Sir begins to fuck Mr. Kristofer hard, slapping his balls as he goes. The boy comes in for a turn, making the prisoner moan loudly despite the hood. When Mr. Kristofer appears to be enjoying it too much Sir starts beating his balls with his night stick but that doesn't stop the prisoner from blowing a massive load a moment later. Of course a blown load doesn't mean stop especially in the cock teasing department.
Mr. Kristofer, strapped into a sensory deprivation hood, is escorted to the bondage sling where Sir teases the head of his cock. The boy comes in and sucks Sir hard as Mr. Kristofer waits to take Sir's raging hard on. When the boy's duty is done Sir returns his full attention to the prisoner and prepared to give it to him hard.
Mr. Kristofer is taken into the wet room, strip searched and cavity searched. Sir catalogues his measurements, including cock size and ass. Sir then brings out his nightstick and begins to milk the prisoner's prostate with it.
Sir has the boy right where he wants him, arms chained to the ceiling and awaiting punishment. The boy is warmed up with a series of tickling but the mood gets darker as Sir begins to spank the boy with a flogger. As the scene progresses the boy's jeans prove not to supply sufficient padding against Sir's strikes as they become stronger and sting deeper.
Suspended in a sit sling the boy is ordered to fuck his ass with a dong, the only problem is his hand is attached to a nose clamp. Although Sir tells him to pump himself harder he has to choose between the order and the pain in his nose. Sir is kind enough to give him a short break while Sir takes over but then it is back to the torturous predicament.
The boy finds himself in quite the situation. The ass hook got his attention but the nose clamp tied to the ass hook really kept him on his toes... If that wasn't enough Sir makes it a point of taunting the boy adding insult to injury.
The puppy has a boy over to wrestle and they find out relatively quickly that the boy's high school wrestling is no match for puppy-jitsu! After the first few round the submissions become even more rapid fire, occasionally unethical, and without allowing for recovery from the previous submission. Poor boy is getting his balls squeezed while being choked out and there's nothing he can do about it.
Our flogging series continues, this time with the Boy taking a more ass centered beating from Sir. He is warmed up with sideswipes and back hits and then the scene becomes more of a flogger spanking scene. Sir finishes off with strong X pattern blows.
Sir chose a stingy flogger and although puppy successfully starts the scene relaxed and meditative Sir's strikes get him unhinged. Puppy's shoulders start to tense up and rise so Sir attacks his ass, eliciting grrrrr's and yelps. Is that enough for Sir? First time to this site? No, Sir strikes between the legs and stings the head of puppy's cock. Jerk.