Reluctant Young Men Spanking Clips

Young Angelo is 19 years old, was born in Italy and today he's going to get his first spanking. Rich leads the nervous young man into the room by the ear, takes him OTK and begins to spank him over his jeans. Angelo wimps out from the start, struggling, grunting and moaning with every blow. His cries and struggling increase as Rich lowers his jeans and spanks his cute little bare ass, turning it a bright shade of red. Rich spanks rapid fire as Angelo kicks his legs and cries out in pain, trying to catch his breath as he grunts, moans and struggles.

Rich ties Bobby to a weight bench and beats his already sore ass with a riding crop. Poor Bobby is in real pain now, his cries become louder and more desperate
as Rich whips his bruised ass, becoming a high pitched yell as he hits the sweet spot, that tender crease where the thigh meets the butt. Then, just when he thinks he can't
take any more, Rich switches to a cane, and poor Bobby is in agony, jumping, pulling on his restraints and yelling out in pain with every stroke.

Bobby is made to kneel over a stool for a beating with a leather paddle. You can hear the pain in his voice as he grunts, gasps and moans with each blow, his hunky ass glows bright red. Then Rich takes a whip to his ass and begins a relentless whipping. Poor Bobby cries out in anguish, his desperate cries fill the room as he kicks his muscular legs, dancing with every strike of the whip.

Twenty Bobby is very nervous as Rich interviews him before the spanking. He's never been spanked before but wants to make a video to earn some money to travel. He fidgets, scratches and laughs nervously while he describes his first sexual encounter with a woman, then as he describes his first experience with a man. When Rich tells him to drop his pants he obeys, revealing strong sexy legs. Then he stands there in his briefs fidgeting some more in anticipation as Rich makes him wait.

When he's had enough of the young man's discomfort, Rich takes him OTK and begins to spank him by hand over his briefs before slowly lowering them to reveal his firm, young bubble butt. He takes a small strap and continues spanking him one the bare ass, and Bobby gasps loudly with every strike. He's beginning to wonder what he's gotten himself into. But when Rich starts to spank him with a hair brush his gasping and moaning become much more desperate, the pain is obvious as he starts to kick those sexy legs with every blow as he struggles and thrashes about on Rich's knee.

Rich has Dylan back OTK and takes a bath brush, determined to break this drama queen for real. He beats the young man with the brush relentlessly, and soon Dylan is sobbing quietly, all drama and exaggerated reactions are gone now. As the beating drags on the tears flow and he weeps uncontrollably. Rich is satisfied that he's gotten the reaction he wanted, he's broken this guy for real.

There's nothing Rich hates more than drama, and this young man's exaggerated

cries and squealing makes him more determined to give him something to really

cry about. He has him standing facing the camera and spanks him with a

leather paddle, and Dylan is acting like a pussy, carrying on, crying out and

pissing Rich off. He makes him dance as he spanks him with a yard stick,

then puts him over a table and decides to get serious with him, spanking him

hard with the yard stick. Dylan is still carrying on, but looking worried and in

pain, and beginning to break for real. Rich will soon have this sexy

number crying real tears.

Dylan is a hot little number with a flair for drama who thought he could act his way through a spanking with Rich. By the end of his spanking Rich had him shedding real tears. Rich takes him over the knee, lowers his, and starts a non-stop, rapid fire hand spanking. At first Dylan's reactions are phony, as if he though he could fool Rich into easing up, but Rich reprimands him, telling him "acting is not required, and sets off to break this faker for real. He takes up a wooden paddle and continues the rapid spanking and soon he seems on the verge of crying real tears.

The worst is saved for last, and Scott now gets a vicious whipping with a riding crop. C.J. really knows how to handle the crop, bringing it down on Scott's beefy ass over and over again. Scott's body jerks and he cries out in pain with each stinging blow as he stands submissively, at the mercy of this young twink.

Scott is now subjected to the humiliation of being taken OTK to continue the spanking from a gay twink half his size. C.J. is really getting into this now, and his blows with the hairbrush are hard and surprisingly powerful considering his size, landing on Scott's beefy ass as he cries out in pain and kicks around on the younger guys lap. The fact that he is being by, and unable to defend himself against this slight, young twink makes the spanking all the more humiliating for Scott, who grips his skinny ankle to help deal with the pain.

