Spanking Straight Boys: Josh’s Fucking Spanking
Josh is a 24-year-old straight boy who could still easily pass for 18. When he was actually 18, Josh came to us a complete virgin. He had never even kissed a girl (and never done anything with guys). Six years later, he has had sex with a couple of girls he knows from school.
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WARNING: Features sexual content
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Spanking Straight Boys: Landon in the Spanking Tower – Part 2
Landon, straight, muscular and 20, walked in today to find our spanking tower awaiting him. He had no idea what it was, but soon found out.
As this video begins, we are well into the second half of this shoot. Landon’s round, muscular, hard butt is already quite red and very sore.
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Spanking Straight Boys: Quizzing Darren
Spanking Straight Boys: Quizzing Darren
We haven’t seen Darren for quite a while. He’s always had a tendency to want to be convivial and chatty during his spankings. Tom doesn’t like that, and he clamps down hard on it today.
Tom has been very surprised by how little most of the boys know about history and basic knowledge in general (see our videos “Pop Quiz” featuring Josh and “Quizzed Paddled Questioned and Tickled” featuring Owen, among others). Today it’s time to test Darren
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Spanking Straight Boys: Rutger’s First Spanking
Spanking Straight Boys: Rutger’s First Spanking
Rutger is a blond young straight man with a smooth body and big, round butt. Before coming to us, he had never done any type of work in the adult sphere. This video begins with a brief interview in which Rutger discusses his history of physical discipline, which included getting paddled for misbehaving at school.
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Spanking Straight Boys: Quizzed Paddled Questioned and Tickled
This was a hard day for Owen. It was a long shoot and an extra-long spanking. Owen spent almost one full hour in the stockade, which is anything but comfortable. In this final part of this video, Tom quizzes Owen to test his knowledge of his favorite subject (history).
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Spanking Straight Boys: Some Boys Never Learn
Terry is a cute 20-year-old straight boy. He was punished for speeding in a previous spanking, and assured Tom he would not speed again. Tom didn’t believe Terry at the time, and today he got proof-positive that Terry is still speeding.
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Spanking Straight Boys: Scotty’s Shower Spanking
Spanking Straight Boys: Scotty’s Shower Spanking
Tom told Scotty to hit the shower after his elliptical workout spanking. The workout was over, but the spanking wasn’t. Now Scotty’s spanking continues, with his ass already very red and very sore. Tom spanks Scotty by hand and with a leather strap.
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Spanking Straight Boys: Vince on the Elliptical
Vince is a hot young man who looks years younger than his age. He has been working out hard before this visit, and it shows. Tom decided it was time to reinforce Vince’s new commitment to fitness by spanking him while he works out on the elliptical machine.
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Spanking Straight Boys: One Cheek Only
Tom regularly disciplined Carter for a few years, but Carter hadn’t around for a while before today’s spanking. In his time away, he had forgotten some of what is expected of him during his visits, as became evident during his spanking on the elliptical machine.
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Spanking Straight Boys: Tristan’s First Spanking
Tristan is 20, blond, hot and cute. With a smooth, slim body and a wonderful smile, he is the epitome of a twink. Before coming to us, he had never done any adult work and had never been touched by a man. This is his first adult video.
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