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Basic Knowledge Cal Wheeler 07/01/2024Cal has come back for another spanking, something he says he thought he wouldn’t do. Tom delivers this spanking on the table. Several minutes into the spanking, Tom begins to quiz Cal about his favorite subject, history. Cal doesn’t do that well, but Tom suspects he does better than most his age...
Vince's Wedgie Spanking Vince Enzo 06/24/2024Though he doesn’t know it, Vince is in for a wedgie spanking today. He didn’t even know there was such a thing, or that Tom gives wedgie spankings. He’s confused by the clips dangling from the ceiling and can’t guess what they’re for. Watch the look on his face when Tom lets him know the clips...
Philip's First Ever Spanking Philip Ryan 06/17/2024Philip is 27, straight and has never been physically disciplined in his entire life. That changes today when Tom bends Philip over and spanks him by hand and with a leather slapper, leather strap, bamboo spatula, yardstick, PVC flog, martinet and a wooden paddle. Tom also canes him. It’s a rough session...