Reluctant Young Men Spanking Clips

Jack is an attractive 31 year old, bearded stud, with a lean muscular build and big dick. He admits he has given many spankings, but this will be his first time receiving. Rich makes him drop his pants and underwear and hand over his own belt to be used against him. Jack has a great ass and Rich wastes no time laying into him. Jack screams, twists and writhes in pain, doing his very best to stay composed but to no avail. Finishing him with the hairbrush, Jack is left with a picture perfect red ass.

Jack is an attractive 31 year old, bearded stud, with a lean muscular build and big dick. He admits he has given many spankings, but this will be his first time receiving. Rich makes him drop his pants and underwear and hand over his own belt to be used against him. Jack has a great ass and Rich wastes no time laying into him. Jack screams, twists and writhes in pain, doing his very best to stay composed but to no avail. Finishing him with the hairbrush, Jack is left with a picture perfect red ass.

Brady Jaymes is a cute, 29 year old with a lean, tight body, a little shy and nervous. Today he’s getting his first ever spanking. I took him OTK and spanked him by hand over his boxers, then on his shapely, bare butt. Brady was surprisingly submissive, sporting a semi hardony. I used a leather strap and then a hairbrush, and he breathlessly counted the strokes, his voice cracking and quivering, while gently humping my leg, obviously enjoying the treatment. Then, as a “gift” to me, he let me spank him to the breaking point, writhing on my lap. He begged me to stop but never broke.

Brent is a handsome, 32 year old gay model who is a successful professional by day. Today Rich gives him a reality check, beating him down to size, and letting him know he is good for only 2 things: fucking and beating. The useless submissive, is put in place with hand, spatula, paddle, and cane as he screams, squirms and writhes in pain while Rich degrades him verbally

Brent is a handsome, 32 year old gay model who is a successful professional by day. Today Rich gives him a reality check, beating him down to size, and letting him know he is good for only 2 things: fucking and beating. The useless submissive, is put in place with hand, spatula, paddle, and cane as he screams, squirms and writhes in pain while Rich degrades him verbally

Terry is a 22 year old, straight country boy with a babyface and an ass perfect for spanking. Scott takes him over the knee in his tighty whities and goes to work with his heavy hand. Scott continues on with a leather paddle, crop and metal paddle delighting in the winces and grunts of the unfortunate model. Terry tries to control the pace of the spanking while counting, but unfortunately for him it just results in heavier and faster strikes, causing him to miscount and start the whole series over until the task is done correctly.

Terry is a 22 year old, straight country boy with a babyface and an ass perfect for spanking. Scott takes him over the knee in his tighty whities and goes to work with his heavy hand. Scott continues on with a leather paddle, crop and metal paddle delighting in the winces and grunts of the unfortunate model. Terry tries to control the pace of the spanking while counting, but unfortunately for him it just results in heavier and faster strikes, causing him to miscount and start the whole series over until the task is done correctly.

In this hot scene Rich administers a slow calculated spanking to tattooed bad-boy Envy. Rich begins by ordering the lean, muscular model to get undressed before laying him across his lap and warming his ass up with a firm hand. Envy has been a favorite model of Rich’s and after traveling over 1000 miles to film with him, Rich savored every moment. As he took a paddle, hairbrush and cane to Envy’s ass, Envy winced and grimaced as the intensity increased, submitting to the older man who used the model as an object of desire.

In this hot scene Rich administers a slow calculated spanking to tattooed bad-boy Envy. Rich begins by ordering the lean, muscular model to get undressed before laying him across his lap and warming his ass up with a firm hand. Envy has been a favorite model of Rich’s and after traveling over 1000 miles to film with him, Rich savored every moment. As he took a paddle, hairbrush and cane to Envy’s ass, Envy winced and grimaced as the intensity increased, submitting to the older man who used the model as an object of desire.

Rich hands off the sexy, muscular hunk to Scott who is eager to make Tanner’s gorgeous body thrash about. Using a large paddle, bamboo cane and metal paddle Scott takes Tanner to the breaking point. Tanner’s hands bound overhead, and Scott’s powerful arms leave him powerless against Scott’s desires. Utterly defeated, Tanner fails to count his final 20 out and must repeat them all.

Rich hands off the sexy, muscular hunk to Scott who is eager to make Tanner’s gorgeous body thrash about. Using a large paddle, bamboo cane and metal paddle Scott takes Tanner to the breaking point. Tanner’s hands bound overhead, and Scott’s powerful arms leave him powerless against Scott’s desires. Utterly defeated, Tanner fails to count his final 20 out and must repeat them all.

