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Kyler's First Ever Spanking Part 2 Kyler T. 07/06/2026Kyler, straight and 22, had never been spanked before today. He’s already endured quite a bit of spanking that has left his butt red and sore. Now he’s going to endure quite a bit more spanking by hand and with a ping pong paddle, leather slapper and a small oak paddle that delivers a mighty sting....
Asshole Parker Jones 06/29/2026It has been a long, hard day for 19-year-old straight boy Parker. He has endured a hard caning and bastinado. The spanking has been so intense that, at one point, Parker stormed off and told Tom, “Fuck you!” At another point he called Tom an asshole.
Parker is getting dressed as this video begins....
Remember the Belt Darren Tate 06/22/2026This may be the hardest session with the belt that any of the boys have ever endured. Darren was looking better than ever when he showed up for today’s spanking. Something strange happens during today’s spanking. While choosing an implement, Darren tells Tom that he hasn’t used the belt on him...
