videos tend to feature harder punishment which goes hand-in-hand with restraint and implements...
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Spanked 4 Pay | Thrashed Raw by Hand | This Helps You Take It | No Turning...
Richard is spanked hard for 25 minutes non-stopSpanked 4 PayOne of the things I know you enjoy is watching a straight guy stripping off for possibly the very first time on camera, the look of...
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Smell the Fear | High and Mighty | Bouncing Buttocks | When One Door Closes
Smell the FearThe systematic stripping of a guy's underwear along with his dignity is something that I know you enjoy. To be able to smell, see and hear the fear as he is tied over a bench, legs wide,...
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Crime and Punishment | Time to Perform for You | The Darkest Hour | This Is...
Chris takes a very very hard spanking for No Way Out PunishmentCrime and PunishmentI know that some of you enjoy hearing what guys have been up to - perhaps things they regret - and taking a nice hard...
View ArticleYour Favorite Videos Right Now | Moment of Realisation | This Is What You...
Moment of RealisationWhen it comes to training straight guys that are not used to being spanked, I like to build them up for you towards harder punishment and more challenging bondage. This not only...
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Offering Himself | Breaking Ben | Making Jed Cum | Pant-Ripping Fun
Ben has nowhere to hideOffering HimselfJed agreed (somewhat nervously) to a three-day, intensive schedule of punishments and after breaking him in on the first day, I wanted to see him really submit to...
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This Is How I'm Gonna Get The LOUDEST Reaction Out Of You ... Using My Firm...
This Is How I'm Gonna Get The LOUDEST Reaction Out Of You ... Using My Firm Hands ONLY ...If you think hand spanking is just a light warm-up for naughty bare butts, check out Richard spanked until his...
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You're gonna cum *hard* when you see the spankings this 18 year-old's father...
Take one only-just-18-year-old guy with a fantastic bubble butt. Steve. Add several years of punishment in his garage by his father in Alabama. Belting, mainly, for drinking, cussing, being rude to...
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If you wanna get spanked for No Way Out then this is what you should expect...
Adam is pushed harder ...See How I Train This Young Lad To Take More And More SETS And REPSWhen Adam first sent me photos of him in the gym where he works, bare-chested, I immediately said I was...
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Our most popular spanking video EVER ... thanks to Steve's DAD ...
Steve shows the other guys how it's done ...Hi there,One of my customers emailed me recently to ask me what my favorite video was.It's actually a question I get a lot. "Jason - what's your best video?...
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It took THIS SPANKING to finally make 18 year-Old Steve BLUB like a girl ...
Steve is spanked to tears ...Third Shoot Finally Brings Him to TearsSteve's come a long way since his first shoot and he shows us what he is capable of taking in this third film which sees him give in...
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The moment in the SPANKING dungeon when they BOTH realize ... they're F*CKED ...
It's a tough day in the dungeon for these guys ...The Moment That The Penny Dropped For These Poor Fuckers In the Dungeon ...After a brutal introduction to the delights of the dungeon in the first...
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