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Quizzing Darren Darren Tate 12/16/2024We 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...
Rutger's First Spanking Rutger H. 12/09/2024Rutger 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...
Quizzed Paddled Questioned and Tickled Owen Thompson 12/02/2024This 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). Tom then questions him about the...
