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Flogging Terry Terry Loop 10/20/2025Terry has a hard time with this spanking. He wipes at his eyes several times during this spanking. Tom uses his hand, a leather slapper, a flog and a riding crop on Terry’s round bubble butt. Terry squirms and exclaims as he tries to cope with the sting. His boyish expressions are fantastic, as always....
Jax's First Spanking Jax N. 10/13/2025Jax is an 18-year-old straight boy who has never done any type of adult work before. Today that changes with this, his first spanking from a gay man. Before today, he had never even been touched by a man (except for some grab-ass from school teammates in the locker room).
Tom has Jax lie down on a...
Caught Lying Part 2 Raj K. 10/06/2025As we learned in part one of this video, Raj told Tom (on camera) that he had never driven a car faster than 80 miles per hour, but Tom knew right away that had to be a lie. Sure enough, once the cameras were off, Raj told Tom that he had actually driven a car 120 miles per hour.
As this second half...
