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Spank Thyself Part 2 Tristan K 09/15/2025Tristan is 20, blond, and the perfect combination of hot and cute. Today he has been spanking himself for the first time. Although he is doing it himself, he is not being allowed to determine the harshness of his spanking. Tom is making sure Tristan gives himself a harsh spanking. In this second part...
Aiden's Hard Punishment Aiden K 09/08/2025This video opens with Aiden standing in the corner. He’s been in the corner since the end of his soccer spanking. He thinks that his spanking is finished, but he’s wrong. Earlier in the day, Aiden told Tom that he had driven without a license or insurance. Tom doesn’t intend to let that slide,...
Darren Spread Eagle Darren Tate 09/01/2025This was a very satisfying spanking for Tom. Tom has never liked how Darren tries to chitchat during his spankings. Tom tamps this chitchat down in various ways, but it turns out a gag is (unsurprisingly) the best method yet. In this video, Tom ties Darren to the bed in the spread-eagle position in a...