Scott has been taking advantage of the young models again and Rich caught him. Now he's given the model permission to deliver a humiliating spanking to Scott. Young C.J. turns out to be a very skilled spanker, especially when he's getting revenge and he really gives it to poor Scott, who's actually twice his size. He starts out spanking him over his briefs before stripping him and continuing as Scott is made to stand submissively before him. Scott really starts to cry out in pain when C.J. spanks him with the wooden frat paddle, his big cock and balls swinging between his legs with every blow. When C.J. is warmed up he begins taking hard strokes, winding up before each one and making Scott call him sir as he gasps and cries out with every blow.

Rich takes young Red back over his knees and continues the spanking with a long handled bath brush. The long handle of the bath brush provides more leverage than the short one on a hair brush so it hurts a lot more, and Rich fires the blows in rapid succession. Soon Red is kicking his legs with his cock and balls exposed as he cries out in pain, squealing in pain in a high pitched, girly voice, but he stays in place as ordered. His fire red ass cheeks are a sharp contrast to his fair skin, and the poor young man whimpers and whines as he bites his fingers and arm, trying desperately to distract himself from the more intense pain in his ass. In short, he makes a real spectacle of himself.

Now Rich humiliates Red by him to take his own belt out of his trousers and uses it to whip his ass. Red very quickly hopping about and crying out with every blow, first over a stool, than standing facing the camera, his cock and balls bouncing with every blow. Rich is relentless, delivering a series of rapid blows with the belt. Then Rich switches to a yardstick, and barks "stop the drama" as the poor young man whimpers and cries with each blow.

Red is a 23 year old, red headed, tattooed, straight guy getting his first spanking as an adult, and the first beating ever where he didn't hit back. Rich leads him in by the ear, orders him to drop his pants, takes him over the knee and delivers a non stop, rapid fire spanking over his shorts and on the bare butt, by hand and with a strap, that has him squirming, kicking his legs and yelping in pain with every blow.

Tied to a ladder, Paul is now whipped with a riding crop, the stinging blows rain down on his bruised, tender ass as he twists and tugs in his bonds, his lean, young muscles straining and flexing with every blow. He cowers in fear with every pause in the whipping, anticipating when they will resume. Poor Paul is made to perform a painful and humiliating dance with the crop.

Part 2 starts with Paul on his knees gripping a table, he whimpers in pain with each blow of the wooden paddle. This strong young man who is struggling to assume his role in the world as a man, husband and step-father is now naked and vulnerable as he is slowly broken. Rich has him stand with his hands on his head, fully exposed and defenseless, and continues to beat his butt. Paul buries his face in Rich's chest and hugs his spanker, partly for support and partly as a plea for mercy as he begins to sob.

Paul is a 20 year old new step-father, making videos to help support his young family. He's cute, edgy and straight, and Rich leads him in by the ear, pulls down his pants and takes him OTK for his first ever spanking. He seems to be tolerating the hand spanking alright, maintaining his straight boy cool, but when Rich lowers his shorts and takes up the hairbrush he starts to loose it. He moans, pants and grunts so sweetly and he kicks around on Rich's lap but he finds it harder and harder to tolerate the punishment. "Oh god, that hurts so bad" he starts to plead, but his stays on Rich's lap.

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In Part 2, our soon to be graduate learns the hard lesson that there's no free rides with us. We'll give you the money, but we're gonna take your ass. The intensity increases as Rich gives our bound graduate lash after lash with the riding crop. Mike's muscles flex, and the pain is no secret by his loud screams and facial expressions. Should have budgeted that financial aid money better, Mike.

Mike is about to graduate from college, and what better way for an unemployed college grad to earn money than a spanking video with Reluctant Young Men. Rich takes Mike over his knee and goes right to work on his ass with his hand, paddle, and hairbrush. Mike squirms, screams and kicks his sexy long legs while getting his punishment. At one point, Rich mistakenly calls Mike by another name, and the college boy screams "my name is Mike asshole", a bad mistake and Mike should know better as now all mercy is thrown out the window.

In Part 2, Rich continues the houseboy's discipline. This time he bends the boy over to deliver lash upon lash with the yard stick. The wayward houseboy is in agony as his cute bubble butt is bruised and reddened from this old-fashioned schoolhouse spanking.

Rich's houseboy has become quite lax and downright negligent with his chores since his last milking. And just as a good houseboy earns a milking a bad one deserves a spanking. Irritated Rich drags the houseboy into the parlor by the ear, him to strip down, then puts him over his knee for some discipline. Rich bruises the houseboy's ass, alternating between his hand and the hairbrush. In no time the houseboy is squirming, kicking & crying out in pain. Rich then uses a wooden spatula to further drive home the lessons of responsibility to the houseboy while he pleads as sweat drips from his body, but Rich shows no mercy.