Rich has the gorgeous, muscular model Tanner, right where he wants him, strung up and at his mercy. Rich slowly and methodically works over Tanner, suffering from both the paddle and the anticipation of the next swat. Tanner takes it well initially, but then in a moment it was like a switch was flipped, his whole demeanor changed and he realized it was not a game. Using a large paddle, leather strap, and riding crop (Rich’s personal favorite) Tanner’s ass is bright red and marked, and when he thinks its over Rich passes the strung up hunk onto Scott.

Rich has the gorgeous, muscular model Tanner, right where he wants him, strung up and at his mercy. Rich slowly and methodically works over Tanner, suffering from both the paddle and the anticipation of the next swat. Tanner takes it well initially, but then in a moment it was like a switch was flipped, his whole demeanor changed and he realized it was not a game. Using a large paddle, leather strap, and riding crop (Rich’s personal favorite) Tanner’s ass is bright red and marked, and when he thinks its over Rich passes the strung up hunk onto Scott.

After seeing Rich spanking sexy, dark haired model Jack Spencer, Scott couldn’t wait to get his hands on him. Scott has Jack undress down to his boxer briefs, showing his fit, furry body. Jack is then directed onto the spanking bench and receives an intense paddling from the get go. Taking off his briefs exposes a perfect, already bright red ass. Back on the spanking bench, Scott takes the bamboo cane to his ass, making Jack squirm and suffer with each lash. Unhappy with Jack keeping his eyes on the camera, he is stood up and on display as Scott finishes up with a painful riding crop, making Jack maintain eye contact, count each, and politely ask for the next.

After seeing Rich spanking sexy, dark haired model Jack Spencer, Scott couldn’t wait to get his hands on him. Scott has Jack undress down to his boxer briefs, showing his fit, furry body. Jack is then directed onto the spanking bench and receives an intense paddling from the get go. Taking off his briefs exposes a perfect, already bright red ass. Back on the spanking bench, Scott takes the bamboo cane to his ass, making Jack squirm and suffer with each lash. Unhappy with Jack keeping his eyes on the camera, he is stood up and on display as Scott finishes up with a painful riding crop, making Jack maintain eye contact, count each, and politely ask for the next.

Big Bad Kitten Step-daddy and I get together to share 3 of our favorite toys with each other as we pass the twink back and forth to use his ass. Skyler kicks, screams and begs as we use each other’s favorite spanking tools on the poor chap’s ass. For Kitten Step-daddy I provide a silicone tawse, rawhide switch, and my all-time favorite perforated metal paddle. For me, Kitten Step-daddy provided an Italian leather glove, slim leather slap paddle, and something known as the “evil stick” which we finish Skyler off with as he flails and wails in agony.

Big Bad Kitten Step-daddy and I get together to share 3 of our favorite toys with each other as we pass the twink back and forth to use his ass. Skyler kicks, screams and begs as we use each other’s favorite spanking tools on the poor chap’s ass. For Kitten Step-daddy I provide a silicone tawse, rawhide switch, and my all-time favorite perforated metal paddle. For me, Kitten Step-daddy provided an Italian leather glove, slim leather slap paddle, and something known as the “evil stick” which we finish Skyler off with as he flails and wails in agony.

Grayson is a 28 year old, bisexual bartender with a great gym body and gorgeous eyes. Earlier that day he texted me that he woke up late and had to postpone our start time. When we got together at the rescheduled time, he busted a nut to the top of his chest nearly hitting his face. He then blurted out he had sex for 2 hours that morning. Now that I know he lied to me about not being up, I say nothing, knowing I will deal with it when I spank him, he is oblivious to the fact he is caught in a lie. I take him over my knee with my hand and ruler and hair brush as well as discipling the liar with a cane while standing. For 15 minutes he apologizes for being late before I reveal to him I know what he was really up to, and lying to me will be punished leaving him with a red, bruised and welted ass.

Grayson is a 28 year old, bisexual bartender with a great gym body and gorgeous eyes. Earlier that day he texted me that he woke up late and had to postpone our start time. When we got together at the rescheduled time, he busted a nut to the top of his chest nearly hitting his face. He then blurted out he had sex for 2 hours that morning. Now that I know he lied to me about not being up, I say nothing, knowing I will deal with it when I spank him, he is oblivious to the fact he is caught in a lie. I take him over my knee with my hand and ruler and hair brush as well as discipling the liar with a cane while standing. For 15 minutes he apologizes for being late before I reveal to him I know what he was really up to, and lying to me will be punished leaving him with a red, bruised and welted ass.

Mike Oxlong is a straight, 34 year old model with a toned, muscular body, big dick, and round ass. I take him over my knee and begin with my hand and a large leather paddle. Still a little cocky and defiant, I stand Mike up, exposing his hard cock and deliver lashes with a cane causing the masculine model to wince in pain. Finally, I take him back over my knee with a wooden paddle, to receive his final licks before showing off his red ass to the camera.